Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids

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Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (en)
Интеракције природних производа, њихових деривата и комплексних једињења са протеинима и нуклеинским киселинама (sr)
Interakcije prirodnih proizvoda, njihovih derivata i kompleksnih jedinjenja sa proteinima i nukleinskim kiselinama (sr_RS)
Authors

Publications

A detailed experimental and computational study of monocarbohydrazones

Božić, Aleksandra R.; Filipović, Nenad; Verbić, Tatjana Z.; Milcić, Milos K.; Todorović, Tamara R.; Cvijetić, Ilija N.; Klisurić, Olivera; Radisić, Marina M.; Marinković, Aleksandar D.

(Elsevier, Amsterdam, 2020)

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Filipović, Nenad
AU  - Verbić, Tatjana Z.
AU  - Milcić, Milos K.
AU  - Todorović, Tamara R.
AU  - Cvijetić, Ilija N.
AU  - Klisurić, Olivera
AU  - Radisić, Marina M.
AU  - Marinković, Aleksandar D.
PY  - 2020
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/5363
AB  - The substituent and solvent effect on intramolecular charge transfer (ICT) of twelve monocarbohydrazones (mCHs) were studied using experimental and theoretical methodology. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear free energy relationships (LFERs) principles, i.e. using the Kamlet-Taft and Catalan models. Linear free energy relationships in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on UV-Vis, NMR and pK(a) change. According to crystallographic data and quantum chemical calculations, the trans (E) form was found to be more stable. A photochromism of compounds with 2-hydroxyphenyl and 2-pyridylimino groups substituted at imine carbon atom results in E/Z isomerization due to creation of intermolecular hydrogen bond in E and Z form, respectively. Multiple stage mass spectrometry (MS-MSn) analysis was applied to define main fragmentation pathways. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2/6-311 G(d,p) and time-dependent density functional (TD-DFT) methods. TD-DFT calculations were performed to quantify the efficiency of intramolecular charge transfer (ICT) with the aid of the charge-transfer distance (DCT) and the amount of transferred charge (QCT) calculation. It was found that both substituents and solvents influence electron density shift i.e. extent of conjugation, and affect ICT character in the course of excitation.
PB  - Elsevier, Amsterdam
T2  - Arabian Journal of Chemistry
T1  - A detailed experimental and computational study of monocarbohydrazones
EP  - 953
IS  - 1
SP  - 932
VL  - 13
DO  - 10.1016/j.arabjc.2017.08.010
ER  - 
@article{
author = "Božić, Aleksandra R. and Filipović, Nenad and Verbić, Tatjana Z. and Milcić, Milos K. and Todorović, Tamara R. and Cvijetić, Ilija N. and Klisurić, Olivera and Radisić, Marina M. and Marinković, Aleksandar D.",
year = "2020",
abstract = "The substituent and solvent effect on intramolecular charge transfer (ICT) of twelve monocarbohydrazones (mCHs) were studied using experimental and theoretical methodology. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear free energy relationships (LFERs) principles, i.e. using the Kamlet-Taft and Catalan models. Linear free energy relationships in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on UV-Vis, NMR and pK(a) change. According to crystallographic data and quantum chemical calculations, the trans (E) form was found to be more stable. A photochromism of compounds with 2-hydroxyphenyl and 2-pyridylimino groups substituted at imine carbon atom results in E/Z isomerization due to creation of intermolecular hydrogen bond in E and Z form, respectively. Multiple stage mass spectrometry (MS-MSn) analysis was applied to define main fragmentation pathways. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2/6-311 G(d,p) and time-dependent density functional (TD-DFT) methods. TD-DFT calculations were performed to quantify the efficiency of intramolecular charge transfer (ICT) with the aid of the charge-transfer distance (DCT) and the amount of transferred charge (QCT) calculation. It was found that both substituents and solvents influence electron density shift i.e. extent of conjugation, and affect ICT character in the course of excitation.",
publisher = "Elsevier, Amsterdam",
journal = "Arabian Journal of Chemistry",
title = "A detailed experimental and computational study of monocarbohydrazones",
pages = "953-932",
number = "1",
volume = "13",
doi = "10.1016/j.arabjc.2017.08.010"
}
Božić, A. R., Filipović, N., Verbić, T. Z., Milcić, M. K., Todorović, T. R., Cvijetić, I. N., Klisurić, O., Radisić, M. M.,& Marinković, A. D.. (2020). A detailed experimental and computational study of monocarbohydrazones. in Arabian Journal of Chemistry
Elsevier, Amsterdam., 13(1), 932-953.
https://doi.org/10.1016/j.arabjc.2017.08.010
Božić AR, Filipović N, Verbić TZ, Milcić MK, Todorović TR, Cvijetić IN, Klisurić O, Radisić MM, Marinković AD. A detailed experimental and computational study of monocarbohydrazones. in Arabian Journal of Chemistry. 2020;13(1):932-953.
doi:10.1016/j.arabjc.2017.08.010 .
Božić, Aleksandra R., Filipović, Nenad, Verbić, Tatjana Z., Milcić, Milos K., Todorović, Tamara R., Cvijetić, Ilija N., Klisurić, Olivera, Radisić, Marina M., Marinković, Aleksandar D., "A detailed experimental and computational study of monocarbohydrazones" in Arabian Journal of Chemistry, 13, no. 1 (2020):932-953,
https://doi.org/10.1016/j.arabjc.2017.08.010 . .
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Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors

Filipović, Nenad; Bjelogrlić, Snežana; Pelliccia, Sveva; Jovanović, Vesna B.; Kojić, Milan; Sencanski, Milan; La Regina, Giuseppe; Silvestri, Romano; Muller, Christian D.; Todorović, Tamara R.

(Elsevier, Amsterdam, 2020)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Bjelogrlić, Snežana
AU  - Pelliccia, Sveva
AU  - Jovanović, Vesna B.
AU  - Kojić, Milan
AU  - Sencanski, Milan
AU  - La Regina, Giuseppe
AU  - Silvestri, Romano
AU  - Muller, Christian D.
AU  - Todorović, Tamara R.
PY  - 2020
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/5364
AB  - Triapine, the most studied alpha-N-heterocyclic thiosemicarbazone, revealed potent activity against advanced leukemia, but was ineffective against a variety of solid tumors. Moreover, methemoglobinemia, which is a side effect of triapine administration, may limits all clinical application. To enhance anticancer activity and reduce side effects, we applied an isosteric replacement of sulfur to selenium atom was performed by synthesis and characterization of selenium triapine analog, 3-aminopyridine-2-carboxaldehyde selenosemicarbazone (selenotriapine). Compared to triapine, selenotriapine revealed superior pro-apoptotic activity with activation of intrinsic apoptotic pathway in both human monocytic leukemia (THP-1) and mammary adenocarcinoma (MCF-7) cell lines. For MCF-7 2-D cultures, selenotriapine induced notable increase in mitochondrial superoxide radical generation and dissipation of mitochondrial transmembrane potential. A significant delay in growth of MCF-7 spheroids (3-D culture) was accompanied by phenotypic stem cell reprogramming (Oct-4 expression). Additionally, selenotriapine demonstrated a very low toxicity profile as compared to triapine, confirmed over alleviated extent of methemoglobin formation and higher IC50 value in brine shrimp cytotoxicity assay.
PB  - Elsevier, Amsterdam
T2  - Arabian Journal of Chemistry
T1  - Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors
EP  - 1489
IS  - 1
SP  - 1466
VL  - 13
DO  - 10.1016/j.arabjc.2017.11.017
ER  - 
@article{
author = "Filipović, Nenad and Bjelogrlić, Snežana and Pelliccia, Sveva and Jovanović, Vesna B. and Kojić, Milan and Sencanski, Milan and La Regina, Giuseppe and Silvestri, Romano and Muller, Christian D. and Todorović, Tamara R.",
year = "2020",
abstract = "Triapine, the most studied alpha-N-heterocyclic thiosemicarbazone, revealed potent activity against advanced leukemia, but was ineffective against a variety of solid tumors. Moreover, methemoglobinemia, which is a side effect of triapine administration, may limits all clinical application. To enhance anticancer activity and reduce side effects, we applied an isosteric replacement of sulfur to selenium atom was performed by synthesis and characterization of selenium triapine analog, 3-aminopyridine-2-carboxaldehyde selenosemicarbazone (selenotriapine). Compared to triapine, selenotriapine revealed superior pro-apoptotic activity with activation of intrinsic apoptotic pathway in both human monocytic leukemia (THP-1) and mammary adenocarcinoma (MCF-7) cell lines. For MCF-7 2-D cultures, selenotriapine induced notable increase in mitochondrial superoxide radical generation and dissipation of mitochondrial transmembrane potential. A significant delay in growth of MCF-7 spheroids (3-D culture) was accompanied by phenotypic stem cell reprogramming (Oct-4 expression). Additionally, selenotriapine demonstrated a very low toxicity profile as compared to triapine, confirmed over alleviated extent of methemoglobin formation and higher IC50 value in brine shrimp cytotoxicity assay.",
publisher = "Elsevier, Amsterdam",
journal = "Arabian Journal of Chemistry",
title = "Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors",
pages = "1489-1466",
number = "1",
volume = "13",
doi = "10.1016/j.arabjc.2017.11.017"
}
Filipović, N., Bjelogrlić, S., Pelliccia, S., Jovanović, V. B., Kojić, M., Sencanski, M., La Regina, G., Silvestri, R., Muller, C. D.,& Todorović, T. R.. (2020). Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors. in Arabian Journal of Chemistry
Elsevier, Amsterdam., 13(1), 1466-1489.
https://doi.org/10.1016/j.arabjc.2017.11.017
Filipović N, Bjelogrlić S, Pelliccia S, Jovanović VB, Kojić M, Sencanski M, La Regina G, Silvestri R, Muller CD, Todorović TR. Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors. in Arabian Journal of Chemistry. 2020;13(1):1466-1489.
doi:10.1016/j.arabjc.2017.11.017 .
Filipović, Nenad, Bjelogrlić, Snežana, Pelliccia, Sveva, Jovanović, Vesna B., Kojić, Milan, Sencanski, Milan, La Regina, Giuseppe, Silvestri, Romano, Muller, Christian D., Todorović, Tamara R., "Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors" in Arabian Journal of Chemistry, 13, no. 1 (2020):1466-1489,
https://doi.org/10.1016/j.arabjc.2017.11.017 . .
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Synthesis, characterization and in vitro evaluation of divalent ion release from stable NiFe2O4, ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 nanoparticles

Andjelković, Ljubica; Jeremić, Dejan; Milenković, Milica R.; Radosavljević, Jelena; Vulić, Predrag J.; Pavlović, Vladimir; Manojlović, Dragan; Nikolić, Aleksandar S.

(Elsevier Sci Ltd, Oxford, 2020)

TY  - JOUR
AU  - Andjelković, Ljubica
AU  - Jeremić, Dejan
AU  - Milenković, Milica R.
AU  - Radosavljević, Jelena
AU  - Vulić, Predrag J.
AU  - Pavlović, Vladimir
AU  - Manojlović, Dragan
AU  - Nikolić, Aleksandar S.
PY  - 2020
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/5327
AB  - A simple organic-phase synthesis process was used to produce bare NiFe2O4 and ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 ferrite nanoparticles. X-ray powder diffractograms for all investigated powders show characteristic peaks of a spinel cubic structure without a secondary phase. Transmission electron microscopy (TEM) indicated the presence of nanoparticles that are smaller than 20 nm. The release of divalent ions (Ni2+ and Zn2+) from synthesized nanoparticles that were dispersed in saline solution, phosphate-buffered saline (PBS) and human serum, as determined by the inductively coupled plasma mass spectrometry (ICP-MS) method, was lower than 2 wt %. These results demonstrate the stability of the investigated nanoparticles in biologically relevant media and exclude the toxicity of Ni2+ and Zn2+ due to metal ion release, thereby opening a broad range of (bio)medical applications.
PB  - Elsevier Sci Ltd, Oxford
T2  - Ceramics International
T1  - Synthesis, characterization and in vitro evaluation of divalent ion release from stable NiFe2O4, ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 nanoparticles
EP  - 3533
IS  - 3
SP  - 3528
VL  - 46
DO  - 10.1016/j.ceramint.2019.10.068
ER  - 
@article{
author = "Andjelković, Ljubica and Jeremić, Dejan and Milenković, Milica R. and Radosavljević, Jelena and Vulić, Predrag J. and Pavlović, Vladimir and Manojlović, Dragan and Nikolić, Aleksandar S.",
year = "2020",
abstract = "A simple organic-phase synthesis process was used to produce bare NiFe2O4 and ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 ferrite nanoparticles. X-ray powder diffractograms for all investigated powders show characteristic peaks of a spinel cubic structure without a secondary phase. Transmission electron microscopy (TEM) indicated the presence of nanoparticles that are smaller than 20 nm. The release of divalent ions (Ni2+ and Zn2+) from synthesized nanoparticles that were dispersed in saline solution, phosphate-buffered saline (PBS) and human serum, as determined by the inductively coupled plasma mass spectrometry (ICP-MS) method, was lower than 2 wt %. These results demonstrate the stability of the investigated nanoparticles in biologically relevant media and exclude the toxicity of Ni2+ and Zn2+ due to metal ion release, thereby opening a broad range of (bio)medical applications.",
publisher = "Elsevier Sci Ltd, Oxford",
journal = "Ceramics International",
title = "Synthesis, characterization and in vitro evaluation of divalent ion release from stable NiFe2O4, ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 nanoparticles",
pages = "3533-3528",
number = "3",
volume = "46",
doi = "10.1016/j.ceramint.2019.10.068"
}
Andjelković, L., Jeremić, D., Milenković, M. R., Radosavljević, J., Vulić, P. J., Pavlović, V., Manojlović, D.,& Nikolić, A. S.. (2020). Synthesis, characterization and in vitro evaluation of divalent ion release from stable NiFe2O4, ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 nanoparticles. in Ceramics International
Elsevier Sci Ltd, Oxford., 46(3), 3528-3533.
https://doi.org/10.1016/j.ceramint.2019.10.068
Andjelković L, Jeremić D, Milenković MR, Radosavljević J, Vulić PJ, Pavlović V, Manojlović D, Nikolić AS. Synthesis, characterization and in vitro evaluation of divalent ion release from stable NiFe2O4, ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 nanoparticles. in Ceramics International. 2020;46(3):3528-3533.
doi:10.1016/j.ceramint.2019.10.068 .
Andjelković, Ljubica, Jeremić, Dejan, Milenković, Milica R., Radosavljević, Jelena, Vulić, Predrag J., Pavlović, Vladimir, Manojlović, Dragan, Nikolić, Aleksandar S., "Synthesis, characterization and in vitro evaluation of divalent ion release from stable NiFe2O4, ZnFe2O4 and core-shell ZnFe2O4@NiFe2O4 nanoparticles" in Ceramics International, 46, no. 3 (2020):3528-3533,
https://doi.org/10.1016/j.ceramint.2019.10.068 . .
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Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification

Bjelogrlić, Snežana; Todorović, Tamara R.; Kojić, Milan; Sencanski, Milan; Nikolić, Milan; Visnjevac, Aleksandar; Araskov, Jovana; Miljković, Marija; Muller, Christian D.; Filipović, Nenad

(Elsevier Science Inc, New York, 2019)

TY  - JOUR
AU  - Bjelogrlić, Snežana
AU  - Todorović, Tamara R.
AU  - Kojić, Milan
AU  - Sencanski, Milan
AU  - Nikolić, Milan
AU  - Visnjevac, Aleksandar
AU  - Araskov, Jovana
AU  - Miljković, Marija
AU  - Muller, Christian D.
AU  - Filipović, Nenad
PY  - 2019
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4916
AB  - Anticancer activity of Pd complexes 1-5 with bidentate N-heteroaromatic hydrazone ligands was investigated on human acute monocytic leukemia (THP-1; cells in a suspension) and human mammary adenocarcinoma (MCF-7; two-dimensional layer and three-dimensional spheroid tumor model) cell lines. For the Pd(II) complexes with condensation products of ethyl hydrazainoacetate and quinoline-8-carboxaldehyde (complex 1) and 2-for-mylpyridine (complex 3), for which apoptosis was determined as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce generation of reactive oxygen species and inhibit Topoisomerase I in vitro. In silico studies corroborate experimental findings that these complexes show topoisomerase inhibition activity in the micromolar range and indicate binding to a DNA's minor groove as another potential target. Based on the results obtained by circular dichroism and fluorescence spectroscopy measurements, the most active complexes are suitable to be delivered to a blood stream via human serum albumin.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification
VL  - 199
DO  - 10.1016/j.jinorgbio.2019.110758
ER  - 
@article{
author = "Bjelogrlić, Snežana and Todorović, Tamara R. and Kojić, Milan and Sencanski, Milan and Nikolić, Milan and Visnjevac, Aleksandar and Araskov, Jovana and Miljković, Marija and Muller, Christian D. and Filipović, Nenad",
year = "2019",
abstract = "Anticancer activity of Pd complexes 1-5 with bidentate N-heteroaromatic hydrazone ligands was investigated on human acute monocytic leukemia (THP-1; cells in a suspension) and human mammary adenocarcinoma (MCF-7; two-dimensional layer and three-dimensional spheroid tumor model) cell lines. For the Pd(II) complexes with condensation products of ethyl hydrazainoacetate and quinoline-8-carboxaldehyde (complex 1) and 2-for-mylpyridine (complex 3), for which apoptosis was determined as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce generation of reactive oxygen species and inhibit Topoisomerase I in vitro. In silico studies corroborate experimental findings that these complexes show topoisomerase inhibition activity in the micromolar range and indicate binding to a DNA's minor groove as another potential target. Based on the results obtained by circular dichroism and fluorescence spectroscopy measurements, the most active complexes are suitable to be delivered to a blood stream via human serum albumin.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification",
volume = "199",
doi = "10.1016/j.jinorgbio.2019.110758"
}
Bjelogrlić, S., Todorović, T. R., Kojić, M., Sencanski, M., Nikolić, M., Visnjevac, A., Araskov, J., Miljković, M., Muller, C. D.,& Filipović, N.. (2019). Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 199.
https://doi.org/10.1016/j.jinorgbio.2019.110758
Bjelogrlić S, Todorović TR, Kojić M, Sencanski M, Nikolić M, Visnjevac A, Araskov J, Miljković M, Muller CD, Filipović N. Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification. in Journal of Inorganic Biochemistry. 2019;199.
doi:10.1016/j.jinorgbio.2019.110758 .
Bjelogrlić, Snežana, Todorović, Tamara R., Kojić, Milan, Sencanski, Milan, Nikolić, Milan, Visnjevac, Aleksandar, Araskov, Jovana, Miljković, Marija, Muller, Christian D., Filipović, Nenad, "Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification" in Journal of Inorganic Biochemistry, 199 (2019),
https://doi.org/10.1016/j.jinorgbio.2019.110758 . .
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A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells

Bjelogrlić, Snežana; Todorović, Tamara R.; Cvijetić, Ilija N.; Rodić, Marko V.; Vujcić, Miroslava; Marković, Sanja; Araskov, Jovana; Janović, Barbara; Emhemmed, Fathi; Muller, Christian D.; Filipović, Nenad

(Elsevier Science Inc, New York, 2019)

TY  - JOUR
AU  - Bjelogrlić, Snežana
AU  - Todorović, Tamara R.
AU  - Cvijetić, Ilija N.
AU  - Rodić, Marko V.
AU  - Vujcić, Miroslava
AU  - Marković, Sanja
AU  - Araskov, Jovana
AU  - Janović, Barbara
AU  - Emhemmed, Fathi
AU  - Muller, Christian D.
AU  - Filipović, Nenad
PY  - 2019
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/5050
AB  - A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 M induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells
EP  - 66
SP  - 45
VL  - 190
DO  - 10.1016/j.jinorgbio.2018.10.002
ER  - 
@article{
author = "Bjelogrlić, Snežana and Todorović, Tamara R. and Cvijetić, Ilija N. and Rodić, Marko V. and Vujcić, Miroslava and Marković, Sanja and Araskov, Jovana and Janović, Barbara and Emhemmed, Fathi and Muller, Christian D. and Filipović, Nenad",
year = "2019",
abstract = "A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 M induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells",
pages = "66-45",
volume = "190",
doi = "10.1016/j.jinorgbio.2018.10.002"
}
Bjelogrlić, S., Todorović, T. R., Cvijetić, I. N., Rodić, M. V., Vujcić, M., Marković, S., Araskov, J., Janović, B., Emhemmed, F., Muller, C. D.,& Filipović, N.. (2019). A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 190, 45-66.
https://doi.org/10.1016/j.jinorgbio.2018.10.002
Bjelogrlić S, Todorović TR, Cvijetić IN, Rodić MV, Vujcić M, Marković S, Araskov J, Janović B, Emhemmed F, Muller CD, Filipović N. A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry. 2019;190:45-66.
doi:10.1016/j.jinorgbio.2018.10.002 .
Bjelogrlić, Snežana, Todorović, Tamara R., Cvijetić, Ilija N., Rodić, Marko V., Vujcić, Miroslava, Marković, Sanja, Araskov, Jovana, Janović, Barbara, Emhemmed, Fathi, Muller, Christian D., Filipović, Nenad, "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells" in Journal of Inorganic Biochemistry, 190 (2019):45-66,
https://doi.org/10.1016/j.jinorgbio.2018.10.002 . .
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10

Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models

Božić, Aleksandra R.; Bjelogrlić, Snežana; Novaković, Irena; Filipović, Nenad; Petrović, Predrag M.; Marinković, Aleksandar D.; Todorović, Tamara R.; Cvijetić, Ilija N.

(Wiley-V C H Verlag Gmbh, Weinheim, 2018)

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Bjelogrlić, Snežana
AU  - Novaković, Irena
AU  - Filipović, Nenad
AU  - Petrović, Predrag M.
AU  - Marinković, Aleksandar D.
AU  - Todorović, Tamara R.
AU  - Cvijetić, Ilija N.
PY  - 2018
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4753
AB  - Due to the rise of microbial strains resistant to conventional therapies, there is an urgent need for finding the new antimicrobial chemotypes. Heterocyclic compounds such as thiocarbohydrazones (TCHs) are able to interact with many metalloenzymes essential for microbes, while sulfur atom increases lipophilicity which is generally positively correlated with potency. In this paper, we report antibacterial and antifungal activity of twenty-two TCHs toward eight bacterial and three fungal strains. Furthermore, three alignment independent 3D QSAR models based on descriptors derived from molecular interaction fields (MIFs) are developed in order to rationalize structure-activity relationships for activities of TCHs toward S. aureus, P. aeruginosa and C. albicans. Several structural fragments important for biological activity are recognized in each model, and structural modifications which could lead to increased potency are suggested. Designed structures will be synthesized accordingly and tested toward the same microbial strains in order to obtain more potent derivatives.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistryselect
T1  - Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models
EP  - 2221
IS  - 7
SP  - 2215
VL  - 3
DO  - 10.1002/slct.201702691
ER  - 
@article{
author = "Božić, Aleksandra R. and Bjelogrlić, Snežana and Novaković, Irena and Filipović, Nenad and Petrović, Predrag M. and Marinković, Aleksandar D. and Todorović, Tamara R. and Cvijetić, Ilija N.",
year = "2018",
abstract = "Due to the rise of microbial strains resistant to conventional therapies, there is an urgent need for finding the new antimicrobial chemotypes. Heterocyclic compounds such as thiocarbohydrazones (TCHs) are able to interact with many metalloenzymes essential for microbes, while sulfur atom increases lipophilicity which is generally positively correlated with potency. In this paper, we report antibacterial and antifungal activity of twenty-two TCHs toward eight bacterial and three fungal strains. Furthermore, three alignment independent 3D QSAR models based on descriptors derived from molecular interaction fields (MIFs) are developed in order to rationalize structure-activity relationships for activities of TCHs toward S. aureus, P. aeruginosa and C. albicans. Several structural fragments important for biological activity are recognized in each model, and structural modifications which could lead to increased potency are suggested. Designed structures will be synthesized accordingly and tested toward the same microbial strains in order to obtain more potent derivatives.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistryselect",
title = "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models",
pages = "2221-2215",
number = "7",
volume = "3",
doi = "10.1002/slct.201702691"
}
Božić, A. R., Bjelogrlić, S., Novaković, I., Filipović, N., Petrović, P. M., Marinković, A. D., Todorović, T. R.,& Cvijetić, I. N.. (2018). Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models. in Chemistryselect
Wiley-V C H Verlag Gmbh, Weinheim., 3(7), 2215-2221.
https://doi.org/10.1002/slct.201702691
Božić AR, Bjelogrlić S, Novaković I, Filipović N, Petrović PM, Marinković AD, Todorović TR, Cvijetić IN. Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models. in Chemistryselect. 2018;3(7):2215-2221.
doi:10.1002/slct.201702691 .
Božić, Aleksandra R., Bjelogrlić, Snežana, Novaković, Irena, Filipović, Nenad, Petrović, Predrag M., Marinković, Aleksandar D., Todorović, Tamara R., Cvijetić, Ilija N., "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models" in Chemistryselect, 3, no. 7 (2018):2215-2221,
https://doi.org/10.1002/slct.201702691 . .
1
16
6
17

Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies

Elshaflu, Hana; Todorović, Tamara R.; Nikolić, Milan; Lolić, Aleksandar; Visnjevac, Aleksandar; Hagenow, Stefanie; Padron, Jose M.; Garcia-Sosa, Alfonso T.; Djordjević, Ivana S.; Grubisić, Sonja; Stark, Holger; Filipović, Nenad

(Frontiers Media Sa, Lausanne, 2018)

TY  - JOUR
AU  - Elshaflu, Hana
AU  - Todorović, Tamara R.
AU  - Nikolić, Milan
AU  - Lolić, Aleksandar
AU  - Visnjevac, Aleksandar
AU  - Hagenow, Stefanie
AU  - Padron, Jose M.
AU  - Garcia-Sosa, Alfonso T.
AU  - Djordjević, Ivana S.
AU  - Grubisić, Sonja
AU  - Stark, Holger
AU  - Filipović, Nenad
PY  - 2018
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4773
AB  - The novel approach in the treatment of complex multifactorial diseases, such as neurodegenerative disorders and cancer, requires a development of efficient multi-targeting oriented drugs. Since oxidative stress significantly contributes to the pathogenesis of cancer and neurodegenerative disorders, potential drug candidates should possess good antioxidant properties Due to promising biological activities shown for structurally related (1,3-thiazol-2-yl)hydrazones, a focused library of 12 structurally related benzylidene-based (1,3-selenazol-2-yl)hydrazones was designed as potential multi-targeting compounds. Monoamine oxidases (MAO) A/B inhibition properties of this class of compounds have been investigated. Surprisingly, the p-nitrophenyl-substituted (1,3-selenazol-2-yl)hydrazone 4 showed MAO B inhibition in a nanomolar concentration range (IC50 = 73 nM). Excellent antioxidant properties were confirmed in a number of different in vitro assays. Antiproliferative activity screening on a panel of six human solid tumor cell lines showed that potencies of some of the investigated compounds was comparable or even better than that of the positive control 5-fluorouracil. In-silico calculations of ADME properties pointed to promising good pharmacokinetic profiles of investigated compounds. Docking studies suggest that some compounds, compared to positive controls, have the ability to strongly interact with targets relevant to cancer such as 5'-nucleotidase, and to neurodegenerative diseases such as the small conductance calcium-activated potassium channel protein 1, in addition to confirmation of inhibitory binding at MAO B.
PB  - Frontiers Media Sa, Lausanne
T2  - Frontiers in Chemistry
T1  - Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies
VL  - 6
DO  - 10.3389/fchem.2018.00247
ER  - 
@article{
author = "Elshaflu, Hana and Todorović, Tamara R. and Nikolić, Milan and Lolić, Aleksandar and Visnjevac, Aleksandar and Hagenow, Stefanie and Padron, Jose M. and Garcia-Sosa, Alfonso T. and Djordjević, Ivana S. and Grubisić, Sonja and Stark, Holger and Filipović, Nenad",
year = "2018",
abstract = "The novel approach in the treatment of complex multifactorial diseases, such as neurodegenerative disorders and cancer, requires a development of efficient multi-targeting oriented drugs. Since oxidative stress significantly contributes to the pathogenesis of cancer and neurodegenerative disorders, potential drug candidates should possess good antioxidant properties Due to promising biological activities shown for structurally related (1,3-thiazol-2-yl)hydrazones, a focused library of 12 structurally related benzylidene-based (1,3-selenazol-2-yl)hydrazones was designed as potential multi-targeting compounds. Monoamine oxidases (MAO) A/B inhibition properties of this class of compounds have been investigated. Surprisingly, the p-nitrophenyl-substituted (1,3-selenazol-2-yl)hydrazone 4 showed MAO B inhibition in a nanomolar concentration range (IC50 = 73 nM). Excellent antioxidant properties were confirmed in a number of different in vitro assays. Antiproliferative activity screening on a panel of six human solid tumor cell lines showed that potencies of some of the investigated compounds was comparable or even better than that of the positive control 5-fluorouracil. In-silico calculations of ADME properties pointed to promising good pharmacokinetic profiles of investigated compounds. Docking studies suggest that some compounds, compared to positive controls, have the ability to strongly interact with targets relevant to cancer such as 5'-nucleotidase, and to neurodegenerative diseases such as the small conductance calcium-activated potassium channel protein 1, in addition to confirmation of inhibitory binding at MAO B.",
publisher = "Frontiers Media Sa, Lausanne",
journal = "Frontiers in Chemistry",
title = "Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies",
volume = "6",
doi = "10.3389/fchem.2018.00247"
}
Elshaflu, H., Todorović, T. R., Nikolić, M., Lolić, A., Visnjevac, A., Hagenow, S., Padron, J. M., Garcia-Sosa, A. T., Djordjević, I. S., Grubisić, S., Stark, H.,& Filipović, N.. (2018). Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies. in Frontiers in Chemistry
Frontiers Media Sa, Lausanne., 6.
https://doi.org/10.3389/fchem.2018.00247
Elshaflu H, Todorović TR, Nikolić M, Lolić A, Visnjevac A, Hagenow S, Padron JM, Garcia-Sosa AT, Djordjević IS, Grubisić S, Stark H, Filipović N. Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies. in Frontiers in Chemistry. 2018;6.
doi:10.3389/fchem.2018.00247 .
Elshaflu, Hana, Todorović, Tamara R., Nikolić, Milan, Lolić, Aleksandar, Visnjevac, Aleksandar, Hagenow, Stefanie, Padron, Jose M., Garcia-Sosa, Alfonso T., Djordjević, Ivana S., Grubisić, Sonja, Stark, Holger, Filipović, Nenad, "Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies" in Frontiers in Chemistry, 6 (2018),
https://doi.org/10.3389/fchem.2018.00247 . .
2
36
18
37

(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines

Todorović, Tamara R.; Vukasinović, Jelena; Portalone, Gustavo; Suleiman, Sherif; Gligorijević, Nevenka; Bjelogrlić, Snežana; Jovanović, Katarina; Radulović, Siniša; Andjelković, Katarina; Cassar, Analisse; Filipović, Nenad; Schembri-Wismayer, Pierre

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Todorović, Tamara R.
AU  - Vukasinović, Jelena
AU  - Portalone, Gustavo
AU  - Suleiman, Sherif
AU  - Gligorijević, Nevenka
AU  - Bjelogrlić, Snežana
AU  - Jovanović, Katarina
AU  - Radulović, Siniša
AU  - Andjelković, Katarina
AU  - Cassar, Analisse
AU  - Filipović, Nenad
AU  - Schembri-Wismayer, Pierre
PY  - 2017
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4388
AB  - Cobalt complexes with semi-and thiosemicarbazones of 8-quinolinecarboxaldehyde have been synthesized and characterized by X-ray diffraction analysis. These novel complexes and a previously synthesized cobalt complex with a selenium-based selenosemicarbazone ligand showed myeloid differentiation activity on all trans retinoic acid resistant HL-60 acute myeloid leukaemia cells. They also showed varying levels of cytotoxicity on five human tumor cell lines: cervix carcinoma cells (HeLa), lung adenocarcinoma cells (A549), colorectal adenocarcinoma cells (LS-174), breast carcinoma cells (MDA-MB-361), and chronic myeloid leukaemia (K562) as well as one normal human cell line: fetal lung fibroblast cells (MRC-5). Leukaemia differentiation was most strongly induced by a metal-free oxygen ligand and the selenium ligand, whilst the latter and the cobalt(II) complex with an oxygen ligand showed the strongest dose-dependent cytotoxic activity. In four out of five investigated tumor cell lines, it was of the same order of magnitude as cisplatin. These best compounds, however, had lower toxicity on non-transformed MRC-5 cells than cisplatin.
PB  - Royal Soc Chemistry, Cambridge
T2  - Medchemcomm
T1  - (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines
EP  - 111
IS  - 1
SP  - 103
VL  - 8
DO  - 10.1039/c6md00501b
ER  - 
@article{
author = "Todorović, Tamara R. and Vukasinović, Jelena and Portalone, Gustavo and Suleiman, Sherif and Gligorijević, Nevenka and Bjelogrlić, Snežana and Jovanović, Katarina and Radulović, Siniša and Andjelković, Katarina and Cassar, Analisse and Filipović, Nenad and Schembri-Wismayer, Pierre",
year = "2017",
abstract = "Cobalt complexes with semi-and thiosemicarbazones of 8-quinolinecarboxaldehyde have been synthesized and characterized by X-ray diffraction analysis. These novel complexes and a previously synthesized cobalt complex with a selenium-based selenosemicarbazone ligand showed myeloid differentiation activity on all trans retinoic acid resistant HL-60 acute myeloid leukaemia cells. They also showed varying levels of cytotoxicity on five human tumor cell lines: cervix carcinoma cells (HeLa), lung adenocarcinoma cells (A549), colorectal adenocarcinoma cells (LS-174), breast carcinoma cells (MDA-MB-361), and chronic myeloid leukaemia (K562) as well as one normal human cell line: fetal lung fibroblast cells (MRC-5). Leukaemia differentiation was most strongly induced by a metal-free oxygen ligand and the selenium ligand, whilst the latter and the cobalt(II) complex with an oxygen ligand showed the strongest dose-dependent cytotoxic activity. In four out of five investigated tumor cell lines, it was of the same order of magnitude as cisplatin. These best compounds, however, had lower toxicity on non-transformed MRC-5 cells than cisplatin.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Medchemcomm",
title = "(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines",
pages = "111-103",
number = "1",
volume = "8",
doi = "10.1039/c6md00501b"
}
Todorović, T. R., Vukasinović, J., Portalone, G., Suleiman, S., Gligorijević, N., Bjelogrlić, S., Jovanović, K., Radulović, S., Andjelković, K., Cassar, A., Filipović, N.,& Schembri-Wismayer, P.. (2017). (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines. in Medchemcomm
Royal Soc Chemistry, Cambridge., 8(1), 103-111.
https://doi.org/10.1039/c6md00501b
Todorović TR, Vukasinović J, Portalone G, Suleiman S, Gligorijević N, Bjelogrlić S, Jovanović K, Radulović S, Andjelković K, Cassar A, Filipović N, Schembri-Wismayer P. (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines. in Medchemcomm. 2017;8(1):103-111.
doi:10.1039/c6md00501b .
Todorović, Tamara R., Vukasinović, Jelena, Portalone, Gustavo, Suleiman, Sherif, Gligorijević, Nevenka, Bjelogrlić, Snežana, Jovanović, Katarina, Radulović, Siniša, Andjelković, Katarina, Cassar, Analisse, Filipović, Nenad, Schembri-Wismayer, Pierre, "(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines" in Medchemcomm, 8, no. 1 (2017):103-111,
https://doi.org/10.1039/c6md00501b . .
15
13
16

Co(III) complexes of (1,3-selenazol-2-yl)hydrazones and their sulphur analogues

Filipović, Nenad; Elshaflu, Hana; Grubisić, Sonja; Jovanović, Ljiljana S.; Rodić, Marko; Novaković, Irena; Malesević, Aleksandar; Djordjević, Ivana S.; Li, Haidong; Sojić, Neso; Marinković, Aleksandar; Todorović, Tamara R.

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Elshaflu, Hana
AU  - Grubisić, Sonja
AU  - Jovanović, Ljiljana S.
AU  - Rodić, Marko
AU  - Novaković, Irena
AU  - Malesević, Aleksandar
AU  - Djordjević, Ivana S.
AU  - Li, Haidong
AU  - Sojić, Neso
AU  - Marinković, Aleksandar
AU  - Todorović, Tamara R.
PY  - 2017
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4392
AB  - The first Co(III) complexes with (1,3-selenazol-2-yl)hydrazones as an unexplored class of ligands were prepared and characterized by NMR spectroscopy and X-ray diffraction analysis. The novel ligands act as NNN tridentate chelators forming octahedral Co(III) complexes. The impact of structural changes on ligands' periphery as well as that of isosteric replacement of sulphur with selenium on the electrochemical and electronic absorption features of complexes are explored. To support the experimental data, density functional theory (DFT) calculations were also conducted. Theoretical NMR chemical shifts, the relative energies and natural bond orbital (NBO) analysis are calculated within the DFT approach, while the singlet excited state energies and HOMO-LUMO energy gap were calculated with time-dependent density functional theory (TD-DFT). The electrophilic f(-) and nucleophilic f(+) Fukui functions are well adapted to find the electrophile and nucleophile centres in the molecules. Both (1,3-selenazol-2-yl)- and (1,3-thiazol-2-yl) hydrazone Co(III) complexes showed potent antimicrobial and antioxidant activity. A significant difference among them was a smaller cytotoxicity of selenium compounds.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Co(III) complexes of (1,3-selenazol-2-yl)hydrazones and their sulphur analogues
EP  - 2924
IS  - 9
SP  - 2910
VL  - 46
DO  - 10.1039/c6dt04785h
ER  - 
@article{
author = "Filipović, Nenad and Elshaflu, Hana and Grubisić, Sonja and Jovanović, Ljiljana S. and Rodić, Marko and Novaković, Irena and Malesević, Aleksandar and Djordjević, Ivana S. and Li, Haidong and Sojić, Neso and Marinković, Aleksandar and Todorović, Tamara R.",
year = "2017",
abstract = "The first Co(III) complexes with (1,3-selenazol-2-yl)hydrazones as an unexplored class of ligands were prepared and characterized by NMR spectroscopy and X-ray diffraction analysis. The novel ligands act as NNN tridentate chelators forming octahedral Co(III) complexes. The impact of structural changes on ligands' periphery as well as that of isosteric replacement of sulphur with selenium on the electrochemical and electronic absorption features of complexes are explored. To support the experimental data, density functional theory (DFT) calculations were also conducted. Theoretical NMR chemical shifts, the relative energies and natural bond orbital (NBO) analysis are calculated within the DFT approach, while the singlet excited state energies and HOMO-LUMO energy gap were calculated with time-dependent density functional theory (TD-DFT). The electrophilic f(-) and nucleophilic f(+) Fukui functions are well adapted to find the electrophile and nucleophile centres in the molecules. Both (1,3-selenazol-2-yl)- and (1,3-thiazol-2-yl) hydrazone Co(III) complexes showed potent antimicrobial and antioxidant activity. A significant difference among them was a smaller cytotoxicity of selenium compounds.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Co(III) complexes of (1,3-selenazol-2-yl)hydrazones and their sulphur analogues",
pages = "2924-2910",
number = "9",
volume = "46",
doi = "10.1039/c6dt04785h"
}
Filipović, N., Elshaflu, H., Grubisić, S., Jovanović, L. S., Rodić, M., Novaković, I., Malesević, A., Djordjević, I. S., Li, H., Sojić, N., Marinković, A.,& Todorović, T. R.. (2017). Co(III) complexes of (1,3-selenazol-2-yl)hydrazones and their sulphur analogues. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 46(9), 2910-2924.
https://doi.org/10.1039/c6dt04785h
Filipović N, Elshaflu H, Grubisić S, Jovanović LS, Rodić M, Novaković I, Malesević A, Djordjević IS, Li H, Sojić N, Marinković A, Todorović TR. Co(III) complexes of (1,3-selenazol-2-yl)hydrazones and their sulphur analogues. in Dalton Transactions. 2017;46(9):2910-2924.
doi:10.1039/c6dt04785h .
Filipović, Nenad, Elshaflu, Hana, Grubisić, Sonja, Jovanović, Ljiljana S., Rodić, Marko, Novaković, Irena, Malesević, Aleksandar, Djordjević, Ivana S., Li, Haidong, Sojić, Neso, Marinković, Aleksandar, Todorović, Tamara R., "Co(III) complexes of (1,3-selenazol-2-yl)hydrazones and their sulphur analogues" in Dalton Transactions, 46, no. 9 (2017):2910-2924,
https://doi.org/10.1039/c6dt04785h . .
1
29
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28

Synthesis, structures and electronic properties of Co(III) complexes with 2-quinolinecarboxaldehyde thio- and selenosemicarbazone: A combined experimental and theoretical study

Djordjević, Ivana S.; Vukasinović, Jelena; Todorović, Tamara R.; Filipović, Nenad; Rodić, Marko V.; Lolić, Aleksandar; Portalone, Gustavo; Zlatović, Mario; Grubisić, Sonja

(Srpsko hemijsko društvo, Beograd, 2017)

TY  - JOUR
AU  - Djordjević, Ivana S.
AU  - Vukasinović, Jelena
AU  - Todorović, Tamara R.
AU  - Filipović, Nenad
AU  - Rodić, Marko V.
AU  - Lolić, Aleksandar
AU  - Portalone, Gustavo
AU  - Zlatović, Mario
AU  - Grubisić, Sonja
PY  - 2017
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4462
AB  - Cobalt(III) complexes derived from thio-and selenosemicarbazone ligands have been studied to elucidate the nature and consequences of S to Se substitution on their possible biological activity. Solid state structures of cobalt(III) complexes with bis-tridentate coordinated 2-quinolinecarboxaldehyde thio-and selenosemicarbazone were determined by single crystal X-ray diffraction analysis. The complexes were also characterized by spectroscopic methods and cyclic voltammetry. Electronic properties of the complexes were studied using DFT and TD-DFT methods. Finally, evident in vitro antioxidant activity of the complexes was demonstrated.
PB  - Srpsko hemijsko društvo, Beograd
T2  - JOURNAL OF THE SERBIAN CHEMICAL SOCIETY
T1  - Synthesis, structures and electronic properties of Co(III) complexes with 2-quinolinecarboxaldehyde thio- and selenosemicarbazone: A combined experimental and theoretical study
EP  - 839
IS  - 7-8
SP  - 825
VL  - 82
DO  - 10.2298/JSC170412062D
ER  - 
@article{
author = "Djordjević, Ivana S. and Vukasinović, Jelena and Todorović, Tamara R. and Filipović, Nenad and Rodić, Marko V. and Lolić, Aleksandar and Portalone, Gustavo and Zlatović, Mario and Grubisić, Sonja",
year = "2017",
abstract = "Cobalt(III) complexes derived from thio-and selenosemicarbazone ligands have been studied to elucidate the nature and consequences of S to Se substitution on their possible biological activity. Solid state structures of cobalt(III) complexes with bis-tridentate coordinated 2-quinolinecarboxaldehyde thio-and selenosemicarbazone were determined by single crystal X-ray diffraction analysis. The complexes were also characterized by spectroscopic methods and cyclic voltammetry. Electronic properties of the complexes were studied using DFT and TD-DFT methods. Finally, evident in vitro antioxidant activity of the complexes was demonstrated.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "JOURNAL OF THE SERBIAN CHEMICAL SOCIETY",
title = "Synthesis, structures and electronic properties of Co(III) complexes with 2-quinolinecarboxaldehyde thio- and selenosemicarbazone: A combined experimental and theoretical study",
pages = "839-825",
number = "7-8",
volume = "82",
doi = "10.2298/JSC170412062D"
}
Djordjević, I. S., Vukasinović, J., Todorović, T. R., Filipović, N., Rodić, M. V., Lolić, A., Portalone, G., Zlatović, M.,& Grubisić, S.. (2017). Synthesis, structures and electronic properties of Co(III) complexes with 2-quinolinecarboxaldehyde thio- and selenosemicarbazone: A combined experimental and theoretical study. in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY
Srpsko hemijsko društvo, Beograd., 82(7-8), 825-839.
https://doi.org/10.2298/JSC170412062D
Djordjević IS, Vukasinović J, Todorović TR, Filipović N, Rodić MV, Lolić A, Portalone G, Zlatović M, Grubisić S. Synthesis, structures and electronic properties of Co(III) complexes with 2-quinolinecarboxaldehyde thio- and selenosemicarbazone: A combined experimental and theoretical study. in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY. 2017;82(7-8):825-839.
doi:10.2298/JSC170412062D .
Djordjević, Ivana S., Vukasinović, Jelena, Todorović, Tamara R., Filipović, Nenad, Rodić, Marko V., Lolić, Aleksandar, Portalone, Gustavo, Zlatović, Mario, Grubisić, Sonja, "Synthesis, structures and electronic properties of Co(III) complexes with 2-quinolinecarboxaldehyde thio- and selenosemicarbazone: A combined experimental and theoretical study" in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 82, no. 7-8 (2017):825-839,
https://doi.org/10.2298/JSC170412062D . .
8
4
6

alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives

Popović-Djordjević, Jelena; Jevtić, Ivana I.; Grozdanić, Nada; Segan, Sandra; Zlatović, Mario; Ivanović, Milovan D.; Stanojković, Tatjana P.

(Taylor & Francis Ltd, Abingdon, 2017)

TY  - JOUR
AU  - Popović-Djordjević, Jelena
AU  - Jevtić, Ivana I.
AU  - Grozdanić, Nada
AU  - Segan, Sandra
AU  - Zlatović, Mario
AU  - Ivanović, Milovan D.
AU  - Stanojković, Tatjana P.
PY  - 2017
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4378
AB  - The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward alpha-glucosidase (alpha-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against alpha-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl) carbamate (12) with IC50 = 49.85 +/- 0.10 mu M. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay. The best antitumour activity was achieved with compound 2 (trans-5-phenethyl-1-phenylhexahydro-1H-imidazo[4,5-c] pyridin-2(3H)-one) against MDA-MB-453 human breast cancer cell line (IC50 = 83.41 +/- 1.60 mu M). Cyclic ureas and carbamates showed promising anti-alpha-glucosidase activity and should be further tested as potential antidiabetic drugs. The PLS model of preliminary QSAR study indicated that, in planing the future synthesis of more potent compounds, the newly designed should have the substituents capable of polar interactions with receptor sites in various positions, while avoiding the increase of their lipophilicity.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Enzyme Inhibition and Medicinal Chemistry
T1  - alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives
EP  - 303
IS  - 1
SP  - 298
VL  - 32
DO  - 10.1080/14756366.2016.1250754
ER  - 
@article{
author = "Popović-Djordjević, Jelena and Jevtić, Ivana I. and Grozdanić, Nada and Segan, Sandra and Zlatović, Mario and Ivanović, Milovan D. and Stanojković, Tatjana P.",
year = "2017",
abstract = "The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward alpha-glucosidase (alpha-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against alpha-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl) carbamate (12) with IC50 = 49.85 +/- 0.10 mu M. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay. The best antitumour activity was achieved with compound 2 (trans-5-phenethyl-1-phenylhexahydro-1H-imidazo[4,5-c] pyridin-2(3H)-one) against MDA-MB-453 human breast cancer cell line (IC50 = 83.41 +/- 1.60 mu M). Cyclic ureas and carbamates showed promising anti-alpha-glucosidase activity and should be further tested as potential antidiabetic drugs. The PLS model of preliminary QSAR study indicated that, in planing the future synthesis of more potent compounds, the newly designed should have the substituents capable of polar interactions with receptor sites in various positions, while avoiding the increase of their lipophilicity.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",
title = "alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives",
pages = "303-298",
number = "1",
volume = "32",
doi = "10.1080/14756366.2016.1250754"
}
Popović-Djordjević, J., Jevtić, I. I., Grozdanić, N., Segan, S., Zlatović, M., Ivanović, M. D.,& Stanojković, T. P.. (2017). alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry
Taylor & Francis Ltd, Abingdon., 32(1), 298-303.
https://doi.org/10.1080/14756366.2016.1250754
Popović-Djordjević J, Jevtić II, Grozdanić N, Segan S, Zlatović M, Ivanović MD, Stanojković TP. alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2017;32(1):298-303.
doi:10.1080/14756366.2016.1250754 .
Popović-Djordjević, Jelena, Jevtić, Ivana I., Grozdanić, Nada, Segan, Sandra, Zlatović, Mario, Ivanović, Milovan D., Stanojković, Tatjana P., "alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives" in Journal of Enzyme Inhibition and Medicinal Chemistry, 32, no. 1 (2017):298-303,
https://doi.org/10.1080/14756366.2016.1250754 . .
15
11
17

Pro-apoptotic and pro-differentiation induction by 8-quinolinecarboxaldehyde selenosemicarbazone and its Co(III) complex in human cancer cell lines

Filipović, Nenad; Bjelogrlić, Snežana; Portalone, Gustavo; Pelliccia, Sveva; Silvestri, Romano; Klisurić, Olivera; Sencanski, Milan; Stanković, Dalibor; Todorović, Tamara R.; Muller, Christian D.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Bjelogrlić, Snežana
AU  - Portalone, Gustavo
AU  - Pelliccia, Sveva
AU  - Silvestri, Romano
AU  - Klisurić, Olivera
AU  - Sencanski, Milan
AU  - Stanković, Dalibor
AU  - Todorović, Tamara R.
AU  - Muller, Christian D.
PY  - 2016
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4028
AB  - 8-Quinolinecarboxaldehyde selenosemicarbazone (H8qasesc) and its octahedral Co(III) complex were characterized by single crystal X-ray diffraction analysis, spectroscopy methods and cyclic voltammetry. The antineoplastic activity of the ligand and the complex has been assessed on an acute monocytic leukemia cell line (THP-1) and AsPC-1 cancer stem cell (CSC) line derived from a patient suffering from pancreatic adenocarcinoma, with cisplatin (CDDP) as a reference compound. Evaluation involved determination of pro-apoptotic activity, changes in cell cycle distribution, the role of caspase activation in the process of cell death, and the ability of the investigated compounds to challenge reprogramming of the CSC phenotype. Compared to CDDP, treatment with H8qasesc induced a higher apoptotic response in both investigated cell lines. Apoptosis triggered by H8qasesc was highly caspase-dependent but did not include activation of either caspase-8 or -9. According to cell cycle changes H8qasesc delayed the transition of cells during DNA replication but in a manner different from that of CDDP. The ligand did not show nuclease activity on pUC19 plasmid, while docking studies disclosed that it does not have intercalating properties. Treatment of THP-1 cells with the Co(III) complex resulted in a strong toxic response, whereas cell death in the treated AsPC-1 line was not achieved for 24 h. Additionally, the complex concentration-dependently digested plasmid DNA which might be the cause of its cytotoxic activity. Finally, H8qasesc successfully initiated reprogramming of the CSC phenotype in the AsPC-1 cell line.
PB  - Royal Soc Chemistry, Cambridge
T2  - Medchemcomm
T1  - Pro-apoptotic and pro-differentiation induction by 8-quinolinecarboxaldehyde selenosemicarbazone and its Co(III) complex in human cancer cell lines
EP  - 1616
IS  - 8
SP  - 1604
VL  - 7
DO  - 10.1039/c6md00199h
ER  - 
@article{
author = "Filipović, Nenad and Bjelogrlić, Snežana and Portalone, Gustavo and Pelliccia, Sveva and Silvestri, Romano and Klisurić, Olivera and Sencanski, Milan and Stanković, Dalibor and Todorović, Tamara R. and Muller, Christian D.",
year = "2016",
abstract = "8-Quinolinecarboxaldehyde selenosemicarbazone (H8qasesc) and its octahedral Co(III) complex were characterized by single crystal X-ray diffraction analysis, spectroscopy methods and cyclic voltammetry. The antineoplastic activity of the ligand and the complex has been assessed on an acute monocytic leukemia cell line (THP-1) and AsPC-1 cancer stem cell (CSC) line derived from a patient suffering from pancreatic adenocarcinoma, with cisplatin (CDDP) as a reference compound. Evaluation involved determination of pro-apoptotic activity, changes in cell cycle distribution, the role of caspase activation in the process of cell death, and the ability of the investigated compounds to challenge reprogramming of the CSC phenotype. Compared to CDDP, treatment with H8qasesc induced a higher apoptotic response in both investigated cell lines. Apoptosis triggered by H8qasesc was highly caspase-dependent but did not include activation of either caspase-8 or -9. According to cell cycle changes H8qasesc delayed the transition of cells during DNA replication but in a manner different from that of CDDP. The ligand did not show nuclease activity on pUC19 plasmid, while docking studies disclosed that it does not have intercalating properties. Treatment of THP-1 cells with the Co(III) complex resulted in a strong toxic response, whereas cell death in the treated AsPC-1 line was not achieved for 24 h. Additionally, the complex concentration-dependently digested plasmid DNA which might be the cause of its cytotoxic activity. Finally, H8qasesc successfully initiated reprogramming of the CSC phenotype in the AsPC-1 cell line.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Medchemcomm",
title = "Pro-apoptotic and pro-differentiation induction by 8-quinolinecarboxaldehyde selenosemicarbazone and its Co(III) complex in human cancer cell lines",
pages = "1616-1604",
number = "8",
volume = "7",
doi = "10.1039/c6md00199h"
}
Filipović, N., Bjelogrlić, S., Portalone, G., Pelliccia, S., Silvestri, R., Klisurić, O., Sencanski, M., Stanković, D., Todorović, T. R.,& Muller, C. D.. (2016). Pro-apoptotic and pro-differentiation induction by 8-quinolinecarboxaldehyde selenosemicarbazone and its Co(III) complex in human cancer cell lines. in Medchemcomm
Royal Soc Chemistry, Cambridge., 7(8), 1604-1616.
https://doi.org/10.1039/c6md00199h
Filipović N, Bjelogrlić S, Portalone G, Pelliccia S, Silvestri R, Klisurić O, Sencanski M, Stanković D, Todorović TR, Muller CD. Pro-apoptotic and pro-differentiation induction by 8-quinolinecarboxaldehyde selenosemicarbazone and its Co(III) complex in human cancer cell lines. in Medchemcomm. 2016;7(8):1604-1616.
doi:10.1039/c6md00199h .
Filipović, Nenad, Bjelogrlić, Snežana, Portalone, Gustavo, Pelliccia, Sveva, Silvestri, Romano, Klisurić, Olivera, Sencanski, Milan, Stanković, Dalibor, Todorović, Tamara R., Muller, Christian D., "Pro-apoptotic and pro-differentiation induction by 8-quinolinecarboxaldehyde selenosemicarbazone and its Co(III) complex in human cancer cell lines" in Medchemcomm, 7, no. 8 (2016):1604-1616,
https://doi.org/10.1039/c6md00199h . .
13
9
14

Ni(II) complex with bishydrazone ligand: synthesis, characterization, DNA binding studies and pro-apoptotic and pro-differentiation induction in human cancerous cell lines

Filipović, Nenad; Bjelogrlić, Snežana; Todorović, Tamara R.; Blagojević, Vladimir A.; Muller, Christian D.; Marinković, Aleksandar; Vujcić, Miroslava; Janović, Barbara; Malesević, Aleksandar; Begović, Nebojša; Sencanski, Milan; Minić, Dragica M.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Bjelogrlić, Snežana
AU  - Todorović, Tamara R.
AU  - Blagojević, Vladimir A.
AU  - Muller, Christian D.
AU  - Marinković, Aleksandar
AU  - Vujcić, Miroslava
AU  - Janović, Barbara
AU  - Malesević, Aleksandar
AU  - Begović, Nebojša
AU  - Sencanski, Milan
AU  - Minić, Dragica M.
PY  - 2016
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4060
AB  - A new Ni(II) complex, [Ni(L)(H2O)] (1), with diethyl 3,3'-(2,2'-(1,1'-(pyridine-2,6-diyl) bis(ethan-1-yl-1-ylidene)) bis(hydrazin-1-yl-2-ylidene)) bis(3-oxopropanoate) ligand (H2L) was synthesized as a potential chemotherapeutic agent. Polidentate ligand was coordinated to Ni(II) NNN-tridentately, in dianionic form, while monodentate water coordination completed square-planar geometry around metal. Structure in the solution was determined by NMR spectroscopy and the same coordination mode was observed in the solid state using IR spectroscopy and further verified by DFT calculations and electrochemical studies. Thermal stability of 1 was determined in both air and nitrogen atmosphere. Anticancer activity of 1 was investigated on acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma (AsPC-1) cell lines. On THP-1 cells 1 induced powerful apoptotic response (ED50 = 10 +/- 3 mu M), which was revealed to be only partially caspase-dependent, with activation of caspase-8 as the dominant course. This suggested that experimentally validated covalent binding of 1 to DNA is not the only mechanism responsible for programmed cell death. This was supported with experiments on AsPC-1 cells. Although treatment of those cells with 1 resulted in poor apoptotic response, cell cycle changes showed concentration-dependent shifts indicating a dual mechanism of activity. This study also reviews the results of preliminary biological screening, which demonstrates that 1 displays a unique pattern of anticancer activity with at least two mechanisms involved.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Ni(II) complex with bishydrazone ligand: synthesis, characterization, DNA binding studies and pro-apoptotic and pro-differentiation induction in human cancerous cell lines
EP  - 108740
IS  - 110
SP  - 108726
VL  - 6
DO  - 10.1039/c6ra24604d
ER  - 
@article{
author = "Filipović, Nenad and Bjelogrlić, Snežana and Todorović, Tamara R. and Blagojević, Vladimir A. and Muller, Christian D. and Marinković, Aleksandar and Vujcić, Miroslava and Janović, Barbara and Malesević, Aleksandar and Begović, Nebojša and Sencanski, Milan and Minić, Dragica M.",
year = "2016",
abstract = "A new Ni(II) complex, [Ni(L)(H2O)] (1), with diethyl 3,3'-(2,2'-(1,1'-(pyridine-2,6-diyl) bis(ethan-1-yl-1-ylidene)) bis(hydrazin-1-yl-2-ylidene)) bis(3-oxopropanoate) ligand (H2L) was synthesized as a potential chemotherapeutic agent. Polidentate ligand was coordinated to Ni(II) NNN-tridentately, in dianionic form, while monodentate water coordination completed square-planar geometry around metal. Structure in the solution was determined by NMR spectroscopy and the same coordination mode was observed in the solid state using IR spectroscopy and further verified by DFT calculations and electrochemical studies. Thermal stability of 1 was determined in both air and nitrogen atmosphere. Anticancer activity of 1 was investigated on acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma (AsPC-1) cell lines. On THP-1 cells 1 induced powerful apoptotic response (ED50 = 10 +/- 3 mu M), which was revealed to be only partially caspase-dependent, with activation of caspase-8 as the dominant course. This suggested that experimentally validated covalent binding of 1 to DNA is not the only mechanism responsible for programmed cell death. This was supported with experiments on AsPC-1 cells. Although treatment of those cells with 1 resulted in poor apoptotic response, cell cycle changes showed concentration-dependent shifts indicating a dual mechanism of activity. This study also reviews the results of preliminary biological screening, which demonstrates that 1 displays a unique pattern of anticancer activity with at least two mechanisms involved.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Ni(II) complex with bishydrazone ligand: synthesis, characterization, DNA binding studies and pro-apoptotic and pro-differentiation induction in human cancerous cell lines",
pages = "108740-108726",
number = "110",
volume = "6",
doi = "10.1039/c6ra24604d"
}
Filipović, N., Bjelogrlić, S., Todorović, T. R., Blagojević, V. A., Muller, C. D., Marinković, A., Vujcić, M., Janović, B., Malesević, A., Begović, N., Sencanski, M.,& Minić, D. M.. (2016). Ni(II) complex with bishydrazone ligand: synthesis, characterization, DNA binding studies and pro-apoptotic and pro-differentiation induction in human cancerous cell lines. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(110), 108726-108740.
https://doi.org/10.1039/c6ra24604d
Filipović N, Bjelogrlić S, Todorović TR, Blagojević VA, Muller CD, Marinković A, Vujcić M, Janović B, Malesević A, Begović N, Sencanski M, Minić DM. Ni(II) complex with bishydrazone ligand: synthesis, characterization, DNA binding studies and pro-apoptotic and pro-differentiation induction in human cancerous cell lines. in RSC Advances. 2016;6(110):108726-108740.
doi:10.1039/c6ra24604d .
Filipović, Nenad, Bjelogrlić, Snežana, Todorović, Tamara R., Blagojević, Vladimir A., Muller, Christian D., Marinković, Aleksandar, Vujcić, Miroslava, Janović, Barbara, Malesević, Aleksandar, Begović, Nebojša, Sencanski, Milan, Minić, Dragica M., "Ni(II) complex with bishydrazone ligand: synthesis, characterization, DNA binding studies and pro-apoptotic and pro-differentiation induction in human cancerous cell lines" in RSC Advances, 6, no. 110 (2016):108726-108740,
https://doi.org/10.1039/c6ra24604d . .
16
12
16

Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models

Božić, Aleksandra; Marinković, Aleksandar; Bjelogrlić, Snežana; Todorović, Tamara R.; Cvijetić, Ilija N.; Novaković, Irena; Muller, Christian D.; Filipović, Nenad

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Božić, Aleksandra
AU  - Marinković, Aleksandar
AU  - Bjelogrlić, Snežana
AU  - Todorović, Tamara R.
AU  - Cvijetić, Ilija N.
AU  - Novaković, Irena
AU  - Muller, Christian D.
AU  - Filipović, Nenad
PY  - 2016
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4065
AB  - A comparative study of antitumor activity of mono- and bis-quinoline based (thio) carbohydrazones was investigated by a series of tests on two human malignant cell lines: acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma cancer stem cells (AsPC-1). Thiocarbohydrazones (TCHs) revealed superior pro-apoptotic activity over carbohydrazones (CHs) on both tested cell phenotypes, also displaying multi-target profile activities. Programmed cell death triggered by TCHs was partially caspase-dependent, mainly caspase-8 related. Activity against cancer stem cells (CSCs) was evaluated on 2D monolayers and 3D spheroidal models, where two out of three tested bis-TCHs successfully stimulated apoptosis accompanied by a reduction in size of treated spheres. Additionally, all bis-TCHs induced significant decrease in percentage of CD44-expressing AsPC-1 cells that indicate on their ability to induce reprogramming of CSC phenotype. Current results highly support further assessment of bis-TCHs in order to specify their specific targets in cancer cells and particularly in the CSCs subpopulation.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models
EP  - 104781
IS  - 106
SP  - 104763
VL  - 6
DO  - 10.1039/c6ra23940d
ER  - 
@article{
author = "Božić, Aleksandra and Marinković, Aleksandar and Bjelogrlić, Snežana and Todorović, Tamara R. and Cvijetić, Ilija N. and Novaković, Irena and Muller, Christian D. and Filipović, Nenad",
year = "2016",
abstract = "A comparative study of antitumor activity of mono- and bis-quinoline based (thio) carbohydrazones was investigated by a series of tests on two human malignant cell lines: acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma cancer stem cells (AsPC-1). Thiocarbohydrazones (TCHs) revealed superior pro-apoptotic activity over carbohydrazones (CHs) on both tested cell phenotypes, also displaying multi-target profile activities. Programmed cell death triggered by TCHs was partially caspase-dependent, mainly caspase-8 related. Activity against cancer stem cells (CSCs) was evaluated on 2D monolayers and 3D spheroidal models, where two out of three tested bis-TCHs successfully stimulated apoptosis accompanied by a reduction in size of treated spheres. Additionally, all bis-TCHs induced significant decrease in percentage of CD44-expressing AsPC-1 cells that indicate on their ability to induce reprogramming of CSC phenotype. Current results highly support further assessment of bis-TCHs in order to specify their specific targets in cancer cells and particularly in the CSCs subpopulation.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models",
pages = "104781-104763",
number = "106",
volume = "6",
doi = "10.1039/c6ra23940d"
}
Božić, A., Marinković, A., Bjelogrlić, S., Todorović, T. R., Cvijetić, I. N., Novaković, I., Muller, C. D.,& Filipović, N.. (2016). Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(106), 104763-104781.
https://doi.org/10.1039/c6ra23940d
Božić A, Marinković A, Bjelogrlić S, Todorović TR, Cvijetić IN, Novaković I, Muller CD, Filipović N. Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models. in RSC Advances. 2016;6(106):104763-104781.
doi:10.1039/c6ra23940d .
Božić, Aleksandra, Marinković, Aleksandar, Bjelogrlić, Snežana, Todorović, Tamara R., Cvijetić, Ilija N., Novaković, Irena, Muller, Christian D., Filipović, Nenad, "Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models" in RSC Advances, 6, no. 106 (2016):104763-104781,
https://doi.org/10.1039/c6ra23940d . .
19
14
23

Co(III) complex with (E)-2-(2-(pyridine-2-ylmethylene)hydrazinyl)-4-(4-tolyl)-1,3-thiazole: structure and activity against 2-D and 3-D cancer cell models

Elshaflu, Hana; Bjelogrlić, Snežana; Muller, Christian D.; Todorović, Tamara R.; Rodić, Marko; Marinković, Aleksandar; Filipović, Nenad

(Taylor & Francis Ltd, Abingdon, 2016)

TY  - JOUR
AU  - Elshaflu, Hana
AU  - Bjelogrlić, Snežana
AU  - Muller, Christian D.
AU  - Todorović, Tamara R.
AU  - Rodić, Marko
AU  - Marinković, Aleksandar
AU  - Filipović, Nenad
PY  - 2016
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4100
AB  - Co(III) complex with a 2-hydrazonylthiazole ligand was synthesized and characterized by single-crystal X-ray diffraction. In the inner sphere of the complex, two monoionic ligands are coordinated tridentately forming octahedral geometry around Co(III). Activity of the complex was investigated on MCF-7 breast cancer cell line, with cisplatin (CDDP) as a reference compound. Results showed that after 24-h incubation, Co(III) complex revealed stronger cytotoxic activity compared to CDDP. Treatment of MCF-7 3-D cell model with the complex at 10M concentration achieved complete suppression of spheroid growth in almost the same extent as at 100M. In combination treatments on MCF-7 spheroids, the complex acted synergistically with CDDP, while additive interaction type was achieved when the complex was applied together with paclitaxel. [GRAPHICS] .
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Co(III) complex with (E)-2-(2-(pyridine-2-ylmethylene)hydrazinyl)-4-(4-tolyl)-1,3-thiazole: structure and activity against 2-D and 3-D cancer cell models
EP  - 3366
IS  - 22
SP  - 3354
VL  - 69
DO  - 10.1080/00958972.2016.1232404
ER  - 
@article{
author = "Elshaflu, Hana and Bjelogrlić, Snežana and Muller, Christian D. and Todorović, Tamara R. and Rodić, Marko and Marinković, Aleksandar and Filipović, Nenad",
year = "2016",
abstract = "Co(III) complex with a 2-hydrazonylthiazole ligand was synthesized and characterized by single-crystal X-ray diffraction. In the inner sphere of the complex, two monoionic ligands are coordinated tridentately forming octahedral geometry around Co(III). Activity of the complex was investigated on MCF-7 breast cancer cell line, with cisplatin (CDDP) as a reference compound. Results showed that after 24-h incubation, Co(III) complex revealed stronger cytotoxic activity compared to CDDP. Treatment of MCF-7 3-D cell model with the complex at 10M concentration achieved complete suppression of spheroid growth in almost the same extent as at 100M. In combination treatments on MCF-7 spheroids, the complex acted synergistically with CDDP, while additive interaction type was achieved when the complex was applied together with paclitaxel. [GRAPHICS] .",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Co(III) complex with (E)-2-(2-(pyridine-2-ylmethylene)hydrazinyl)-4-(4-tolyl)-1,3-thiazole: structure and activity against 2-D and 3-D cancer cell models",
pages = "3366-3354",
number = "22",
volume = "69",
doi = "10.1080/00958972.2016.1232404"
}
Elshaflu, H., Bjelogrlić, S., Muller, C. D., Todorović, T. R., Rodić, M., Marinković, A.,& Filipović, N.. (2016). Co(III) complex with (E)-2-(2-(pyridine-2-ylmethylene)hydrazinyl)-4-(4-tolyl)-1,3-thiazole: structure and activity against 2-D and 3-D cancer cell models. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 69(22), 3354-3366.
https://doi.org/10.1080/00958972.2016.1232404
Elshaflu H, Bjelogrlić S, Muller CD, Todorović TR, Rodić M, Marinković A, Filipović N. Co(III) complex with (E)-2-(2-(pyridine-2-ylmethylene)hydrazinyl)-4-(4-tolyl)-1,3-thiazole: structure and activity against 2-D and 3-D cancer cell models. in Journal of Coordination Chemistry. 2016;69(22):3354-3366.
doi:10.1080/00958972.2016.1232404 .
Elshaflu, Hana, Bjelogrlić, Snežana, Muller, Christian D., Todorović, Tamara R., Rodić, Marko, Marinković, Aleksandar, Filipović, Nenad, "Co(III) complex with (E)-2-(2-(pyridine-2-ylmethylene)hydrazinyl)-4-(4-tolyl)-1,3-thiazole: structure and activity against 2-D and 3-D cancer cell models" in Journal of Coordination Chemistry, 69, no. 22 (2016):3354-3366,
https://doi.org/10.1080/00958972.2016.1232404 . .
18
10
17

Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction

Filipović, Nenad; Bjelogrlić, Snežana; Marinković, Aleksandar; Verbić, Tatjana Z.; Cvijetić, Ilija N.; Sencanski, Milan; Rodić, Marko; Vujcić, Miroslava; Sladić, Dušan M.; Striković, Zlatko; Todorović, Tamara R.; Muller, Christian D.

(Royal Soc Chemistry, Cambridge, 2015)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Bjelogrlić, Snežana
AU  - Marinković, Aleksandar
AU  - Verbić, Tatjana Z.
AU  - Cvijetić, Ilija N.
AU  - Sencanski, Milan
AU  - Rodić, Marko
AU  - Vujcić, Miroslava
AU  - Sladić, Dušan M.
AU  - Striković, Zlatko
AU  - Todorović, Tamara R.
AU  - Muller, Christian D.
PY  - 2015
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3749
AB  - A new Zn(II)-based potential chemotherapeutic agent was synthesized from the ligand 2-quinolinecarboxaldehyde selenosemicarbazone (Hqasesc). Single crystal X-ray diffraction analysis showed that the Zn(II) complex consists of a cation [Zn(Hqasesc)(2)](2+), two perchlorate anions and one ethanol solvent molecule. The interaction of calf thymus (CT) DNA and human serum albumin (HSA) with the Zn(II) complex was explored using absorption and emission spectral methods, and also has been supported by molecular docking studies. The complex has more affinity to minor DNA groove than major, with no significant intercalation. The HSA interaction studies of the complex revealed the quenching of the intrinsic fluorescence of the HSA through a static quenching mechanism. The antitumor activity of the ligand and the complex against pancreatic adenocarcinoma cell line (AsPC-1) and acute monocytic leukemia (THP-1) cells was evaluated. Both compounds are strong concentration-dependent apoptosis inducers in THP-1 cells. While Hqasesc in AsPC-1 cells induces apoptosis only at the highest concentration, treatment with the Zn complex shows a concentration-dependent apoptotic response, where the treated cells are arrested in the G1-to-S phase accompanied with extensive activation of caspase-8 and -9. These results indicate that the ligand and Zn(II) complex display cell phenotype specific activity.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction
EP  - 95211
IS  - 115
SP  - 95191
VL  - 5
DO  - 10.1039/c5ra19849f
ER  - 
@article{
author = "Filipović, Nenad and Bjelogrlić, Snežana and Marinković, Aleksandar and Verbić, Tatjana Z. and Cvijetić, Ilija N. and Sencanski, Milan and Rodić, Marko and Vujcić, Miroslava and Sladić, Dušan M. and Striković, Zlatko and Todorović, Tamara R. and Muller, Christian D.",
year = "2015",
abstract = "A new Zn(II)-based potential chemotherapeutic agent was synthesized from the ligand 2-quinolinecarboxaldehyde selenosemicarbazone (Hqasesc). Single crystal X-ray diffraction analysis showed that the Zn(II) complex consists of a cation [Zn(Hqasesc)(2)](2+), two perchlorate anions and one ethanol solvent molecule. The interaction of calf thymus (CT) DNA and human serum albumin (HSA) with the Zn(II) complex was explored using absorption and emission spectral methods, and also has been supported by molecular docking studies. The complex has more affinity to minor DNA groove than major, with no significant intercalation. The HSA interaction studies of the complex revealed the quenching of the intrinsic fluorescence of the HSA through a static quenching mechanism. The antitumor activity of the ligand and the complex against pancreatic adenocarcinoma cell line (AsPC-1) and acute monocytic leukemia (THP-1) cells was evaluated. Both compounds are strong concentration-dependent apoptosis inducers in THP-1 cells. While Hqasesc in AsPC-1 cells induces apoptosis only at the highest concentration, treatment with the Zn complex shows a concentration-dependent apoptotic response, where the treated cells are arrested in the G1-to-S phase accompanied with extensive activation of caspase-8 and -9. These results indicate that the ligand and Zn(II) complex display cell phenotype specific activity.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction",
pages = "95211-95191",
number = "115",
volume = "5",
doi = "10.1039/c5ra19849f"
}
Filipović, N., Bjelogrlić, S., Marinković, A., Verbić, T. Z., Cvijetić, I. N., Sencanski, M., Rodić, M., Vujcić, M., Sladić, D. M., Striković, Z., Todorović, T. R.,& Muller, C. D.. (2015). Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(115), 95191-95211.
https://doi.org/10.1039/c5ra19849f
Filipović N, Bjelogrlić S, Marinković A, Verbić TZ, Cvijetić IN, Sencanski M, Rodić M, Vujcić M, Sladić DM, Striković Z, Todorović TR, Muller CD. Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction. in RSC Advances. 2015;5(115):95191-95211.
doi:10.1039/c5ra19849f .
Filipović, Nenad, Bjelogrlić, Snežana, Marinković, Aleksandar, Verbić, Tatjana Z., Cvijetić, Ilija N., Sencanski, Milan, Rodić, Marko, Vujcić, Miroslava, Sladić, Dušan M., Striković, Zlatko, Todorović, Tamara R., Muller, Christian D., "Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction" in RSC Advances, 5, no. 115 (2015):95191-95211,
https://doi.org/10.1039/c5ra19849f . .
32
27
33

Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands

Todorović, Tamara; Grubisić, Sonja; Pregelj, Matej; Jagodić, Marko; Misirlić-Dencić, Sonja; Dulović, Marija; Marković, Ivanka; Klisurić, Olivera; Malesević, Aleksandar; Mitić, Dragana; Andjelković, Katarina; Filipović, Nenad

(Wiley-V C H Verlag Gmbh, Weinheim, 2015)

TY  - JOUR
AU  - Todorović, Tamara
AU  - Grubisić, Sonja
AU  - Pregelj, Matej
AU  - Jagodić, Marko
AU  - Misirlić-Dencić, Sonja
AU  - Dulović, Marija
AU  - Marković, Ivanka
AU  - Klisurić, Olivera
AU  - Malesević, Aleksandar
AU  - Mitić, Dragana
AU  - Andjelković, Katarina
AU  - Filipović, Nenad
PY  - 2015
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3708
AB  - Copper(II) complexes with the condensation derivative of methyl hydrazinoacetate and 2-acetylpyridine were synthesized. The X-ray crystal structures for both complexes revealed that they are polymerized isomers. A common feature of both complexes is the bidentate coordination of the ligand by one hydrazone and one pyridine nitrogen atom. In the monomeric complex, the copper(II) center is tetracoordinate, whereas dimerization through chlorido bridges results in a pentacoordinate arrangement about the metal ions in the dimer. The electronic and magnetic properties of both complexes are discussed on the basis of their X-ray structures, electron paramagnetic resonance (EPR) spectroscopy studies, and superconducting quantum interference device (SQUID) magnetization measurements combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also provided, and a possible correlation has been established. The antitumor activities of the Cu-II complexes were investigated against six different cancer cell lines, and the results suggest that the antiglioma action of the dimeric species is based on oxidative-stress-mediated phosphatidylserine externalization and caspase activation, which indicate apoptosis.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands
EP  - 3931
IS  - 23
SP  - 3921
DO  - 10.1002/ejic.201500349
ER  - 
@article{
author = "Todorović, Tamara and Grubisić, Sonja and Pregelj, Matej and Jagodić, Marko and Misirlić-Dencić, Sonja and Dulović, Marija and Marković, Ivanka and Klisurić, Olivera and Malesević, Aleksandar and Mitić, Dragana and Andjelković, Katarina and Filipović, Nenad",
year = "2015",
abstract = "Copper(II) complexes with the condensation derivative of methyl hydrazinoacetate and 2-acetylpyridine were synthesized. The X-ray crystal structures for both complexes revealed that they are polymerized isomers. A common feature of both complexes is the bidentate coordination of the ligand by one hydrazone and one pyridine nitrogen atom. In the monomeric complex, the copper(II) center is tetracoordinate, whereas dimerization through chlorido bridges results in a pentacoordinate arrangement about the metal ions in the dimer. The electronic and magnetic properties of both complexes are discussed on the basis of their X-ray structures, electron paramagnetic resonance (EPR) spectroscopy studies, and superconducting quantum interference device (SQUID) magnetization measurements combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also provided, and a possible correlation has been established. The antitumor activities of the Cu-II complexes were investigated against six different cancer cell lines, and the results suggest that the antiglioma action of the dimeric species is based on oxidative-stress-mediated phosphatidylserine externalization and caspase activation, which indicate apoptosis.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands",
pages = "3931-3921",
number = "23",
doi = "10.1002/ejic.201500349"
}
Todorović, T., Grubisić, S., Pregelj, M., Jagodić, M., Misirlić-Dencić, S., Dulović, M., Marković, I., Klisurić, O., Malesević, A., Mitić, D., Andjelković, K.,& Filipović, N.. (2015). Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(23), 3921-3931.
https://doi.org/10.1002/ejic.201500349
Todorović T, Grubisić S, Pregelj M, Jagodić M, Misirlić-Dencić S, Dulović M, Marković I, Klisurić O, Malesević A, Mitić D, Andjelković K, Filipović N. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. in European Journal of Inorganic Chemistry. 2015;(23):3921-3931.
doi:10.1002/ejic.201500349 .
Todorović, Tamara, Grubisić, Sonja, Pregelj, Matej, Jagodić, Marko, Misirlić-Dencić, Sonja, Dulović, Marija, Marković, Ivanka, Klisurić, Olivera, Malesević, Aleksandar, Mitić, Dragana, Andjelković, Katarina, Filipović, Nenad, "Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands" in European Journal of Inorganic Chemistry, no. 23 (2015):3921-3931,
https://doi.org/10.1002/ejic.201500349 . .
1
12
7
11

Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes

Filipović, Nenad; Polović, Natalija; Rasković, Brankica; Misirlić-Dencić, Sonja; Dulović, Marija; Pantić, Milena; Nikšić, Miomir; Mitić, Dragana; Andjelković, Katarina; Todorović, Tamara

(Springer Wien, Wien, 2014)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Polović, Natalija
AU  - Rasković, Brankica
AU  - Misirlić-Dencić, Sonja
AU  - Dulović, Marija
AU  - Pantić, Milena
AU  - Nikšić, Miomir
AU  - Mitić, Dragana
AU  - Andjelković, Katarina
AU  - Todorović, Tamara
PY  - 2014
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3412
AB  - New square-planar Pd(II) and Pt(II) complexes with 8-quinolinecarboxaldehyde selenosemicarbazone have been synthesized and characterized by use of elemental analysis, molar conductivity measurements, and IR and NMR spectroscopy. The cytotoxic activity of the ligand, new Pt(II) and Pd(II) compounds, and previously synthesized Pd(II), Pt(II), Cd(II), and Ni(II) complexes with the analogous ligand, 2-quinolinecarboxaldehyde selenosemicarbazone, was tested against two human cancer cell lines: lung carcinoma (H460) and glioma (U251). The potential of these compounds to induce perturbations of the H460 cell cycle was also evaluated. These substances had an excellent radical-scavenging effect against ABTS radical cations. The best antimicrobial activity, among two yeasts and eight bacterial strains tested, was against Bacillus cereus.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes
EP  - 1099
IS  - 7
SP  - 1089
VL  - 145
DO  - 10.1007/s00706-014-1197-6
ER  - 
@article{
author = "Filipović, Nenad and Polović, Natalija and Rasković, Brankica and Misirlić-Dencić, Sonja and Dulović, Marija and Pantić, Milena and Nikšić, Miomir and Mitić, Dragana and Andjelković, Katarina and Todorović, Tamara",
year = "2014",
abstract = "New square-planar Pd(II) and Pt(II) complexes with 8-quinolinecarboxaldehyde selenosemicarbazone have been synthesized and characterized by use of elemental analysis, molar conductivity measurements, and IR and NMR spectroscopy. The cytotoxic activity of the ligand, new Pt(II) and Pd(II) compounds, and previously synthesized Pd(II), Pt(II), Cd(II), and Ni(II) complexes with the analogous ligand, 2-quinolinecarboxaldehyde selenosemicarbazone, was tested against two human cancer cell lines: lung carcinoma (H460) and glioma (U251). The potential of these compounds to induce perturbations of the H460 cell cycle was also evaluated. These substances had an excellent radical-scavenging effect against ABTS radical cations. The best antimicrobial activity, among two yeasts and eight bacterial strains tested, was against Bacillus cereus.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes",
pages = "1099-1089",
number = "7",
volume = "145",
doi = "10.1007/s00706-014-1197-6"
}
Filipović, N., Polović, N., Rasković, B., Misirlić-Dencić, S., Dulović, M., Pantić, M., Nikšić, M., Mitić, D., Andjelković, K.,& Todorović, T.. (2014). Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes. in Monatshefte Fur Chemie
Springer Wien, Wien., 145(7), 1089-1099.
https://doi.org/10.1007/s00706-014-1197-6
Filipović N, Polović N, Rasković B, Misirlić-Dencić S, Dulović M, Pantić M, Nikšić M, Mitić D, Andjelković K, Todorović T. Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes. in Monatshefte Fur Chemie. 2014;145(7):1089-1099.
doi:10.1007/s00706-014-1197-6 .
Filipović, Nenad, Polović, Natalija, Rasković, Brankica, Misirlić-Dencić, Sonja, Dulović, Marija, Pantić, Milena, Nikšić, Miomir, Mitić, Dragana, Andjelković, Katarina, Todorović, Tamara, "Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes" in Monatshefte Fur Chemie, 145, no. 7 (2014):1089-1099,
https://doi.org/10.1007/s00706-014-1197-6 . .
42
44
48

A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate

Filipović, Nenad; Marković, Ivanka; Mitić, Dragana; Polović, Natalija; Milcić, Milos; Dulović, Marija; Jovanović, Maja; Pantić, Milena; Nikšić, Miomir; Andjelković, Katarina; Todorović, Tamara

(Wiley, Hoboken, 2014)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Marković, Ivanka
AU  - Mitić, Dragana
AU  - Polović, Natalija
AU  - Milcić, Milos
AU  - Dulović, Marija
AU  - Jovanović, Maja
AU  - Pantić, Milena
AU  - Nikšić, Miomir
AU  - Andjelković, Katarina
AU  - Todorović, Tamara
PY  - 2014
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3500
AB  - In search for novel biologically active metal based compounds, an evaluation of in vitro cytotoxic, antioxidant, and antimicrobial activity of new Pt(II) complex and its Zn(II), Cu(II), and Co(III) analogues, with NNO tridentately coordinated N-heteroaromatic Schiff base ligand (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetate, was performed. Investigation of antioxidative properties showed that all of the compounds have strong radical scavenging potencies. The Zn(II) complex showed potent inhibition of DNA cleavage by hydroxyl radical. A cytotoxic action of investigated compounds was evaluated on cultures of human promyelocitic leukaemia (HL-60), human glioma (U251), rat glioma (C6), and mouse melanoma (B16) cell lines. It was shown that binuclear pentacoordinated Zn(II) complex possesses a strong dose-dependent cytotoxic activity, of the same order of magnitude as cisplatin on B16, C6, and U251 cells. Furthermore, Zn(II) complex causes oxidative stress-induced apoptotic death of HL-60 leukemic cells, associated with caspase activation, phosphatidylserine externalization, and DNA fragmentation.
PB  - Wiley, Hoboken
T2  - Journal of Biochemical and Molecular Toxicology
T1  - A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate
EP  - 110
IS  - 3
SP  - 99
VL  - 28
DO  - 10.1002/jbt.21541
ER  - 
@article{
author = "Filipović, Nenad and Marković, Ivanka and Mitić, Dragana and Polović, Natalija and Milcić, Milos and Dulović, Marija and Jovanović, Maja and Pantić, Milena and Nikšić, Miomir and Andjelković, Katarina and Todorović, Tamara",
year = "2014",
abstract = "In search for novel biologically active metal based compounds, an evaluation of in vitro cytotoxic, antioxidant, and antimicrobial activity of new Pt(II) complex and its Zn(II), Cu(II), and Co(III) analogues, with NNO tridentately coordinated N-heteroaromatic Schiff base ligand (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetate, was performed. Investigation of antioxidative properties showed that all of the compounds have strong radical scavenging potencies. The Zn(II) complex showed potent inhibition of DNA cleavage by hydroxyl radical. A cytotoxic action of investigated compounds was evaluated on cultures of human promyelocitic leukaemia (HL-60), human glioma (U251), rat glioma (C6), and mouse melanoma (B16) cell lines. It was shown that binuclear pentacoordinated Zn(II) complex possesses a strong dose-dependent cytotoxic activity, of the same order of magnitude as cisplatin on B16, C6, and U251 cells. Furthermore, Zn(II) complex causes oxidative stress-induced apoptotic death of HL-60 leukemic cells, associated with caspase activation, phosphatidylserine externalization, and DNA fragmentation.",
publisher = "Wiley, Hoboken",
journal = "Journal of Biochemical and Molecular Toxicology",
title = "A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate",
pages = "110-99",
number = "3",
volume = "28",
doi = "10.1002/jbt.21541"
}
Filipović, N., Marković, I., Mitić, D., Polović, N., Milcić, M., Dulović, M., Jovanović, M., Pantić, M., Nikšić, M., Andjelković, K.,& Todorović, T.. (2014). A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate. in Journal of Biochemical and Molecular Toxicology
Wiley, Hoboken., 28(3), 99-110.
https://doi.org/10.1002/jbt.21541
Filipović N, Marković I, Mitić D, Polović N, Milcić M, Dulović M, Jovanović M, Pantić M, Nikšić M, Andjelković K, Todorović T. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate. in Journal of Biochemical and Molecular Toxicology. 2014;28(3):99-110.
doi:10.1002/jbt.21541 .
Filipović, Nenad, Marković, Ivanka, Mitić, Dragana, Polović, Natalija, Milcić, Milos, Dulović, Marija, Jovanović, Maja, Pantić, Milena, Nikšić, Miomir, Andjelković, Katarina, Todorović, Tamara, "A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate" in Journal of Biochemical and Molecular Toxicology, 28, no. 3 (2014):99-110,
https://doi.org/10.1002/jbt.21541 . .
1
12
9
11

Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity

Filipović, Nenad; Grubisić, Sonja; Jovanović, Maja; Dulović, Marija; Marković, Ivanka; Klisurić, Olivera; Marinković, Aleksandar; Mitić, Dragana; Andjelković, Katarina; Todorović, Tamara

(Wiley, Hoboken, 2014)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Grubisić, Sonja
AU  - Jovanović, Maja
AU  - Dulović, Marija
AU  - Marković, Ivanka
AU  - Klisurić, Olivera
AU  - Marinković, Aleksandar
AU  - Mitić, Dragana
AU  - Andjelković, Katarina
AU  - Todorović, Tamara
PY  - 2014
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3446
AB  - Novel Pd(II) complex with N-heteroaromatic Schiff base ligand, derived from 8-quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (haOEt), was synthesized and characterized by analytical and spectroscopy methods. The structure of novel complex, as well as structures of its quinoline and pyridine analogues, was optimized by density functional theory calculations, and theoretical data show good agreement with experimental results. A cytotoxic action of the complexes was evaluated on cultures of human promyelocytic leukemia (HL-60), human glioma (U251), rat glioma (C6), and mouse fibrosarcoma (L929) cell lines. Among investigated compounds, only complexes with quinoline-based ligands reduce the cell numbers in a dose-dependent manner in investigated cell lines. The observed cytotoxic effect of two isomeric quinoline-based complexes is predominantly mediated through the induction of apoptotic cell death in HL-60 cell line. The cytotoxicity of most efficient novel Pd(II) complex is comparable to the activity of cisplatin, in all cell lines investigated.
PB  - Wiley, Hoboken
T2  - Chemical Biology & Drug Design
T1  - Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity
EP  - 341
IS  - 3
SP  - 333
VL  - 84
DO  - 10.1111/cbdd.12322
ER  - 
@article{
author = "Filipović, Nenad and Grubisić, Sonja and Jovanović, Maja and Dulović, Marija and Marković, Ivanka and Klisurić, Olivera and Marinković, Aleksandar and Mitić, Dragana and Andjelković, Katarina and Todorović, Tamara",
year = "2014",
abstract = "Novel Pd(II) complex with N-heteroaromatic Schiff base ligand, derived from 8-quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (haOEt), was synthesized and characterized by analytical and spectroscopy methods. The structure of novel complex, as well as structures of its quinoline and pyridine analogues, was optimized by density functional theory calculations, and theoretical data show good agreement with experimental results. A cytotoxic action of the complexes was evaluated on cultures of human promyelocytic leukemia (HL-60), human glioma (U251), rat glioma (C6), and mouse fibrosarcoma (L929) cell lines. Among investigated compounds, only complexes with quinoline-based ligands reduce the cell numbers in a dose-dependent manner in investigated cell lines. The observed cytotoxic effect of two isomeric quinoline-based complexes is predominantly mediated through the induction of apoptotic cell death in HL-60 cell line. The cytotoxicity of most efficient novel Pd(II) complex is comparable to the activity of cisplatin, in all cell lines investigated.",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology & Drug Design",
title = "Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity",
pages = "341-333",
number = "3",
volume = "84",
doi = "10.1111/cbdd.12322"
}
Filipović, N., Grubisić, S., Jovanović, M., Dulović, M., Marković, I., Klisurić, O., Marinković, A., Mitić, D., Andjelković, K.,& Todorović, T.. (2014). Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity. in Chemical Biology & Drug Design
Wiley, Hoboken., 84(3), 333-341.
https://doi.org/10.1111/cbdd.12322
Filipović N, Grubisić S, Jovanović M, Dulović M, Marković I, Klisurić O, Marinković A, Mitić D, Andjelković K, Todorović T. Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity. in Chemical Biology & Drug Design. 2014;84(3):333-341.
doi:10.1111/cbdd.12322 .
Filipović, Nenad, Grubisić, Sonja, Jovanović, Maja, Dulović, Marija, Marković, Ivanka, Klisurić, Olivera, Marinković, Aleksandar, Mitić, Dragana, Andjelković, Katarina, Todorović, Tamara, "Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity" in Chemical Biology & Drug Design, 84, no. 3 (2014):333-341,
https://doi.org/10.1111/cbdd.12322 . .
1
13
14
15

Thermally induced structural transformations of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands

Begović, Nebojša; Blagojević, Vladimir A.; Ostojić, Sanja; Micić, Darko; Filipović, Nenad; Andjelković, Katarina; Minić, Dragica M.

(Elsevier, Amsterdam, 2014)

TY  - JOUR
AU  - Begović, Nebojša
AU  - Blagojević, Vladimir A.
AU  - Ostojić, Sanja
AU  - Micić, Darko
AU  - Filipović, Nenad
AU  - Andjelković, Katarina
AU  - Minić, Dragica M.
PY  - 2014
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3447
AB  - Thermal stability of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands was investigated using a combination of experimental measurements and DFT calculations. All complexes exhibit a reversible second-order transition around 333 K, which can be attributed to structural reorganization of the ligand molecules. Thermal degradation begins in 570-610 K temperature region, with an endothermic peak, followed by exothermic peaks in DSC. TG measurements show a well-defined mass loss corresponding to the initial degradation, while subsequent processes are poorly separated. DFT calculations suggest that the initial degradation step occurs with release of Cl, which then reacts with remaining part of the complex molecule in an exothermic process. This leads to decomposition of the ligand molecule into four fragments corresponding to ethyl chloride, carbon dioxide, methyl amine, and the fragment with the aromatic group. Mass spectrum suggests that creation of these fragments most likely corresponds to the initial degradation, after which some of these coordinate to Pd center, whose coordination sphere is left incomplete by release of Cl. TG measurement to 1123 K indicates that the final degradation product at this temperature is palladium.
PB  - Elsevier, Amsterdam
T2  - Thermochimica Acta
T1  - Thermally induced structural transformations of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands
EP  - 30
SP  - 23
VL  - 592
DO  - 10.1016/j.tca.2014.08.005
ER  - 
@article{
author = "Begović, Nebojša and Blagojević, Vladimir A. and Ostojić, Sanja and Micić, Darko and Filipović, Nenad and Andjelković, Katarina and Minić, Dragica M.",
year = "2014",
abstract = "Thermal stability of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands was investigated using a combination of experimental measurements and DFT calculations. All complexes exhibit a reversible second-order transition around 333 K, which can be attributed to structural reorganization of the ligand molecules. Thermal degradation begins in 570-610 K temperature region, with an endothermic peak, followed by exothermic peaks in DSC. TG measurements show a well-defined mass loss corresponding to the initial degradation, while subsequent processes are poorly separated. DFT calculations suggest that the initial degradation step occurs with release of Cl, which then reacts with remaining part of the complex molecule in an exothermic process. This leads to decomposition of the ligand molecule into four fragments corresponding to ethyl chloride, carbon dioxide, methyl amine, and the fragment with the aromatic group. Mass spectrum suggests that creation of these fragments most likely corresponds to the initial degradation, after which some of these coordinate to Pd center, whose coordination sphere is left incomplete by release of Cl. TG measurement to 1123 K indicates that the final degradation product at this temperature is palladium.",
publisher = "Elsevier, Amsterdam",
journal = "Thermochimica Acta",
title = "Thermally induced structural transformations of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands",
pages = "30-23",
volume = "592",
doi = "10.1016/j.tca.2014.08.005"
}
Begović, N., Blagojević, V. A., Ostojić, S., Micić, D., Filipović, N., Andjelković, K.,& Minić, D. M.. (2014). Thermally induced structural transformations of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands. in Thermochimica Acta
Elsevier, Amsterdam., 592, 23-30.
https://doi.org/10.1016/j.tca.2014.08.005
Begović N, Blagojević VA, Ostojić S, Micić D, Filipović N, Andjelković K, Minić DM. Thermally induced structural transformations of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands. in Thermochimica Acta. 2014;592:23-30.
doi:10.1016/j.tca.2014.08.005 .
Begović, Nebojša, Blagojević, Vladimir A., Ostojić, Sanja, Micić, Darko, Filipović, Nenad, Andjelković, Katarina, Minić, Dragica M., "Thermally induced structural transformations of a series of palladium(II) complexes with N-heteroaromatic bidentate hydrazone ligands" in Thermochimica Acta, 592 (2014):23-30,
https://doi.org/10.1016/j.tca.2014.08.005 . .
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Synthesis, characterization, and thermal behavior of Cu(II) and Zn(II) complexes with (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetic acid (aphaOH). Crystal structure of [Zn-2(aphaO)(2)Cl-2]

Filipović, Nenad; Borna, Marija; Klisurić, Olivera; Pregelj, Matej; Jagodić, Marko; Andjelković, Katarina; Todorović, Tamara

(Taylor & Francis Ltd, Abingdon, 2013)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Borna, Marija
AU  - Klisurić, Olivera
AU  - Pregelj, Matej
AU  - Jagodić, Marko
AU  - Andjelković, Katarina
AU  - Todorović, Tamara
PY  - 2013
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3288
AB  - Copper(II) and zinc(II) complexes with the condensation derivative of 2-acetylpyridine and hydrolyzed ethyl hydrazinoacetate were synthesized in a one pot reaction. Crystal structure of the zinc(II) complex was determined by single-crystal X-ray diffraction. In this binuclear complex, the ligand is coordinated via pyridine and imine nitrogen, while carboxylate oxygen is a bridge between metal centers. The fifth coordination site is occupied by a chloride, giving a distorted square pyramidal geometry around each zinc(II). The molecular structure of the copper(II) complex was determined from elemental analysis, infrared and electron paramagnetic resonance spectroscopy, molar conductivity, mass spectrometry, and measurements of the magnetic moment. Thermal behavior of both complexes was studied by thermogravimetric analysis coupled with mass spectrometer.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Synthesis, characterization, and thermal behavior of Cu(II) and Zn(II) complexes with (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetic acid (aphaOH). Crystal structure of [Zn-2(aphaO)(2)Cl-2]
EP  - 1560
IS  - 9
SP  - 1549
VL  - 66
DO  - 10.1080/00958972.2013.786052
ER  - 
@article{
author = "Filipović, Nenad and Borna, Marija and Klisurić, Olivera and Pregelj, Matej and Jagodić, Marko and Andjelković, Katarina and Todorović, Tamara",
year = "2013",
abstract = "Copper(II) and zinc(II) complexes with the condensation derivative of 2-acetylpyridine and hydrolyzed ethyl hydrazinoacetate were synthesized in a one pot reaction. Crystal structure of the zinc(II) complex was determined by single-crystal X-ray diffraction. In this binuclear complex, the ligand is coordinated via pyridine and imine nitrogen, while carboxylate oxygen is a bridge between metal centers. The fifth coordination site is occupied by a chloride, giving a distorted square pyramidal geometry around each zinc(II). The molecular structure of the copper(II) complex was determined from elemental analysis, infrared and electron paramagnetic resonance spectroscopy, molar conductivity, mass spectrometry, and measurements of the magnetic moment. Thermal behavior of both complexes was studied by thermogravimetric analysis coupled with mass spectrometer.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, characterization, and thermal behavior of Cu(II) and Zn(II) complexes with (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetic acid (aphaOH). Crystal structure of [Zn-2(aphaO)(2)Cl-2]",
pages = "1560-1549",
number = "9",
volume = "66",
doi = "10.1080/00958972.2013.786052"
}
Filipović, N., Borna, M., Klisurić, O., Pregelj, M., Jagodić, M., Andjelković, K.,& Todorović, T.. (2013). Synthesis, characterization, and thermal behavior of Cu(II) and Zn(II) complexes with (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetic acid (aphaOH). Crystal structure of [Zn-2(aphaO)(2)Cl-2]. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 66(9), 1549-1560.
https://doi.org/10.1080/00958972.2013.786052
Filipović N, Borna M, Klisurić O, Pregelj M, Jagodić M, Andjelković K, Todorović T. Synthesis, characterization, and thermal behavior of Cu(II) and Zn(II) complexes with (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetic acid (aphaOH). Crystal structure of [Zn-2(aphaO)(2)Cl-2]. in Journal of Coordination Chemistry. 2013;66(9):1549-1560.
doi:10.1080/00958972.2013.786052 .
Filipović, Nenad, Borna, Marija, Klisurić, Olivera, Pregelj, Matej, Jagodić, Marko, Andjelković, Katarina, Todorović, Tamara, "Synthesis, characterization, and thermal behavior of Cu(II) and Zn(II) complexes with (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetic acid (aphaOH). Crystal structure of [Zn-2(aphaO)(2)Cl-2]" in Journal of Coordination Chemistry, 66, no. 9 (2013):1549-1560,
https://doi.org/10.1080/00958972.2013.786052 . .
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4

Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups

Filipović, Nenad; Todorović, Tamara; Radanović, Dušanka; Divjaković, Vladimir; Marković, Rade; Pajić, Ivana A.; Andjelković, Katarina

(Pergamon-Elsevier Science Ltd, Oxford, 2012)

TY  - JOUR
AU  - Filipović, Nenad
AU  - Todorović, Tamara
AU  - Radanović, Dušanka
AU  - Divjaković, Vladimir
AU  - Marković, Rade
AU  - Pajić, Ivana A.
AU  - Andjelković, Katarina
PY  - 2012
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3003
AB  - Two novel cadmium(II) complexes with condensation derivatives of 2-acetylpyridine or 2,6-diacetylpyridine with ethyl hydrazinoacetate hydrochloride were synthesized. X-ray crystal structures of the complexes revealed a bidentate coordination of the 2-acetylpyridine derivative, while the symmetric 2,6-diacetylpyridine derivative was coordinated tridentately. It was found that the oxygen atoms were not coordinated to the cadmium ions, despite the fact that they are the position to form six membered chelate rings. NMR spectroscopy investigations showed that the coordination properties of the ligands do not change in solution. Both complexes possess cytotoxic potential, as determined by the toxicity test to Artemia
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups
EP  - 28
IS  - 1
SP  - 19
VL  - 31
DO  - 10.1016/j.poly.2011.07.023
ER  - 
@article{
author = "Filipović, Nenad and Todorović, Tamara and Radanović, Dušanka and Divjaković, Vladimir and Marković, Rade and Pajić, Ivana A. and Andjelković, Katarina",
year = "2012",
abstract = "Two novel cadmium(II) complexes with condensation derivatives of 2-acetylpyridine or 2,6-diacetylpyridine with ethyl hydrazinoacetate hydrochloride were synthesized. X-ray crystal structures of the complexes revealed a bidentate coordination of the 2-acetylpyridine derivative, while the symmetric 2,6-diacetylpyridine derivative was coordinated tridentately. It was found that the oxygen atoms were not coordinated to the cadmium ions, despite the fact that they are the position to form six membered chelate rings. NMR spectroscopy investigations showed that the coordination properties of the ligands do not change in solution. Both complexes possess cytotoxic potential, as determined by the toxicity test to Artemia",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups",
pages = "28-19",
number = "1",
volume = "31",
doi = "10.1016/j.poly.2011.07.023"
}
Filipović, N., Todorović, T., Radanović, D., Divjaković, V., Marković, R., Pajić, I. A.,& Andjelković, K.. (2012). Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 31(1), 19-28.
https://doi.org/10.1016/j.poly.2011.07.023
Filipović N, Todorović T, Radanović D, Divjaković V, Marković R, Pajić IA, Andjelković K. Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups. in Polyhedron. 2012;31(1):19-28.
doi:10.1016/j.poly.2011.07.023 .
Filipović, Nenad, Todorović, Tamara, Radanović, Dušanka, Divjaković, Vladimir, Marković, Rade, Pajić, Ivana A., Andjelković, Katarina, "Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups" in Polyhedron, 31, no. 1 (2012):19-28,
https://doi.org/10.1016/j.poly.2011.07.023 . .
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