TY  - JOUR
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana B.
AU  - Nikolić, Milan
AU  - Bojić-Trbojević, Žanka
AU  - Pirković, Andrea
AU  - Dekanski, Dragana
AU  - Mitić, Dragana
AU  - Blagojević, Vladimir
AU  - Filipović, Nenad R.
AU  - Todorović, Tamara R.
PY  - 2023
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/6304
AB  - The Zn(II) complexes [Zn(HLSe2)2](NO3)2∙CH3OH (2-NO3-Se) and [Zn(HLSe3)2](NO3)2·DMF (3-NO3-Se) with selenazolyl-hydrazone ligands 4-(4-methoxyphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe2) and 4-(4-methylphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe3) have been synthesized and characterized using singe crystal X-ray diffraction analysis. Antiproliferative activities of 2-NO3-Se and 3-NO3-Se, the corresponding ligands and sulphur isosteres of the complexes and the ligands were determined on non-malignant HTR-8/SVneo extravillous trophoblast cell line and malignant JEG-3 and JAr choriocarcinoma cell lines. All Zn complexes exhibited cytotoxic effect, comparable to that of a reference metal-based drug, cisplatin. The antioxidant activity of all compounds was determined in three antioxidant assays: ORAC (Oxygen Radical Absorbance Capacity), ABTS [(2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt] and CERAC [Ce(IV)-based reducing capacity]. As a result of synergy between Zn(II) and selenazolyl-hydrazone ligands, the complexes 2-NO3-Se and 3-NO3-Se appeared to be more active than Trolox, which is not the case for their sulfur counterparts. In-silico calculations of ADME properties pointed that the compounds possess some of desirable Lipinski rule principles. Applied algorithms did not report the compounds as potential PAINS or covalent inhibitors, although due to high molecular weight none of the compounds represent a potential lead compound. Toxicity prediction of the compounds is performed using machine learning models. The complexation of the ligands most likely reduces their toxicity or reduces their negative metabolic effects. © 2023 Elsevier B.V.
T2  - Journal of Molecular Structure
T2  - Journal of Molecular Structure
T1  - Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study
VL  - 1281
DO  - 10.1016/j.molstruc.2023.135193
ER  - 

@article{
author = "Višnjevac, Aleksandar and Araškov, Jovana B. and Nikolić, Milan and Bojić-Trbojević, Žanka and Pirković, Andrea and Dekanski, Dragana and Mitić, Dragana and Blagojević, Vladimir and Filipović, Nenad R. and Todorović, Tamara R.",
year = "2023",
abstract = "The Zn(II) complexes [Zn(HLSe2)2](NO3)2∙CH3OH (2-NO3-Se) and [Zn(HLSe3)2](NO3)2·DMF (3-NO3-Se) with selenazolyl-hydrazone ligands 4-(4-methoxyphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe2) and 4-(4-methylphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe3) have been synthesized and characterized using singe crystal X-ray diffraction analysis. Antiproliferative activities of 2-NO3-Se and 3-NO3-Se, the corresponding ligands and sulphur isosteres of the complexes and the ligands were determined on non-malignant HTR-8/SVneo extravillous trophoblast cell line and malignant JEG-3 and JAr choriocarcinoma cell lines. All Zn complexes exhibited cytotoxic effect, comparable to that of a reference metal-based drug, cisplatin. The antioxidant activity of all compounds was determined in three antioxidant assays: ORAC (Oxygen Radical Absorbance Capacity), ABTS [(2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt] and CERAC [Ce(IV)-based reducing capacity]. As a result of synergy between Zn(II) and selenazolyl-hydrazone ligands, the complexes 2-NO3-Se and 3-NO3-Se appeared to be more active than Trolox, which is not the case for their sulfur counterparts. In-silico calculations of ADME properties pointed that the compounds possess some of desirable Lipinski rule principles. Applied algorithms did not report the compounds as potential PAINS or covalent inhibitors, although due to high molecular weight none of the compounds represent a potential lead compound. Toxicity prediction of the compounds is performed using machine learning models. The complexation of the ligands most likely reduces their toxicity or reduces their negative metabolic effects. © 2023 Elsevier B.V.",
journal = "Journal of Molecular Structure, Journal of Molecular Structure",
title = "Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study",
volume = "1281",
doi = "10.1016/j.molstruc.2023.135193"
}

Višnjevac, A., Araškov, J. B., Nikolić, M., Bojić-Trbojević, Ž., Pirković, A., Dekanski, D., Mitić, D., Blagojević, V., Filipović, N. R.,& Todorović, T. R.. (2023). Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study. in Journal of Molecular Structure, 1281.
https://doi.org/10.1016/j.molstruc.2023.135193

Višnjevac A, Araškov JB, Nikolić M, Bojić-Trbojević Ž, Pirković A, Dekanski D, Mitić D, Blagojević V, Filipović NR, Todorović TR. Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study. in Journal of Molecular Structure. 2023;1281.
doi:10.1016/j.molstruc.2023.135193 .

Višnjevac, Aleksandar, Araškov, Jovana B., Nikolić, Milan, Bojić-Trbojević, Žanka, Pirković, Andrea, Dekanski, Dragana, Mitić, Dragana, Blagojević, Vladimir, Filipović, Nenad R., Todorović, Tamara R., "Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study" in Journal of Molecular Structure, 1281 (2023),
https://doi.org/10.1016/j.molstruc.2023.135193 . .

TY  - JOUR
AU  - Dekanski, Dragana
AU  - Todorović, Tamara
AU  - Mitić, Dragana
AU  - Filipović, Nenad
AU  - Polović, Natalija
AU  - Andjelković, Katarina
PY  - 2013
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3135
AB  - Novel metal-based compounds with therapeutic potential have become the subject of intense investigations in inorganic chemistry and biomedical science. Recently, strong dose-dependent cytotoxic activities of selenosemicarbazone metal complexes against several human cancer cell lines were demonstrated. The aim of the present study was to investigate in vitro antioxidative potential of Ni(II), Cd(II) and Zn(II) selenosemicarbazone complexes. All three investigated complexes exhibited high 2,2'-azinobis(3-ethyl-benzothiazoline-6-sulphonic acid) radical cation (ABTS●+) scavenging capacity, comparable with ascorbic acid. In an acute toxicity study, administration of the compounds was performed orally to mice at single doses. The mice were observed for clinical signs, body weight effects and mortality for 14 days, after which they were sacrificed for gross organ necropsy. The body weight did not vary after administration, and the autoptic analysis failed to show appreciable macroscopic alterations of internal organs. Generally, the compounds exhibited low toxic effects as required for further in vivo therapeutic studies.
AB  - Nova jedinjenja na bazi metala sa terapeutskim dejstvom postala su predmet istraživanja u neorganskoj hemiji i biomedicinskim naukama. Pokazana je jaka dozno-zavisna citotoksična aktivnost kompleksa selenosemikarbazona na većem broju ćelijskih linija humanih ćelija kancera. Cilj rada je ispitivanje in vitro antioksidativnog dejstva selenosemikarbazonskih kompleksa nikla, cinka i kadmijuma. Sva tri ispitivana kompleksa pokazala su jaku antioksidativnu aktivnost prema ABTS radikalu, uporedivu sa aktivnošću askorbinske kiseline. Tokom ispitivanja akutne toksičnosti, jedinjenja su oralno davana miševima u pojedinačnim dozama i praćeni su klinički znaci, težina tela i mortalitet nakon 14 dana, a potom su životinje žrtvovane radi autopsije organa. Težina tela nije varirala nakon aplikacije. Generalno, jedinjenja su pokazala mali toksični efekat što i zahteva buduće in vivo terapeutsko ispitivanje.
PB  - Srpsko hemijsko društvo, Beograd
T2  - JOURNAL OF THE SERBIAN CHEMICAL SOCIETY
T1  - High antioxidative potential and low toxic effects of selenosemicarbazone metal complexes
T1  - Visoki antioksidativni potencijal i mali toksični efekat selenosemikarbazonskih kompleksa
EP  - 1512
IS  - 10
SP  - 1503
VL  - 78
DO  - 10.2298/JSC130315035D
ER  - 

@article{
author = "Dekanski, Dragana and Todorović, Tamara and Mitić, Dragana and Filipović, Nenad and Polović, Natalija and Andjelković, Katarina",
year = "2013",
abstract = "Novel metal-based compounds with therapeutic potential have become the subject of intense investigations in inorganic chemistry and biomedical science. Recently, strong dose-dependent cytotoxic activities of selenosemicarbazone metal complexes against several human cancer cell lines were demonstrated. The aim of the present study was to investigate in vitro antioxidative potential of Ni(II), Cd(II) and Zn(II) selenosemicarbazone complexes. All three investigated complexes exhibited high 2,2'-azinobis(3-ethyl-benzothiazoline-6-sulphonic acid) radical cation (ABTS●+) scavenging capacity, comparable with ascorbic acid. In an acute toxicity study, administration of the compounds was performed orally to mice at single doses. The mice were observed for clinical signs, body weight effects and mortality for 14 days, after which they were sacrificed for gross organ necropsy. The body weight did not vary after administration, and the autoptic analysis failed to show appreciable macroscopic alterations of internal organs. Generally, the compounds exhibited low toxic effects as required for further in vivo therapeutic studies., Nova jedinjenja na bazi metala sa terapeutskim dejstvom postala su predmet istraživanja u neorganskoj hemiji i biomedicinskim naukama. Pokazana je jaka dozno-zavisna citotoksična aktivnost kompleksa selenosemikarbazona na većem broju ćelijskih linija humanih ćelija kancera. Cilj rada je ispitivanje in vitro antioksidativnog dejstva selenosemikarbazonskih kompleksa nikla, cinka i kadmijuma. Sva tri ispitivana kompleksa pokazala su jaku antioksidativnu aktivnost prema ABTS radikalu, uporedivu sa aktivnošću askorbinske kiseline. Tokom ispitivanja akutne toksičnosti, jedinjenja su oralno davana miševima u pojedinačnim dozama i praćeni su klinički znaci, težina tela i mortalitet nakon 14 dana, a potom su životinje žrtvovane radi autopsije organa. Težina tela nije varirala nakon aplikacije. Generalno, jedinjenja su pokazala mali toksični efekat što i zahteva buduće in vivo terapeutsko ispitivanje.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "JOURNAL OF THE SERBIAN CHEMICAL SOCIETY",
title = "High antioxidative potential and low toxic effects of selenosemicarbazone metal complexes, Visoki antioksidativni potencijal i mali toksični efekat selenosemikarbazonskih kompleksa",
pages = "1512-1503",
number = "10",
volume = "78",
doi = "10.2298/JSC130315035D"
}

Dekanski, D., Todorović, T., Mitić, D., Filipović, N., Polović, N.,& Andjelković, K.. (2013). High antioxidative potential and low toxic effects of selenosemicarbazone metal complexes. in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY
Srpsko hemijsko društvo, Beograd., 78(10), 1503-1512.
https://doi.org/10.2298/JSC130315035D

Dekanski D, Todorović T, Mitić D, Filipović N, Polović N, Andjelković K. High antioxidative potential and low toxic effects of selenosemicarbazone metal complexes. in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY. 2013;78(10):1503-1512.
doi:10.2298/JSC130315035D .

Dekanski, Dragana, Todorović, Tamara, Mitić, Dragana, Filipović, Nenad, Polović, Natalija, Andjelković, Katarina, "High antioxidative potential and low toxic effects of selenosemicarbazone metal complexes" in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 78, no. 10 (2013):1503-1512,
https://doi.org/10.2298/JSC130315035D . .