TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Stanojković, Tatjana
AU  - Zmejkovski, Bojana
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2205
AB  - Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin.
PB  - Medicinski fakultet, Kragujevac
T2  - Serbian Journal of Experimental and Clinical Research
T1  - Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]
VL  - 18
IS  - 4
SP  - 289
EP  - 294
DO  - 10.1515/SJECR-2017-0067
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Stanojković, Tatjana and Zmejkovski, Bojana and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2017",
abstract = "Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin.",
publisher = "Medicinski fakultet, Kragujevac",
journal = "Serbian Journal of Experimental and Clinical Research",
title = "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]",
volume = "18",
number = "4",
pages = "289-294",
doi = "10.1515/SJECR-2017-0067"
}

Pantelić, N. Đ., Stanojković, T., Zmejkovski, B., Kaluđerović, G. N.,& Sabo, T.. (2017). Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]. in Serbian Journal of Experimental and Clinical Research
Medicinski fakultet, Kragujevac., 18(4), 289-294.
https://doi.org/10.1515/SJECR-2017-0067

Pantelić NĐ, Stanojković T, Zmejkovski B, Kaluđerović GN, Sabo T. Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]. in Serbian Journal of Experimental and Clinical Research. 2017;18(4):289-294.
doi:10.1515/SJECR-2017-0067 .

Pantelić, Nebojša Đ., Stanojković, Tatjana, Zmejkovski, Bojana, Kaluđerović, Goran N., Sabo, Tibor, "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]" in Serbian Journal of Experimental and Clinical Research, 18, no. 4 (2017):289-294,
https://doi.org/10.1515/SJECR-2017-0067 . .

TY  - JOUR
AU  - Pantelic, Nebojsa
AU  - Zmejkovski, Bojana
AU  - Kolundzija, Branka
AU  - Crnogorac, Marija Dordic
AU  - Vujic, Jelena M.
AU  - Dojčinović, Biljana
AU  - Trifunovic, Srecko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2248
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
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 

@article{
author = "Pantelic, Nebojsa and Zmejkovski, Bojana and Kolundzija, Branka and Crnogorac, Marija Dordic and Vujic, Jelena M. and Dojčinović, Biljana and Trifunovic, Srecko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, 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",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}

Pantelic, N., Zmejkovski, B., Kolundzija, B., Crnogorac, M. D., Vujic, J. M., Dojčinović, B., Trifunovic, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, 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

Pantelic N, Zmejkovski B, Kolundzija B, Crnogorac MD, Vujic JM, Dojčinović B, Trifunovic SR, Stanojković T, Sabo T, Kaluđerović 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 .

Pantelic, Nebojsa, Zmejkovski, Bojana, Kolundzija, Branka, Crnogorac, Marija Dordic, Vujic, Jelena M., Dojčinović, Biljana, Trifunovic, Srecko R., Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, 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 Đ.
AU  - Zmejkovski, Bojana
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2931
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
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
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, 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",
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",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}

Pantelić, N. Đ., Zmejkovski, B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, 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., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001

Pantelić NĐ, Zmejkovski B, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović B, Trifunović SR, Stanojković T, Sabo T, Kaluđerović 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 Đ., Zmejkovski, Bojana, Kolundžija, Branka, Crnogorac, Marija Đorđić, Vujić, Jelena M., Dojčinović, Biljana, Trifunović, Srećko R., Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, 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  - Zmejkovski, Bojana
AU  - Pantelic, Nebojsa
AU  - Filipovic, Lana
AU  - Arandelovic, Sandra
AU  - Radulovic, Sinisa
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2132
AB  - Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.
PB  - Bentham Science Publ Ltd, Sharjah
T2  - Anti-Cancer Agents in Medicinal Chemistry
T1  - In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid
VL  - 17
IS  - 8
SP  - 1136
EP  - 1143
DO  - 10.2174/1871520616666161207155634
ER  - 

@article{
author = "Zmejkovski, Bojana and Pantelic, Nebojsa and Filipovic, Lana and Arandelovic, Sandra and Radulovic, Sinisa and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
abstract = "Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.",
publisher = "Bentham Science Publ Ltd, Sharjah",
journal = "Anti-Cancer Agents in Medicinal Chemistry",
title = "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid",
volume = "17",
number = "8",
pages = "1136-1143",
doi = "10.2174/1871520616666161207155634"
}

Zmejkovski, B., Pantelic, N., Filipovic, L., Arandelovic, S., Radulovic, S., Sabo, T.,& Kaluđerović, G. N.. (2017). In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid. in Anti-Cancer Agents in Medicinal Chemistry
Bentham Science Publ Ltd, Sharjah., 17(8), 1136-1143.
https://doi.org/10.2174/1871520616666161207155634

Zmejkovski B, Pantelic N, Filipovic L, Arandelovic S, Radulovic S, Sabo T, Kaluđerović GN. In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid. in Anti-Cancer Agents in Medicinal Chemistry. 2017;17(8):1136-1143.
doi:10.2174/1871520616666161207155634 .

Zmejkovski, Bojana, Pantelic, Nebojsa, Filipovic, Lana, Arandelovic, Sandra, Radulovic, Sinisa, Sabo, Tibor, Kaluđerović, Goran N., "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid" in Anti-Cancer Agents in Medicinal Chemistry, 17, no. 8 (2017):1136-1143,
https://doi.org/10.2174/1871520616666161207155634 . .

TY  - JOUR
AU  - Pantelic, Nebojsa
AU  - Zmejkovski, Bojana
AU  - Markovic, Dragana D
AU  - Vujic, Jelena M
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1938
AB  - A novel gold(III) complex, [AuCl2{(S,S)-Et(2)eddl}]PF6, ((S,S)-Et(2)eddl = O,O-diethyl ester of ethylenediamine-N,N-di-2-(4-methyl)pentanoic acid) was synthesized and characterized by IR, 1D (H-1 and C-13), and 2D (H,H-COSY and H,H-NOESY) NMR spectroscopy, mass spectrometry, and elemental analysis. Density functional theory calculations confirmed that (R,R)-N,N diastereoisomer was energetically the most stable isomer. In vitro antitumor action of ligand precursor [(S,S)-H(2)Et(2)eddl]Cl-2 and corresponding gold(III) complex was determined against tumor cell lines: human adenocarcinoma (HeLa), human colon carcinoma (LS174), human breast cancer (MCF7), non-small cell lung carcinoma cell line (A549), and non-cancerous cell line human embryonic lung fibroblast (MRC-5) using microculture tetrazolium test (MTT) assay. The results indicate that both ligand precursor and gold(III) complex have showed very good to moderate cytotoxic activity against all tested malignant cell lines. The highest activity was expressed by [AuCl2{(S,S)-Et(2)eddl}]PF6 against the LS174 cells, with IC50 value of 7.4 +/- 1.2 mu M.
PB  - MDPI
T2  - Metals
T1  - Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid
VL  - 6
IS  - 9
DO  - 10.3390/met6090226
ER  - 

@article{
author = "Pantelic, Nebojsa and Zmejkovski, Bojana and Markovic, Dragana D and Vujic, Jelena M and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2016",
abstract = "A novel gold(III) complex, [AuCl2{(S,S)-Et(2)eddl}]PF6, ((S,S)-Et(2)eddl = O,O-diethyl ester of ethylenediamine-N,N-di-2-(4-methyl)pentanoic acid) was synthesized and characterized by IR, 1D (H-1 and C-13), and 2D (H,H-COSY and H,H-NOESY) NMR spectroscopy, mass spectrometry, and elemental analysis. Density functional theory calculations confirmed that (R,R)-N,N diastereoisomer was energetically the most stable isomer. In vitro antitumor action of ligand precursor [(S,S)-H(2)Et(2)eddl]Cl-2 and corresponding gold(III) complex was determined against tumor cell lines: human adenocarcinoma (HeLa), human colon carcinoma (LS174), human breast cancer (MCF7), non-small cell lung carcinoma cell line (A549), and non-cancerous cell line human embryonic lung fibroblast (MRC-5) using microculture tetrazolium test (MTT) assay. The results indicate that both ligand precursor and gold(III) complex have showed very good to moderate cytotoxic activity against all tested malignant cell lines. The highest activity was expressed by [AuCl2{(S,S)-Et(2)eddl}]PF6 against the LS174 cells, with IC50 value of 7.4 +/- 1.2 mu M.",
publisher = "MDPI",
journal = "Metals",
title = "Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid",
volume = "6",
number = "9",
doi = "10.3390/met6090226"
}

Pantelic, N., Zmejkovski, B., Markovic, D. D., Vujic, J. M., Stanojković, T., Sabo, T.,& Kaluđerović, G. N.. (2016). Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid. in Metals
MDPI., 6(9).
https://doi.org/10.3390/met6090226

Pantelic N, Zmejkovski B, Markovic DD, Vujic JM, Stanojković T, Sabo T, Kaluđerović GN. Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid. in Metals. 2016;6(9).
doi:10.3390/met6090226 .

Pantelic, Nebojsa, Zmejkovski, Bojana, Markovic, Dragana D, Vujic, Jelena M, Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, Goran N., "Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid" in Metals, 6, no. 9 (2016),
https://doi.org/10.3390/met6090226 . .

TY  - JOUR
AU  - Pantelic, Nebojsa
AU  - Stanković, Dalibor
AU  - Zmejkovski, Bojana
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1963
AB  - Oxidation-reduction properties of eleven gold(III) complexes with (S,S)-R(2)edda-type ligands was studied by cyclic and differential pulse voltammetry in DMSO. Series I: [AuCl2{(S,S)-R(2)eddip}]PF6, (S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-butyl, n-pentyl, isobutyl, isoamyl, cyclopentyl, 1-5; II: [AuCl2{(S,S)-R(2)eddch}]PF6, (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = methyl, ethyl, n-propyl, n-butyl, isobutyl, isoamyl, 6-11. Voltammograms in DMSO showed two successive irreversible reduction steps, where Au-I species were the final reduction product. Reduction potential values are in range from 116 to 156 mV (Ep(1)) and -520 to -572 mV (Ep(2)) for Series I and from 148 to 228 mV (Ep(1)) and -569 to -638 mV (Ep(2)) for Series II. In general, slightly easier reduction of complexes belonging to Series I (higher cytotoxicity) could be due to less steric hindrance around the gold center. Reduction potentials and anticancer activity are not in correlation.
PB  - Esg, Belgrade
T2  - International Journal of Electrochemical Science
T1  - Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands
VL  - 11
IS  - 2
SP  - 1162
EP  - 1171
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2060
ER  - 

@article{
author = "Pantelic, Nebojsa and Stanković, Dalibor and Zmejkovski, Bojana and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2016",
abstract = "Oxidation-reduction properties of eleven gold(III) complexes with (S,S)-R(2)edda-type ligands was studied by cyclic and differential pulse voltammetry in DMSO. Series I: [AuCl2{(S,S)-R(2)eddip}]PF6, (S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-butyl, n-pentyl, isobutyl, isoamyl, cyclopentyl, 1-5; II: [AuCl2{(S,S)-R(2)eddch}]PF6, (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = methyl, ethyl, n-propyl, n-butyl, isobutyl, isoamyl, 6-11. Voltammograms in DMSO showed two successive irreversible reduction steps, where Au-I species were the final reduction product. Reduction potential values are in range from 116 to 156 mV (Ep(1)) and -520 to -572 mV (Ep(2)) for Series I and from 148 to 228 mV (Ep(1)) and -569 to -638 mV (Ep(2)) for Series II. In general, slightly easier reduction of complexes belonging to Series I (higher cytotoxicity) could be due to less steric hindrance around the gold center. Reduction potentials and anticancer activity are not in correlation.",
publisher = "Esg, Belgrade",
journal = "International Journal of Electrochemical Science",
title = "Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands",
volume = "11",
number = "2",
pages = "1162-1171",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2060"
}

Pantelic, N., Stanković, D., Zmejkovski, B., Kaluđerović, G. N.,& Sabo, T.. (2016). Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands. in International Journal of Electrochemical Science
Esg, Belgrade., 11(2), 1162-1171.
https://hdl.handle.net/21.15107/rcub_cherry_2060

Pantelic N, Stanković D, Zmejkovski B, Kaluđerović GN, Sabo T. Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands. in International Journal of Electrochemical Science. 2016;11(2):1162-1171.
https://hdl.handle.net/21.15107/rcub_cherry_2060 .

Pantelic, Nebojsa, Stanković, Dalibor, Zmejkovski, Bojana, Kaluđerović, Goran N., Sabo, Tibor, "Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands" in International Journal of Electrochemical Science, 11, no. 2 (2016):1162-1171,
https://hdl.handle.net/21.15107/rcub_cherry_2060 .

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Stanojković, Tatjana
AU  - Zmejkovski, Bojana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1803
AB  - Five novel gold(III) complexes of general formulas [AuCl2{(S,S)-R(2)eddip}]PF6, ((S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-Bu, n-Pe, i-Bu, i-Am, cPe; 1-5, respectively) were synthesized and characterized by UV/Vis, IR and NMR spectroscopy and mass spectrometry. DFT calculations indicated that (R,R)-N,N'-configuration diastereoisomers were the most stable for 1-5. 3 is stable in DMSO for at least 24 h, but immediate hydrolysis in PBS occurs. 3 is readily reduced with ascorbic acid and forms adducts with bovine serum albumin (BSA). In vitro anticancer activity of the gold(III) complexes against human cervix adenocarcinoma HeLa, human myelogenous leukemia K562, human melanoma Fem-x tumor cell lines, as well as against non-cancerous human embryonic lung fibroblast cell line MRC5 was determined using MIT assay. Complex 4 showed highest activity and selectivity (IC50(Femx) = 1.3 +/- 0.2; IC50(MRC-5)/IC50(Fem-x) = 72.5 +/- 12.4), 4 times more active and 28 times more selective than cisplatin. Complexes induced apoptotic mode of death in a time-dependent manner in HeLa cells.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid
VL  - 90
SP  - 766
EP  - 774
DO  - 10.1016/j.ejmech.2014.12.019
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Stanojković, Tatjana and Zmejkovski, Bojana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2015",
abstract = "Five novel gold(III) complexes of general formulas [AuCl2{(S,S)-R(2)eddip}]PF6, ((S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-Bu, n-Pe, i-Bu, i-Am, cPe; 1-5, respectively) were synthesized and characterized by UV/Vis, IR and NMR spectroscopy and mass spectrometry. DFT calculations indicated that (R,R)-N,N'-configuration diastereoisomers were the most stable for 1-5. 3 is stable in DMSO for at least 24 h, but immediate hydrolysis in PBS occurs. 3 is readily reduced with ascorbic acid and forms adducts with bovine serum albumin (BSA). In vitro anticancer activity of the gold(III) complexes against human cervix adenocarcinoma HeLa, human myelogenous leukemia K562, human melanoma Fem-x tumor cell lines, as well as against non-cancerous human embryonic lung fibroblast cell line MRC5 was determined using MIT assay. Complex 4 showed highest activity and selectivity (IC50(Femx) = 1.3 +/- 0.2; IC50(MRC-5)/IC50(Fem-x) = 72.5 +/- 12.4), 4 times more active and 28 times more selective than cisplatin. Complexes induced apoptotic mode of death in a time-dependent manner in HeLa cells.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid",
volume = "90",
pages = "766-774",
doi = "10.1016/j.ejmech.2014.12.019"
}

Pantelić, N. Đ., Stanojković, T., Zmejkovski, B., Sabo, T.,& Kaluđerović, G. N.. (2015). In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 90, 766-774.
https://doi.org/10.1016/j.ejmech.2014.12.019

Pantelić NĐ, Stanojković T, Zmejkovski B, Sabo T, Kaluđerović GN. In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid. in European Journal of Medicinal Chemistry. 2015;90:766-774.
doi:10.1016/j.ejmech.2014.12.019 .

Pantelić, Nebojša Đ., Stanojković, Tatjana, Zmejkovski, Bojana, Sabo, Tibor, Kaluđerović, Goran N., "In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid" in European Journal of Medicinal Chemistry, 90 (2015):766-774,
https://doi.org/10.1016/j.ejmech.2014.12.019 . .

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana
AU  - Stanojković, Tatjana
AU  - Jevtic, Verica V.
AU  - Radic, Gordana P.
AU  - Trifunovic, Srecko R.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1574
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  - Serbian Chemical Soc, Belgrade
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
VL  - 79
IS  - 6
SP  - 649
EP  - 658
DO  - 10.2298/JSC130512022P
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana and Stanojković, Tatjana and Jevtic, Verica V. and Radic, Gordana P. and Trifunovic, Srecko R. and Kaluđerović, Goran N. and Sabo, Tibor",
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 = "Serbian Chemical Soc, Belgrade",
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",
volume = "79",
number = "6",
pages = "649-658",
doi = "10.2298/JSC130512022P"
}

Pantelić, N. Đ., Zmejkovski, B., Stanojković, T., Jevtic, V. V., Radic, G. P., Trifunovic, S. R., Kaluđerović, G. N.,& Sabo, T.. (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
Serbian Chemical Soc, Belgrade., 79(6), 649-658.
https://doi.org/10.2298/JSC130512022P

Pantelić NĐ, Zmejkovski B, Stanojković T, Jevtic VV, Radic GP, Trifunovic SR, Kaluđerović GN, Sabo T. 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 Đ., Zmejkovski, Bojana, Stanojković, Tatjana, Jevtic, Verica V., Radic, Gordana P., Trifunovic, Srecko R., Kaluđerović, Goran N., Sabo, Tibor, "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 . .

TY  - JOUR
AU  - Zmejkovski, Bojana
AU  - Savic, Aleksandar
AU  - Poljarevic, Jelena
AU  - Pantelić, Nebojša Đ.
AU  - Arandelovic, Sandra
AU  - Radulovic, Sinisa
AU  - Grgurić-Šipka, Sanja
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1442
AB  - Six palladium(II) complexes with (S,S)-R(2)edda-type esters ((S,S)-R2edda-type; (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, 1-3; (S,S)-pddch = (S,S)-propylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Et, n-Pr, 4, 5; and (S,S)-eddip = (S,S)-ethylenediamne-N,N'-di-2-propanoate, R = i-Am, 6) were synthesized, characterized by IR, NMR spectroscopy, ESI-MS and elemental analysis. DFT calculations indicate that in case of 1-4, the most stable isomers are with (S,S)- and (R,S)-configuration of nitrogen atoms, but for complex 6 (R,R)- and (R,S)-N,N'-configured isomers. Furthermore, complex 5 was obtained as (S,S)-N,N' configured isomer. Cytotoxicity study was performed against human cervical adenocarcinoma (HeLa), human alveolar basal adenocarcinoma (A549) and non-cancerous human fetal lung fibroblast (MRC-5) cell lines using colorimetric MTT assay. From the investigated palladium(II) complexes 2, 3 and 5 exhibited highest cytotoxic potential against HeLa (IC50: 28.5 +/- 3.9, 29.5 +/- 1.3 and 34.3 +/- 3.2, respectively).
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Polyhedron
T1  - Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters
VL  - 80
SP  - 106
EP  - 111
DO  - 10.1016/j.poly.2014.02.026
ER  - 

@article{
author = "Zmejkovski, Bojana and Savic, Aleksandar and Poljarevic, Jelena and Pantelić, Nebojša Đ. and Arandelovic, Sandra and Radulovic, Sinisa and Grgurić-Šipka, Sanja and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2014",
abstract = "Six palladium(II) complexes with (S,S)-R(2)edda-type esters ((S,S)-R2edda-type; (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, 1-3; (S,S)-pddch = (S,S)-propylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Et, n-Pr, 4, 5; and (S,S)-eddip = (S,S)-ethylenediamne-N,N'-di-2-propanoate, R = i-Am, 6) were synthesized, characterized by IR, NMR spectroscopy, ESI-MS and elemental analysis. DFT calculations indicate that in case of 1-4, the most stable isomers are with (S,S)- and (R,S)-configuration of nitrogen atoms, but for complex 6 (R,R)- and (R,S)-N,N'-configured isomers. Furthermore, complex 5 was obtained as (S,S)-N,N' configured isomer. Cytotoxicity study was performed against human cervical adenocarcinoma (HeLa), human alveolar basal adenocarcinoma (A549) and non-cancerous human fetal lung fibroblast (MRC-5) cell lines using colorimetric MTT assay. From the investigated palladium(II) complexes 2, 3 and 5 exhibited highest cytotoxic potential against HeLa (IC50: 28.5 +/- 3.9, 29.5 +/- 1.3 and 34.3 +/- 3.2, respectively).",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Polyhedron",
title = "Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters",
volume = "80",
pages = "106-111",
doi = "10.1016/j.poly.2014.02.026"
}

Zmejkovski, B., Savic, A., Poljarevic, J., Pantelić, N. Đ., Arandelovic, S., Radulovic, S., Grgurić-Šipka, S., Kaluđerović, G. N.,& Sabo, T.. (2014). Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters. in Polyhedron
Oxford : Pergamon-Elsevier Science Ltd., 80, 106-111.
https://doi.org/10.1016/j.poly.2014.02.026

Zmejkovski B, Savic A, Poljarevic J, Pantelić NĐ, Arandelovic S, Radulovic S, Grgurić-Šipka S, Kaluđerović GN, Sabo T. Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters. in Polyhedron. 2014;80:106-111.
doi:10.1016/j.poly.2014.02.026 .

Zmejkovski, Bojana, Savic, Aleksandar, Poljarevic, Jelena, Pantelić, Nebojša Đ., Arandelovic, Sandra, Radulovic, Sinisa, Grgurić-Šipka, Sanja, Kaluđerović, Goran N., Sabo, Tibor, "Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters" in Polyhedron, 80 (2014):106-111,
https://doi.org/10.1016/j.poly.2014.02.026 . .

TY  - JOUR
AU  - Savic, Aleksandar
AU  - Filipovic, Lana
AU  - Arandelovic, Sandra
AU  - Dojčinović, Biljana
AU  - Radulovic, Sinisa
AU  - Sabo, Tibor
AU  - Grgurić-Šipka, Sanja
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1593
AB  - Novel Pt(II) complexes of general formula [PtI2(L1-3)], (C1-C3): where L1-3 are isobutyl, n-pentyl and isopentyl esters of (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid has been synthesized and characterized by elemental analysis, UV/Vis, IR, (H-1, C-13 and HSQC, Pt) NMR spectroscopy and ESI mass spectrometry. Spectroscopic data and computational studies have shown the usual square planar coordination geometry of synthesized complexes, with coordination of ligands via nitrogen donor atoms. The cytotoxic activity of novel ligands and corresponding complexes were investigated on a palette of different cells line. Complexes C1-C3 exhibited activity comparable to cisplatin, with IC50 values (04) ranging from 4.6 +/- 0.6 to 17.2 +/- 2, and showed the highest potential in HeLa, LS-174 and EA.hy.926 cells. Ligands L1-L3 exhibited two- to four-times less activity than corresponding complexes. Analysis of the mode of action in HeLa cells, by ICP-MS study, showed markedly higher intracellular accumulation and DNA binding affinity of C1-C3 versus cisplatin, after 4 h and 20 h post-treatment. Annexin-V-FITC assay, flow cytometry and fluorescence microscopy study demonstrated occurrence of cell death through both apoptotic and necrotic changes. Tested complexes, at corresponding IC50 concentrations, caused considerable "sub-G1" peak, without other substantial alterations of cell cycle, while only Cl induced higher level of phosphatidylserine externalization (11.7%), comparing to ligand L1 (4.9%) and cisplatin (8.4%). Structure-activity comparison indicated variations of C1-C3 cytotoxicity, related to the drug/ligand lipophilicity (C log P value), while intracellular platinum content and DNA platination increased on increase of length and branching of ester chain, in sequence: Cl (isobutyl)  LT  C2 (n-pentyl)  LT  C3 (isopentyl).
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, characterization and cytotoxic activity of novel platinum(II) iodido complexes
VL  - 82
SP  - 372
EP  - 384
DO  - 10.1016/j.ejmech.2014.05.060
ER  - 

@article{
author = "Savic, Aleksandar and Filipovic, Lana and Arandelovic, Sandra and Dojčinović, Biljana and Radulovic, Sinisa and Sabo, Tibor and Grgurić-Šipka, Sanja",
year = "2014",
abstract = "Novel Pt(II) complexes of general formula [PtI2(L1-3)], (C1-C3): where L1-3 are isobutyl, n-pentyl and isopentyl esters of (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid has been synthesized and characterized by elemental analysis, UV/Vis, IR, (H-1, C-13 and HSQC, Pt) NMR spectroscopy and ESI mass spectrometry. Spectroscopic data and computational studies have shown the usual square planar coordination geometry of synthesized complexes, with coordination of ligands via nitrogen donor atoms. The cytotoxic activity of novel ligands and corresponding complexes were investigated on a palette of different cells line. Complexes C1-C3 exhibited activity comparable to cisplatin, with IC50 values (04) ranging from 4.6 +/- 0.6 to 17.2 +/- 2, and showed the highest potential in HeLa, LS-174 and EA.hy.926 cells. Ligands L1-L3 exhibited two- to four-times less activity than corresponding complexes. Analysis of the mode of action in HeLa cells, by ICP-MS study, showed markedly higher intracellular accumulation and DNA binding affinity of C1-C3 versus cisplatin, after 4 h and 20 h post-treatment. Annexin-V-FITC assay, flow cytometry and fluorescence microscopy study demonstrated occurrence of cell death through both apoptotic and necrotic changes. Tested complexes, at corresponding IC50 concentrations, caused considerable "sub-G1" peak, without other substantial alterations of cell cycle, while only Cl induced higher level of phosphatidylserine externalization (11.7%), comparing to ligand L1 (4.9%) and cisplatin (8.4%). Structure-activity comparison indicated variations of C1-C3 cytotoxicity, related to the drug/ligand lipophilicity (C log P value), while intracellular platinum content and DNA platination increased on increase of length and branching of ester chain, in sequence: Cl (isobutyl)  LT  C2 (n-pentyl)  LT  C3 (isopentyl).",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, characterization and cytotoxic activity of novel platinum(II) iodido complexes",
volume = "82",
pages = "372-384",
doi = "10.1016/j.ejmech.2014.05.060"
}

Savic, A., Filipovic, L., Arandelovic, S., Dojčinović, B., Radulovic, S., Sabo, T.,& Grgurić-Šipka, S.. (2014). Synthesis, characterization and cytotoxic activity of novel platinum(II) iodido complexes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 82, 372-384.
https://doi.org/10.1016/j.ejmech.2014.05.060

Savic A, Filipovic L, Arandelovic S, Dojčinović B, Radulovic S, Sabo T, Grgurić-Šipka S. Synthesis, characterization and cytotoxic activity of novel platinum(II) iodido complexes. in European Journal of Medicinal Chemistry. 2014;82:372-384.
doi:10.1016/j.ejmech.2014.05.060 .

Savic, Aleksandar, Filipovic, Lana, Arandelovic, Sandra, Dojčinović, Biljana, Radulovic, Sinisa, Sabo, Tibor, Grgurić-Šipka, Sanja, "Synthesis, characterization and cytotoxic activity of novel platinum(II) iodido complexes" in European Journal of Medicinal Chemistry, 82 (2014):372-384,
https://doi.org/10.1016/j.ejmech.2014.05.060 . .

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana
AU  - Trifunovic-Macedoljan, Jelena
AU  - Savic, Aleksandar
AU  - Stanković, Dalibor
AU  - Damjanovic, Ana
AU  - Juranić, Zorica
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1211
AB  - Six novel gold(III) complexes containing O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate ([AuCl2{(S,S)-R(2)eddch}]PF6, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am; 1-6, respectively) were synthesized and characterized by elemental analysis, UV/Visible, IR and NMR spectroscopy, mass spectrometry and differential pulse voltammetry. Density functional theory (DFT) calculations confirmed that diastereoisomer with the N,N' atoms configured (S,S) was the most stable. In vitro antiproliferative activity was determined against human cervix adenocarcinoma HeLa and human myelogenous leukemia K562 tumor cell lines, as well as against rested and stimulated normal immunocompetent human peripheral blood mononuclear cells (PBMC) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Complex 6 expressed the highest activity against K562 cells (IC50 = 3.8 +/- 0.5 mu M). Apoptosis, seen as condensation of HeLa cell nuclei was the mode of cell death induced by complexes 2-6. Complexes 3-6 induced death of K562 cells inhibiting cell entry in mitosis.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate
VL  - 128
SP  - 146
EP  - 153
DO  - 10.1016/j.jinorgbio.2013.08.002
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana and Trifunovic-Macedoljan, Jelena and Savic, Aleksandar and Stanković, Dalibor and Damjanovic, Ana and Juranić, Zorica and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2013",
abstract = "Six novel gold(III) complexes containing O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate ([AuCl2{(S,S)-R(2)eddch}]PF6, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am; 1-6, respectively) were synthesized and characterized by elemental analysis, UV/Visible, IR and NMR spectroscopy, mass spectrometry and differential pulse voltammetry. Density functional theory (DFT) calculations confirmed that diastereoisomer with the N,N' atoms configured (S,S) was the most stable. In vitro antiproliferative activity was determined against human cervix adenocarcinoma HeLa and human myelogenous leukemia K562 tumor cell lines, as well as against rested and stimulated normal immunocompetent human peripheral blood mononuclear cells (PBMC) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Complex 6 expressed the highest activity against K562 cells (IC50 = 3.8 +/- 0.5 mu M). Apoptosis, seen as condensation of HeLa cell nuclei was the mode of cell death induced by complexes 2-6. Complexes 3-6 induced death of K562 cells inhibiting cell entry in mitosis.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate",
volume = "128",
pages = "146-153",
doi = "10.1016/j.jinorgbio.2013.08.002"
}

Pantelić, N. Đ., Zmejkovski, B., Trifunovic-Macedoljan, J., Savic, A., Stanković, D., Damjanovic, A., Juranić, Z., Kaluđerović, G. N.,& Sabo, T.. (2013). Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 128, 146-153.
https://doi.org/10.1016/j.jinorgbio.2013.08.002

Pantelić NĐ, Zmejkovski B, Trifunovic-Macedoljan J, Savic A, Stanković D, Damjanovic A, Juranić Z, Kaluđerović GN, Sabo T. Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate. in Journal of Inorganic Biochemistry. 2013;128:146-153.
doi:10.1016/j.jinorgbio.2013.08.002 .

Pantelić, Nebojša Đ., Zmejkovski, Bojana, Trifunovic-Macedoljan, Jelena, Savic, Aleksandar, Stanković, Dalibor, Damjanovic, Ana, Juranić, Zorica, Kaluđerović, Goran N., Sabo, Tibor, "Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate" in Journal of Inorganic Biochemistry, 128 (2013):146-153,
https://doi.org/10.1016/j.jinorgbio.2013.08.002 . .

TY  - JOUR
AU  - Zmejkovski, Bojana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1250
AB  - A new R2edda-type ester, O,O'-diisopropyl ester of N,N-1,2-ethanediylbis-L-leucine, dihydrochloride dihydrate, [(S,S)-H2iPr2eddl]Cl2-2H2O, 1, and its palladium(II) complex, dichlorido(O,O'-diisopropyl-N,N-1,2-ethanediylbis-L-leucinate) palladium(II) hemihydrate, [PdCl2{(S,S)-iPr2eddl}]- 0.5H2O, 2, were synthesized and characterized by elemental analysis, and IR and NMR spectroscopy. As expected, the palladium(II) complex was found in two from three possible diastereoisomeric forms (R,R), (S,S) and (R,S) = (S,R).
AB  - Nov estar R2dda-tipa 0,0'-diizopropil estar N,N'-1,2-etandiilbis-L-leucina, dihidrohlorid dihidrat [(S,S)-H2iPr2eddl]Cl2-2H2O (1) i njegov kompleks paladijuma(II), dihlorido(0,0'-diizopropil-N,N'-1,2-etandiilbis-L-leucinat)paladijum(II)- -hemihidrat [PdCl2{(S,SHPr2eddl}]-0.5H2O (2) su sintetisani i okarakterisani uz pomoć elementalne analize, IR i NMR spektroskopije. Kalijum-tetrahloridopaladat(II), reagujući sa [(S,S)-H2iPr2eddl]Cl2-2H2O, očekivano daje paladijumov kompleks 2 u obliku dva od moguća tri dijastereoizomera, (R,R), (S,S) i (R,S) = (S,R), što je potvrđeno uz pomoć NMR spektroskopije, a u saglasnosti je sa ranije urađenim DFT proračunima. PR Projekat Ministarstva nauke Republike Srbije, br. 172035.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Palladium(II) complexes with R2edda derived ligands. Part VI. 0,0-Diisopropyl ester of N,N'-1,2-ethanediylbis-L-leucine, dihydrochloride dihydrate and its palladium(II) complex: Synthesis and characterization
T1  - Kompleksi paladijuma(II) sa ligandima R2edda tipa. Deo VI. 0,0'-diizopropil estar N,N'-1,2-etandiilbis-L-leucina, dihidrohlorid dihidrat i njegov kompleks sa paladijumom(II) - sinteza i karakterizacija
VL  - 78
IS  - 8
SP  - 1171
EP  - 1176
DO  - 10.2298/JSC130113021Z
ER  - 

@article{
author = "Zmejkovski, Bojana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2013",
abstract = "A new R2edda-type ester, O,O'-diisopropyl ester of N,N-1,2-ethanediylbis-L-leucine, dihydrochloride dihydrate, [(S,S)-H2iPr2eddl]Cl2-2H2O, 1, and its palladium(II) complex, dichlorido(O,O'-diisopropyl-N,N-1,2-ethanediylbis-L-leucinate) palladium(II) hemihydrate, [PdCl2{(S,S)-iPr2eddl}]- 0.5H2O, 2, were synthesized and characterized by elemental analysis, and IR and NMR spectroscopy. As expected, the palladium(II) complex was found in two from three possible diastereoisomeric forms (R,R), (S,S) and (R,S) = (S,R)., Nov estar R2dda-tipa 0,0'-diizopropil estar N,N'-1,2-etandiilbis-L-leucina, dihidrohlorid dihidrat [(S,S)-H2iPr2eddl]Cl2-2H2O (1) i njegov kompleks paladijuma(II), dihlorido(0,0'-diizopropil-N,N'-1,2-etandiilbis-L-leucinat)paladijum(II)- -hemihidrat [PdCl2{(S,SHPr2eddl}]-0.5H2O (2) su sintetisani i okarakterisani uz pomoć elementalne analize, IR i NMR spektroskopije. Kalijum-tetrahloridopaladat(II), reagujući sa [(S,S)-H2iPr2eddl]Cl2-2H2O, očekivano daje paladijumov kompleks 2 u obliku dva od moguća tri dijastereoizomera, (R,R), (S,S) i (R,S) = (S,R), što je potvrđeno uz pomoć NMR spektroskopije, a u saglasnosti je sa ranije urađenim DFT proračunima. PR Projekat Ministarstva nauke Republike Srbije, br. 172035.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Palladium(II) complexes with R2edda derived ligands. Part VI. 0,0-Diisopropyl ester of N,N'-1,2-ethanediylbis-L-leucine, dihydrochloride dihydrate and its palladium(II) complex: Synthesis and characterization, Kompleksi paladijuma(II) sa ligandima R2edda tipa. Deo VI. 0,0'-diizopropil estar N,N'-1,2-etandiilbis-L-leucina, dihidrohlorid dihidrat i njegov kompleks sa paladijumom(II) - sinteza i karakterizacija",
volume = "78",
number = "8",
pages = "1171-1176",
doi = "10.2298/JSC130113021Z"
}

Zmejkovski, B., Sabo, T.,& Kaluđerović, G. N.. (2013). Palladium(II) complexes with R2edda derived ligands. Part VI. 0,0-Diisopropyl ester of N,N'-1,2-ethanediylbis-L-leucine, dihydrochloride dihydrate and its palladium(II) complex: Synthesis and characterization. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 78(8), 1171-1176.
https://doi.org/10.2298/JSC130113021Z

Zmejkovski B, Sabo T, Kaluđerović GN. Palladium(II) complexes with R2edda derived ligands. Part VI. 0,0-Diisopropyl ester of N,N'-1,2-ethanediylbis-L-leucine, dihydrochloride dihydrate and its palladium(II) complex: Synthesis and characterization. in Journal of the Serbian Chemical Society. 2013;78(8):1171-1176.
doi:10.2298/JSC130113021Z .

Zmejkovski, Bojana, Sabo, Tibor, Kaluđerović, Goran N., "Palladium(II) complexes with R2edda derived ligands. Part VI. 0,0-Diisopropyl ester of N,N'-1,2-ethanediylbis-L-leucine, dihydrochloride dihydrate and its palladium(II) complex: Synthesis and characterization" in Journal of the Serbian Chemical Society, 78, no. 8 (2013):1171-1176,
https://doi.org/10.2298/JSC130113021Z . .

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Mijatović, Sanja
AU  - Zmejkovski, Bojana
AU  - Bulatović, Mirna
AU  - Gómez-Ruiz, Santiago
AU  - Mojic, Marija K.
AU  - Steinborn, Dirk
AU  - Miljkovic, Djordje M.
AU  - Schmidt, Harry
AU  - Stosic-Grujicic, Stanislava D.
AU  - Sabo, Tibor
AU  - Maksimović-Ivanić, Danijela D.
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1112
AB  - Several new R(2)eddp (R = i-Pr, i-Bu; eddp = ethylenediamine-N,N'-di-3-propionate) esters and corresponding platinum(II) and platinum(IV) complexes of the general formula [PtCln(R(2)edda-type)] (n = 2, 4) were synthesized and characterized by spectroscopic methods (IR, H-1 and C-13 NMR) and elemental analysis. The crystal structure of platinum(IV) complex [PtCl4{(c-Pe)(2)eddip}] (3a) was resolved and is given herein. Ligand precursors, platinum(II), and platinum(IV) complexes were tested against eight tumor cell lines (CT26CL25, HTC116, SW620, PC3, LNCaP, U251, A375, and B16). Selectivity in the action of those compounds between tumor and two normal primary cells (fibroblasts and keratinocytes) are discussed. A structure-activity relationship of these compounds is discussed. Furthermore, cell cycle distribution, induction of necrosis, apoptosis, autophagy, anoikis, caspase activation, ROS, and RNS are presented on the cisplatin-resistant colon carcinoma HCT116 cell line.
PB  - Royal Soc Chemistry, Cambridge
T2  - Metallomics
T1  - Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells
VL  - 4
IS  - 9
SP  - 979
EP  - 987
DO  - 10.1039/c2mt20058a
ER  - 

@article{
author = "Kaluđerović, Goran N. and Mijatović, Sanja and Zmejkovski, Bojana and Bulatović, Mirna and Gómez-Ruiz, Santiago and Mojic, Marija K. and Steinborn, Dirk and Miljkovic, Djordje M. and Schmidt, Harry and Stosic-Grujicic, Stanislava D. and Sabo, Tibor and Maksimović-Ivanić, Danijela D.",
year = "2012",
abstract = "Several new R(2)eddp (R = i-Pr, i-Bu; eddp = ethylenediamine-N,N'-di-3-propionate) esters and corresponding platinum(II) and platinum(IV) complexes of the general formula [PtCln(R(2)edda-type)] (n = 2, 4) were synthesized and characterized by spectroscopic methods (IR, H-1 and C-13 NMR) and elemental analysis. The crystal structure of platinum(IV) complex [PtCl4{(c-Pe)(2)eddip}] (3a) was resolved and is given herein. Ligand precursors, platinum(II), and platinum(IV) complexes were tested against eight tumor cell lines (CT26CL25, HTC116, SW620, PC3, LNCaP, U251, A375, and B16). Selectivity in the action of those compounds between tumor and two normal primary cells (fibroblasts and keratinocytes) are discussed. A structure-activity relationship of these compounds is discussed. Furthermore, cell cycle distribution, induction of necrosis, apoptosis, autophagy, anoikis, caspase activation, ROS, and RNS are presented on the cisplatin-resistant colon carcinoma HCT116 cell line.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Metallomics",
title = "Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells",
volume = "4",
number = "9",
pages = "979-987",
doi = "10.1039/c2mt20058a"
}

Kaluđerović, G. N., Mijatović, S., Zmejkovski, B., Bulatović, M., Gómez-Ruiz, S., Mojic, M. K., Steinborn, D., Miljkovic, D. M., Schmidt, H., Stosic-Grujicic, S. D., Sabo, T.,& Maksimović-Ivanić, D. D.. (2012). Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells. in Metallomics
Royal Soc Chemistry, Cambridge., 4(9), 979-987.
https://doi.org/10.1039/c2mt20058a

Kaluđerović GN, Mijatović S, Zmejkovski B, Bulatović M, Gómez-Ruiz S, Mojic MK, Steinborn D, Miljkovic DM, Schmidt H, Stosic-Grujicic SD, Sabo T, Maksimović-Ivanić DD. Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells. in Metallomics. 2012;4(9):979-987.
doi:10.1039/c2mt20058a .

Kaluđerović, Goran N., Mijatović, Sanja, Zmejkovski, Bojana, Bulatović, Mirna, Gómez-Ruiz, Santiago, Mojic, Marija K., Steinborn, Dirk, Miljkovic, Djordje M., Schmidt, Harry, Stosic-Grujicic, Stanislava D., Sabo, Tibor, Maksimović-Ivanić, Danijela D., "Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells" in Metallomics, 4, no. 9 (2012):979-987,
https://doi.org/10.1039/c2mt20058a . .

TY  - JOUR
AU  - Stojanović, Ksenija
AU  - Šajnović, Aleksandra
AU  - Sabo, Tibor
AU  - Golovko, Anatoly
AU  - Jovančićević, Branimir
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/701
AB  - The generative potential of a Neogene shale from Valjevo-Mionica Basin (Serbia) was investigated using conventional pyrolysis and pyrolysis in the presence of Pt(IV)- and Ru(III)-ions at temperatures 250 and 400 degrees C. Total liquid pyrolysate and hydrocarbon yields obtained in pyrolytic experiments, group composition of liquid pyrolysates, and distributions of saturated biomarkers and alkylaromatics in pyrolysates showed that the shale is in a catagenetic stage and may be a source of liquid hydrocarbons. It was estimated that similar shales found at a depth of 2300-2900 m would become active oil generating source rock where the minimum temperature necessary for catagenetic hydrocarbon generation is between 103 and 107 degrees C. The used metal ions, demonstrated significant positive effects on the yields of total liquid pyrolysate and corresponding hydrocarbons, at both temperatures 250 and 400 degrees C. Comparison of the results of alkylaromatics maturity parameters with maturity ratios calculated from distribution and abundance of saturated biomarkers showed that the metal ions had much greater influence on maturity changes on planar aromatic systems than on isomerizations in the molecules of polycyclic alkalies. The influence of Pt(IV)- and Ru(III)-ions on the distribution of saturated biomarkers in liquid pyrolysates is the same at both temperatures. The used metal ions have greater impact on kerogen degradation, which directly reflects on the increase in the quantity of hydrocarbons, than on isomerization reactions: moretanes --> hopanes, hopanes --> neohopanes and 5 alpha(H)14 alpha(H)17 alpha(H)20(R)-steranes --> 5 alpha(H)14 alpha(H)17 alpha(H)20(S)-steranes. Interactions between the used metal ions and aromatic systems during pyrolysis depend on temperature. Pt(IV)- and Ru(III)-ions demonstrated significant catalytic effect on maturation changes in both naphthalene and phenanthrene isomers during pyrolysis at 400 degrees C. Catalytic effects of Pt(IV)-ion on maturation changes in alkylnaphthalenes and Ru(III)-ion on maturation changes in alkylphenanthrenes were observed at 250 degrees C, which is caused by the different coordination properties of these metal ions.
PB  - American Chemical Society (ACS)
T2  - Energy & Fuels
T1  - Pyrolysis and Catalyzed Pyrolysis in the Investigation of a Neogene Shale Potential from Valjevo-Mionica Basin, Serbia
VL  - 24
IS  - 8
SP  - 4357
EP  - 4368
DO  - 10.1021/ef100466f
ER  - 

@article{
author = "Stojanović, Ksenija and Šajnović, Aleksandra and Sabo, Tibor and Golovko, Anatoly and Jovančićević, Branimir",
year = "2010",
abstract = "The generative potential of a Neogene shale from Valjevo-Mionica Basin (Serbia) was investigated using conventional pyrolysis and pyrolysis in the presence of Pt(IV)- and Ru(III)-ions at temperatures 250 and 400 degrees C. Total liquid pyrolysate and hydrocarbon yields obtained in pyrolytic experiments, group composition of liquid pyrolysates, and distributions of saturated biomarkers and alkylaromatics in pyrolysates showed that the shale is in a catagenetic stage and may be a source of liquid hydrocarbons. It was estimated that similar shales found at a depth of 2300-2900 m would become active oil generating source rock where the minimum temperature necessary for catagenetic hydrocarbon generation is between 103 and 107 degrees C. The used metal ions, demonstrated significant positive effects on the yields of total liquid pyrolysate and corresponding hydrocarbons, at both temperatures 250 and 400 degrees C. Comparison of the results of alkylaromatics maturity parameters with maturity ratios calculated from distribution and abundance of saturated biomarkers showed that the metal ions had much greater influence on maturity changes on planar aromatic systems than on isomerizations in the molecules of polycyclic alkalies. The influence of Pt(IV)- and Ru(III)-ions on the distribution of saturated biomarkers in liquid pyrolysates is the same at both temperatures. The used metal ions have greater impact on kerogen degradation, which directly reflects on the increase in the quantity of hydrocarbons, than on isomerization reactions: moretanes --> hopanes, hopanes --> neohopanes and 5 alpha(H)14 alpha(H)17 alpha(H)20(R)-steranes --> 5 alpha(H)14 alpha(H)17 alpha(H)20(S)-steranes. Interactions between the used metal ions and aromatic systems during pyrolysis depend on temperature. Pt(IV)- and Ru(III)-ions demonstrated significant catalytic effect on maturation changes in both naphthalene and phenanthrene isomers during pyrolysis at 400 degrees C. Catalytic effects of Pt(IV)-ion on maturation changes in alkylnaphthalenes and Ru(III)-ion on maturation changes in alkylphenanthrenes were observed at 250 degrees C, which is caused by the different coordination properties of these metal ions.",
publisher = "American Chemical Society (ACS)",
journal = "Energy & Fuels",
title = "Pyrolysis and Catalyzed Pyrolysis in the Investigation of a Neogene Shale Potential from Valjevo-Mionica Basin, Serbia",
volume = "24",
number = "8",
pages = "4357-4368",
doi = "10.1021/ef100466f"
}

Stojanović, K., Šajnović, A., Sabo, T., Golovko, A.,& Jovančićević, B.. (2010). Pyrolysis and Catalyzed Pyrolysis in the Investigation of a Neogene Shale Potential from Valjevo-Mionica Basin, Serbia. in Energy & Fuels
American Chemical Society (ACS)., 24(8), 4357-4368.
https://doi.org/10.1021/ef100466f

Stojanović K, Šajnović A, Sabo T, Golovko A, Jovančićević B. Pyrolysis and Catalyzed Pyrolysis in the Investigation of a Neogene Shale Potential from Valjevo-Mionica Basin, Serbia. in Energy & Fuels. 2010;24(8):4357-4368.
doi:10.1021/ef100466f .

Stojanović, Ksenija, Šajnović, Aleksandra, Sabo, Tibor, Golovko, Anatoly, Jovančićević, Branimir, "Pyrolysis and Catalyzed Pyrolysis in the Investigation of a Neogene Shale Potential from Valjevo-Mionica Basin, Serbia" in Energy & Fuels, 24, no. 8 (2010):4357-4368,
https://doi.org/10.1021/ef100466f . .

TY  - JOUR
AU  - Vujic, Jelena M.
AU  - Cvijovic, Milica
AU  - Kaluđerović, Goran N.
AU  - Milovanovic, Marija
AU  - Zmejkovski, Bojana
AU  - Volarevic, Vladislav
AU  - Arsenijevic, Nebojsa
AU  - Sabo, Tibor
AU  - Trifunovic, Srecko R.
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/710
AB  - Four novel bidentate N,N'-ligand precursors, including O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), L1 center dot 2HCl-L4 center dot 2HCl, of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)-pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl-2 and the corresponding palladium(II) complexes 1-4, were prepared and characterized by IR, H-1 NMR and C-13 NMR spectroscopy and elemental analysis. In vitro cytotoxicity of all compounds was determined against chronic lymphocytic leukemia cells (CLL). The compounds were found to exhibit higher antitumoral activity than cisplatin. The most active compound 2, [PdCl2{(S,S)-nPr(2)eddl}], was found to be 13.6 times more active than cisplatin on CLL cells.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti
VL  - 45
IS  - 9
SP  - 3601
EP  - 3606
DO  - 10.1016/j.ejmech.2010.05.005
ER  - 

@article{
author = "Vujic, Jelena M. and Cvijovic, Milica and Kaluđerović, Goran N. and Milovanovic, Marija and Zmejkovski, Bojana and Volarevic, Vladislav and Arsenijevic, Nebojsa and Sabo, Tibor and Trifunovic, Srecko R.",
year = "2010",
abstract = "Four novel bidentate N,N'-ligand precursors, including O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), L1 center dot 2HCl-L4 center dot 2HCl, of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)-pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl-2 and the corresponding palladium(II) complexes 1-4, were prepared and characterized by IR, H-1 NMR and C-13 NMR spectroscopy and elemental analysis. In vitro cytotoxicity of all compounds was determined against chronic lymphocytic leukemia cells (CLL). The compounds were found to exhibit higher antitumoral activity than cisplatin. The most active compound 2, [PdCl2{(S,S)-nPr(2)eddl}], was found to be 13.6 times more active than cisplatin on CLL cells.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti",
volume = "45",
number = "9",
pages = "3601-3606",
doi = "10.1016/j.ejmech.2010.05.005"
}

Vujic, J. M., Cvijovic, M., Kaluđerović, G. N., Milovanovic, M., Zmejkovski, B., Volarevic, V., Arsenijevic, N., Sabo, T.,& Trifunovic, S. R.. (2010). Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 45(9), 3601-3606.
https://doi.org/10.1016/j.ejmech.2010.05.005

Vujic JM, Cvijovic M, Kaluđerović GN, Milovanovic M, Zmejkovski B, Volarevic V, Arsenijevic N, Sabo T, Trifunovic SR. Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti. in European Journal of Medicinal Chemistry. 2010;45(9):3601-3606.
doi:10.1016/j.ejmech.2010.05.005 .

Vujic, Jelena M., Cvijovic, Milica, Kaluđerović, Goran N., Milovanovic, Marija, Zmejkovski, Bojana, Volarevic, Vladislav, Arsenijevic, Nebojsa, Sabo, Tibor, Trifunovic, Srecko R., "Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti" in European Journal of Medicinal Chemistry, 45, no. 9 (2010):3601-3606,
https://doi.org/10.1016/j.ejmech.2010.05.005 . .

TY  - JOUR
AU  - Stojanović, Ksenija
AU  - Jovančićević, Branimir
AU  - Šajnović, Aleksandra
AU  - Sabo, Tibor
AU  - Vitorović, Dragomir
AU  - Schwarzbauer, Jan
AU  - Golovko, Anatoly
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/554
AB  - This paper is aimed at investigating the origin and geological history of the biodegraded Gaj (Serbia) crude oil, based on comparison of biomarkers, particularly alkylaromatics, in crude oil maltene fraction, with those in the liquid raw asphaltene pyrolysis products. The content of asphaltenes in crude oils being generally very low, expecting a higher yield of pyrolysate, pyrolysis of raw asphaltenes was also carried out in the presence of Pt(IV)- and Ru(III)-ions. The used metal ions demonstrated positive effects on the yields of total liquid pyrolysate and corresponding hydrocarbons. Occluded maltene and asphaltene pyrolysis products showed that metal ions had considerably stronger effect on maturation changes in naphthalene and phenanthrene rings than in polycyclic alkanes. The values of maturity parameters observed in maltenes and pyrolysates suggested this crude oil to have been expelled from the source before the "oil window" maximum. The investigated sample of the Gaj crude oil was shown to be in the 4th stage of bio-degradation scale and to have originated from source rocks poor in clays, most probably carbonates, with significant contribution of algae to oil precursor biomass, deposited under a stratified saline water column.
PB  - Elsevier Sci Ltd, Oxford
T2  - Fuel
T1  - Pyrolysis and Pt(IV)- and Ru(III)-ion catalyzed pyrolysis of asphaltenes in organic geochemical investigation of a biodegraded crude oil (Gaj, Serbia)
VL  - 88
IS  - 2
SP  - 287
EP  - 296
DO  - 10.1016/j.fuel.2008.09.014
ER  - 

@article{
author = "Stojanović, Ksenija and Jovančićević, Branimir and Šajnović, Aleksandra and Sabo, Tibor and Vitorović, Dragomir and Schwarzbauer, Jan and Golovko, Anatoly",
year = "2009",
abstract = "This paper is aimed at investigating the origin and geological history of the biodegraded Gaj (Serbia) crude oil, based on comparison of biomarkers, particularly alkylaromatics, in crude oil maltene fraction, with those in the liquid raw asphaltene pyrolysis products. The content of asphaltenes in crude oils being generally very low, expecting a higher yield of pyrolysate, pyrolysis of raw asphaltenes was also carried out in the presence of Pt(IV)- and Ru(III)-ions. The used metal ions demonstrated positive effects on the yields of total liquid pyrolysate and corresponding hydrocarbons. Occluded maltene and asphaltene pyrolysis products showed that metal ions had considerably stronger effect on maturation changes in naphthalene and phenanthrene rings than in polycyclic alkanes. The values of maturity parameters observed in maltenes and pyrolysates suggested this crude oil to have been expelled from the source before the "oil window" maximum. The investigated sample of the Gaj crude oil was shown to be in the 4th stage of bio-degradation scale and to have originated from source rocks poor in clays, most probably carbonates, with significant contribution of algae to oil precursor biomass, deposited under a stratified saline water column.",
publisher = "Elsevier Sci Ltd, Oxford",
journal = "Fuel",
title = "Pyrolysis and Pt(IV)- and Ru(III)-ion catalyzed pyrolysis of asphaltenes in organic geochemical investigation of a biodegraded crude oil (Gaj, Serbia)",
volume = "88",
number = "2",
pages = "287-296",
doi = "10.1016/j.fuel.2008.09.014"
}

Stojanović, K., Jovančićević, B., Šajnović, A., Sabo, T., Vitorović, D., Schwarzbauer, J.,& Golovko, A.. (2009). Pyrolysis and Pt(IV)- and Ru(III)-ion catalyzed pyrolysis of asphaltenes in organic geochemical investigation of a biodegraded crude oil (Gaj, Serbia). in Fuel
Elsevier Sci Ltd, Oxford., 88(2), 287-296.
https://doi.org/10.1016/j.fuel.2008.09.014

Stojanović K, Jovančićević B, Šajnović A, Sabo T, Vitorović D, Schwarzbauer J, Golovko A. Pyrolysis and Pt(IV)- and Ru(III)-ion catalyzed pyrolysis of asphaltenes in organic geochemical investigation of a biodegraded crude oil (Gaj, Serbia). in Fuel. 2009;88(2):287-296.
doi:10.1016/j.fuel.2008.09.014 .

Stojanović, Ksenija, Jovančićević, Branimir, Šajnović, Aleksandra, Sabo, Tibor, Vitorović, Dragomir, Schwarzbauer, Jan, Golovko, Anatoly, "Pyrolysis and Pt(IV)- and Ru(III)-ion catalyzed pyrolysis of asphaltenes in organic geochemical investigation of a biodegraded crude oil (Gaj, Serbia)" in Fuel, 88, no. 2 (2009):287-296,
https://doi.org/10.1016/j.fuel.2008.09.014 . .

TY  - JOUR
AU  - Zmejkovski, Bojana
AU  - Kaluđerović, Goran N.
AU  - Gómez-Ruiz, S.
AU  - Žižak, Željko
AU  - Steinborn, D.
AU  - Schmidt, H.
AU  - Paschke, Reinhard
AU  - Juranić, Zorica
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/578
AB  - New R2eddip-type esters (R = cyclopentyl, L3·2HCl 1.5H2O; cyclohexyl, L4·2HCl·H2O) and corresponding palladium(II) complexes, [PdCl2L3] (3) and [PdCl2L4]·H2O (4), as well as [PdCl2L2] (2; L2 diisobutyl ester of eddip) were synthesized and characterized by IR, 1H and 13C NMR spectroscopies and elemental analysis. The crystal structure of L3·2HCl·2CHCl3 was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl2L1] (1). In vitro antiproliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes
VL  - 44
IS  - 9
SP  - 3452
EP  - 3458
DO  - 10.1016/j.ejmech.2009.02.002
ER  - 

@article{
author = "Zmejkovski, Bojana and Kaluđerović, Goran N. and Gómez-Ruiz, S. and Žižak, Željko and Steinborn, D. and Schmidt, H. and Paschke, Reinhard and Juranić, Zorica and Sabo, Tibor",
year = "2009",
abstract = "New R2eddip-type esters (R = cyclopentyl, L3·2HCl 1.5H2O; cyclohexyl, L4·2HCl·H2O) and corresponding palladium(II) complexes, [PdCl2L3] (3) and [PdCl2L4]·H2O (4), as well as [PdCl2L2] (2; L2 diisobutyl ester of eddip) were synthesized and characterized by IR, 1H and 13C NMR spectroscopies and elemental analysis. The crystal structure of L3·2HCl·2CHCl3 was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl2L1] (1). In vitro antiproliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes",
volume = "44",
number = "9",
pages = "3452-3458",
doi = "10.1016/j.ejmech.2009.02.002"
}

Zmejkovski, B., Kaluđerović, G. N., Gómez-Ruiz, S., Žižak, Ž., Steinborn, D., Schmidt, H., Paschke, R., Juranić, Z.,& Sabo, T.. (2009). Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 44(9), 3452-3458.
https://doi.org/10.1016/j.ejmech.2009.02.002

Zmejkovski B, Kaluđerović GN, Gómez-Ruiz S, Žižak Ž, Steinborn D, Schmidt H, Paschke R, Juranić Z, Sabo T. Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry. 2009;44(9):3452-3458.
doi:10.1016/j.ejmech.2009.02.002 .

Zmejkovski, Bojana, Kaluđerović, Goran N., Gómez-Ruiz, S., Žižak, Željko, Steinborn, D., Schmidt, H., Paschke, Reinhard, Juranić, Zorica, Sabo, Tibor, "Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes" in European Journal of Medicinal Chemistry, 44, no. 9 (2009):3452-3458,
https://doi.org/10.1016/j.ejmech.2009.02.002 . .

TY  - JOUR
AU  - Zmejkovski, Bojana
AU  - Kaluđerović, Goran N.
AU  - Gómez-Ruiz, Santiago
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/498
AB  - A new R2edda-type ester, diisobutyl (S,S)-2,2'-(1,2-ethane-diyldiimino) di(4-methylpentanoate) dihydrochloride, [(S,S)-H2iBu2eddl]Cl2, 1, and its palladium(II) complex, dichloro(diisobutyl (S,S)-2,2'-(1,2-ethanediyldiimino) di(4-methylpentanoate))palladium(II), [PdCl2{(S,S)-iBu2eddl}], 2, were synthesized and characterized by elemental analysis, as well as IR and NMR spectroscopy. It was found that complex 2 was obtained as mixture of two diastereoisomers, observed in NMR spectra. The crystal structure of compound 1 was determined by X-ray diffraction studies and is described. The isolated crystals consisted of one dicationic species [(S,S)-H2iBu2eddl]2+ and two Cl-. The crystal system was tetragonal with the space group P42. Hydrogen bonds significant for the manner of packing are N-H1N···Cl, 3.049(3) Å, 159(3)° and N-H2N···Cl, 3.100(3) Å, 164(3)°. An infinite chain was formed building a one layer structure, usual for these types of compounds. The C2 symmetry axis of the compound passes through the C1-C1i bond vector and lies perpendicular to the plane N2Cl2.
AB  - Novi estar R2edda-tipa diizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpen-tanoat)-dihidrohlorid [(S,S)-H2iBu2eddl]Cl2,1, i njegov kompleks paladijuma(II), dihlorodiizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpentanoat)-paladijum(II) [PdCl2{(S,S)-iBu2eddl}], 2, sintetisani su i okarakterisani uz pomoć elementalne analize, IR i NMR spektroskopije. Nađeno je da je kompleks 2 dobijen kao smeša dva dijastereoizomera, što je primećeno u NMR spektrima. Kristalna struktura 1 je rešena i opisana. Izolovani kristali se sastoje iz jedne dikatjonske vrste [(S,S)-H2iBu2eddl]2+ i dva Cl-. Kristalni sistem je tetragonalan sa prostornim grupom P42. Značajne vodonične veze za način pakovanja su N-H1N•••Cl, 3,049(3) Å, 159(3)°i N-H2N...Cl, 3,100(3) Å, 164(3)°. Time se formira beskonačan lanac i jednoslojna struktura, koji su uobičajeni za ove tipove struktura. Osa simetrije C2 jedinjenja prolazi kroz C1-C1i vektor veze i leži normalno na N2Cl2 ravan. PR Projekat Ministarstva nauke Republike Srbije, br. 142010.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization
T1  - Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo III - diizobutil-(s,s)-2,2'-(1,2,-etandiildiimino)-di(4-metilpentanoat)-dihidrohlorid i njegov kompleks sa paladijumom(II) - sinteza i karakterizacija
VL  - 74
IS  - 11
SP  - 1249
EP  - 1258
DO  - 10.2298/JSC0911249Z
ER  - 

@article{
author = "Zmejkovski, Bojana and Kaluđerović, Goran N. and Gómez-Ruiz, Santiago and Sabo, Tibor",
year = "2009",
abstract = "A new R2edda-type ester, diisobutyl (S,S)-2,2'-(1,2-ethane-diyldiimino) di(4-methylpentanoate) dihydrochloride, [(S,S)-H2iBu2eddl]Cl2, 1, and its palladium(II) complex, dichloro(diisobutyl (S,S)-2,2'-(1,2-ethanediyldiimino) di(4-methylpentanoate))palladium(II), [PdCl2{(S,S)-iBu2eddl}], 2, were synthesized and characterized by elemental analysis, as well as IR and NMR spectroscopy. It was found that complex 2 was obtained as mixture of two diastereoisomers, observed in NMR spectra. The crystal structure of compound 1 was determined by X-ray diffraction studies and is described. The isolated crystals consisted of one dicationic species [(S,S)-H2iBu2eddl]2+ and two Cl-. The crystal system was tetragonal with the space group P42. Hydrogen bonds significant for the manner of packing are N-H1N···Cl, 3.049(3) Å, 159(3)° and N-H2N···Cl, 3.100(3) Å, 164(3)°. An infinite chain was formed building a one layer structure, usual for these types of compounds. The C2 symmetry axis of the compound passes through the C1-C1i bond vector and lies perpendicular to the plane N2Cl2., Novi estar R2edda-tipa diizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpen-tanoat)-dihidrohlorid [(S,S)-H2iBu2eddl]Cl2,1, i njegov kompleks paladijuma(II), dihlorodiizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpentanoat)-paladijum(II) [PdCl2{(S,S)-iBu2eddl}], 2, sintetisani su i okarakterisani uz pomoć elementalne analize, IR i NMR spektroskopije. Nađeno je da je kompleks 2 dobijen kao smeša dva dijastereoizomera, što je primećeno u NMR spektrima. Kristalna struktura 1 je rešena i opisana. Izolovani kristali se sastoje iz jedne dikatjonske vrste [(S,S)-H2iBu2eddl]2+ i dva Cl-. Kristalni sistem je tetragonalan sa prostornim grupom P42. Značajne vodonične veze za način pakovanja su N-H1N•••Cl, 3,049(3) Å, 159(3)°i N-H2N...Cl, 3,100(3) Å, 164(3)°. Time se formira beskonačan lanac i jednoslojna struktura, koji su uobičajeni za ove tipove struktura. Osa simetrije C2 jedinjenja prolazi kroz C1-C1i vektor veze i leži normalno na N2Cl2 ravan. PR Projekat Ministarstva nauke Republike Srbije, br. 142010.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization, Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo III - diizobutil-(s,s)-2,2'-(1,2,-etandiildiimino)-di(4-metilpentanoat)-dihidrohlorid i njegov kompleks sa paladijumom(II) - sinteza i karakterizacija",
volume = "74",
number = "11",
pages = "1249-1258",
doi = "10.2298/JSC0911249Z"
}

Zmejkovski, B., Kaluđerović, G. N., Gómez-Ruiz, S.,& Sabo, T.. (2009). Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 74(11), 1249-1258.
https://doi.org/10.2298/JSC0911249Z

Zmejkovski B, Kaluđerović GN, Gómez-Ruiz S, Sabo T. Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization. in Journal of the Serbian Chemical Society. 2009;74(11):1249-1258.
doi:10.2298/JSC0911249Z .

Zmejkovski, Bojana, Kaluđerović, Goran N., Gómez-Ruiz, Santiago, Sabo, Tibor, "Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization" in Journal of the Serbian Chemical Society, 74, no. 11 (2009):1249-1258,
https://doi.org/10.2298/JSC0911249Z . .

TY  - JOUR
AU  - Gomez-Ruiz, Santiago
AU  - Kaluđerović, Goran N.
AU  - Prashar, Sanjiv
AU  - Polo-Ceron, Dorian
AU  - Fajardo, Mariano
AU  - Žižak, Željko
AU  - Sabo, Tibor
AU  - Juranić, Zorica
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4130
AB  - A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods.
The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human
myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear
cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds
[Ti{Me2Si(g5-C5Me4)(g5-C5H3{CMe2CH2CH2CH@CH2})}Cl2] (8), [Ti{Me(CH2@CH)Si(g5-C5Me4)(g5-C5H4)}Cl2] (9) and [Ti(g5-
C5H4{CMe2CH2CH2CH@CH2})2Cl2] (12) showed higher cytotoxic activities (IC50 values from 24  } 3 to 151  } 10 lM) relative to complexes
bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2@CH)Me2SiCH2CH2}Si(g5-
C5Me4)(g5-C5H4)}Cl2] (10) and [Ti{Me{(CH2@CH)3SiCH2CH2}Si(g5-C5Me4)(g5-C5H4)}Cl2] (11) which causes a dramatic decrease
of the cytotoxicity (IC50 values from 155  } 9 to >200 lM). In addition, the synthesis of the analogous niobocene complex [Nb(g5-
C5H4{CMe2CH2CH2CH=CH2})2Cl2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8,
9 and 12 and the X-ray crystal structure of 13 are reported.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs
VL  - 102
IS  - 8
SP  - 1558
EP  - 1570
DO  - 10.1016/j.jinorgbio.2008.02.001
ER  - 

@article{
author = "Gomez-Ruiz, Santiago and Kaluđerović, Goran N. and Prashar, Sanjiv and Polo-Ceron, Dorian and Fajardo, Mariano and Žižak, Željko and Sabo, Tibor and Juranić, Zorica",
year = "2008",
abstract = "A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods.
The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human
myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear
cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds
[Ti{Me2Si(g5-C5Me4)(g5-C5H3{CMe2CH2CH2CH@CH2})}Cl2] (8), [Ti{Me(CH2@CH)Si(g5-C5Me4)(g5-C5H4)}Cl2] (9) and [Ti(g5-
C5H4{CMe2CH2CH2CH@CH2})2Cl2] (12) showed higher cytotoxic activities (IC50 values from 24  } 3 to 151  } 10 lM) relative to complexes
bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2@CH)Me2SiCH2CH2}Si(g5-
C5Me4)(g5-C5H4)}Cl2] (10) and [Ti{Me{(CH2@CH)3SiCH2CH2}Si(g5-C5Me4)(g5-C5H4)}Cl2] (11) which causes a dramatic decrease
of the cytotoxicity (IC50 values from 155  } 9 to >200 lM). In addition, the synthesis of the analogous niobocene complex [Nb(g5-
C5H4{CMe2CH2CH2CH=CH2})2Cl2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8,
9 and 12 and the X-ray crystal structure of 13 are reported.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs",
volume = "102",
number = "8",
pages = "1558-1570",
doi = "10.1016/j.jinorgbio.2008.02.001"
}

Gomez-Ruiz, S., Kaluđerović, G. N., Prashar, S., Polo-Ceron, D., Fajardo, M., Žižak, Ž., Sabo, T.,& Juranić, Z.. (2008). Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry
Elsevier., 102(8), 1558-1570.
https://doi.org/10.1016/j.jinorgbio.2008.02.001

Gomez-Ruiz S, Kaluđerović GN, Prashar S, Polo-Ceron D, Fajardo M, Žižak Ž, Sabo T, Juranić Z. Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry. 2008;102(8):1558-1570.
doi:10.1016/j.jinorgbio.2008.02.001 .

Gomez-Ruiz, Santiago, Kaluđerović, Goran N., Prashar, Sanjiv, Polo-Ceron, Dorian, Fajardo, Mariano, Žižak, Željko, Sabo, Tibor, Juranić, Zorica, "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs" in Journal of Inorganic Biochemistry, 102, no. 8 (2008):1558-1570,
https://doi.org/10.1016/j.jinorgbio.2008.02.001 . .

TY  - JOUR
AU  - Krajčinović, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Žižak, Željko
AU  - Juranić, Zorica
AU  - Trifunović, Srećko R.
AU  - Sabo, Tibor
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4330
AB  - Syntheses of two novel ligand precursors O,O′-diisopropyl- (1a) and O,O′-diisobutyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, 1H and 13C spectroscopy and elemental analysis. Crystal structures were determined for 1a and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(μM) values for the most active compound 3a were: 30.48 ± 2.54; 12.26 ± 2.60; 13.68 ± 3.22; 80.18 ± 24.07 and 71.30 ± 21.70, respectively.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes
VL  - 102
IS  - 4
SP  - 892
EP  - 900
DO  - 10.1016/j.jinorgbio.2007.12.009
ER  - 

@article{
author = "Krajčinović, Bojana B. and Kaluđerović, Goran N. and Steinborn, Dirk and Schmidt, Harry and Wagner, Christoph and Žižak, Željko and Juranić, Zorica and Trifunović, Srećko R. and Sabo, Tibor",
year = "2008",
abstract = "Syntheses of two novel ligand precursors O,O′-diisopropyl- (1a) and O,O′-diisobutyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, 1H and 13C spectroscopy and elemental analysis. Crystal structures were determined for 1a and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(μM) values for the most active compound 3a were: 30.48 ± 2.54; 12.26 ± 2.60; 13.68 ± 3.22; 80.18 ± 24.07 and 71.30 ± 21.70, respectively.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes",
volume = "102",
number = "4",
pages = "892-900",
doi = "10.1016/j.jinorgbio.2007.12.009"
}

Krajčinović, B. B., Kaluđerović, G. N., Steinborn, D., Schmidt, H., Wagner, C., Žižak, Ž., Juranić, Z., Trifunović, S. R.,& Sabo, T.. (2008). Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry
Elsevier., 102(4), 892-900.
https://doi.org/10.1016/j.jinorgbio.2007.12.009

Krajčinović BB, Kaluđerović GN, Steinborn D, Schmidt H, Wagner C, Žižak Ž, Juranić Z, Trifunović SR, Sabo T. Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry. 2008;102(4):892-900.
doi:10.1016/j.jinorgbio.2007.12.009 .

Krajčinović, Bojana B., Kaluđerović, Goran N., Steinborn, Dirk, Schmidt, Harry, Wagner, Christoph, Žižak, Željko, Juranić, Zorica, Trifunović, Srećko R., Sabo, Tibor, "Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes" in Journal of Inorganic Biochemistry, 102, no. 4 (2008):892-900,
https://doi.org/10.1016/j.jinorgbio.2007.12.009 . .