TY  - JOUR
AU  - Pantelić, Nebojša
AU  - Zmejkovski, Bojana B.
AU  - Kolundzija, Branka
AU  - Dordić-Crnogorac, Marija
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana
AU  - Trifunović, Srecko R.
AU  - Stanojković, Tatjana P.
AU  - Sabo, Tibor J.
AU  - Kaludjerović, Goran N.
PY  - 2017
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/4340
AB  - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands
EP  - 66
SP  - 55
VL  - 172
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 

@article{
author = "Pantelić, Nebojša and Zmejkovski, Bojana B. and Kolundzija, Branka and Dordić-Crnogorac, Marija and Vujić, Jelena M. and Dojčinović, Biljana and Trifunović, Srecko R. and Stanojković, Tatjana P. and Sabo, Tibor J. and Kaludjerović, Goran N.",
year = "2017",
abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands",
pages = "66-55",
volume = "172",
doi = "10.1016/j.jinorgbio.2017.04.001"
}

Pantelić, N., Zmejkovski, B. B., Kolundzija, B., Dordić-Crnogorac, M., Vujić, J. M., Dojčinović, B., Trifunović, S. R., Stanojković, T. P., Sabo, T. J.,& Kaludjerović, G. N.. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001

Pantelić N, Zmejkovski BB, Kolundzija B, Dordić-Crnogorac M, Vujić JM, Dojčinović B, Trifunović SR, Stanojković TP, Sabo TJ, Kaludjerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry. 2017;172:55-66.
doi:10.1016/j.jinorgbio.2017.04.001 .

Pantelić, Nebojša, Zmejkovski, Bojana B., Kolundzija, Branka, Dordić-Crnogorac, Marija, Vujić, Jelena M., Dojčinović, Biljana, Trifunović, Srecko R., Stanojković, Tatjana P., Sabo, Tibor J., Kaludjerović, Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands" in Journal of Inorganic Biochemistry, 172 (2017):55-66,
https://doi.org/10.1016/j.jinorgbio.2017.04.001 . .

TY  - JOUR
AU  - Pantelić, Nebojša
AU  - Zmejkovski, Bojana B.
AU  - Stanojković, Tatjana P.
AU  - Jevtić, Verica V.
AU  - Radić, Gordana P.
AU  - Trifunović, Srecko R.
AU  - Kaludjerović, Goran N.
AU  - Sabo, Tibor J.
PY  - 2014
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/3417
AB  - A novel (S,S)-R(2)eddip ester, O,O'-diisopentyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, H-1- and C-13-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R(2)eddip esters, dialkyl (S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or n-Pe, 2 and 3, respectively), was determined against cervix adenocarcinoma (HeLa), human melanoma (Fem-x), human chronic myelogenous leukemia (K562) cells, and a non-cancerous cell line human embryonic lung fibroblast (MRC-5), using the microculture tetrazolium test MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51 +/- 0.09 mu M.
PB  - Srpsko hemijsko društvo, Beograd
T2  - JOURNAL OF THE SERBIAN CHEMICAL SOCIETY
T1  - Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters
EP  - 658
IS  - 6
SP  - 649
VL  - 79
DO  - 10.2298/JSC130512022P
ER  - 

@article{
author = "Pantelić, Nebojša and Zmejkovski, Bojana B. and Stanojković, Tatjana P. and Jevtić, Verica V. and Radić, Gordana P. and Trifunović, Srecko R. and Kaludjerović, Goran N. and Sabo, Tibor J.",
year = "2014",
abstract = "A novel (S,S)-R(2)eddip ester, O,O'-diisopentyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, H-1- and C-13-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R(2)eddip esters, dialkyl (S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or n-Pe, 2 and 3, respectively), was determined against cervix adenocarcinoma (HeLa), human melanoma (Fem-x), human chronic myelogenous leukemia (K562) cells, and a non-cancerous cell line human embryonic lung fibroblast (MRC-5), using the microculture tetrazolium test MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51 +/- 0.09 mu M.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "JOURNAL OF THE SERBIAN CHEMICAL SOCIETY",
title = "Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters",
pages = "658-649",
number = "6",
volume = "79",
doi = "10.2298/JSC130512022P"
}

Pantelić, N., Zmejkovski, B. B., Stanojković, T. P., Jevtić, V. V., Radić, G. P., Trifunović, S. R., Kaludjerović, G. N.,& Sabo, T. J.. (2014). Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters. in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY
Srpsko hemijsko društvo, Beograd., 79(6), 649-658.
https://doi.org/10.2298/JSC130512022P

Pantelić N, Zmejkovski BB, Stanojković TP, Jevtić VV, Radić GP, Trifunović SR, Kaludjerović GN, Sabo TJ. Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters. in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY. 2014;79(6):649-658.
doi:10.2298/JSC130512022P .

Pantelić, Nebojša, Zmejkovski, Bojana B., Stanojković, Tatjana P., Jevtić, Verica V., Radić, Gordana P., Trifunović, Srecko R., Kaludjerović, Goran N., Sabo, Tibor J., "Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters" in JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 79, no. 6 (2014):649-658,
https://doi.org/10.2298/JSC130512022P . .