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  - Čobeljić, Božidar
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Gligorijević, Nevenka
AU  - Sladić, Dušan
AU  - Radulovic, Sinisa
AU  - Jovanovic, Katarina
AU  - Anđelković, Katarina
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2039
AB  - Square-planar azido Ni(II) complex with condensation product of 2-(diphenylphosphino)benzaldehyde and Girard's T reagent was synthesized and its crystal structure was determined. Cytotoxic activity of the azido complex and previously synthesized isothiocyanato, cyanato and chlorido Ni(II) complexes with this ligand was examined on six tumor cell lines (HeLa, A549, K562, MDA-MB-453, MDA-MB-361 and LS-174) and two normal cell line (MRC-5 and BEAS-2B). All the investigated nickel(II) complexes were cytotoxic against all tumor cell lines. The newly synthesized azido complex showed selectivity to HeLa and A549 tumor cell lines compared to the normal cells (for A549 IC50 was similar to that of cisplatin). Azido complex interferes with cell cycle phase distribution of A549 and HeLa cells and possesses nuclease activity towards supercoiled DNA. The observed selectivity of the azido complex for some tumor cell lines can be connected with its strong DNA damaging activity.
PB  - Springer, New York
T2  - Journal of Biological Inorganic Chemistry
T1  - Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides
VL  - 21
IS  - 2
SP  - 145
EP  - 162
DO  - 10.1007/s00775-015-1315-x
ER  - 

@article{
author = "Čobeljić, Božidar and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Vujčić, Miroslava and Janović, Barbara and Gligorijević, Nevenka and Sladić, Dušan and Radulovic, Sinisa and Jovanovic, Katarina and Anđelković, Katarina",
year = "2016",
abstract = "Square-planar azido Ni(II) complex with condensation product of 2-(diphenylphosphino)benzaldehyde and Girard's T reagent was synthesized and its crystal structure was determined. Cytotoxic activity of the azido complex and previously synthesized isothiocyanato, cyanato and chlorido Ni(II) complexes with this ligand was examined on six tumor cell lines (HeLa, A549, K562, MDA-MB-453, MDA-MB-361 and LS-174) and two normal cell line (MRC-5 and BEAS-2B). All the investigated nickel(II) complexes were cytotoxic against all tumor cell lines. The newly synthesized azido complex showed selectivity to HeLa and A549 tumor cell lines compared to the normal cells (for A549 IC50 was similar to that of cisplatin). Azido complex interferes with cell cycle phase distribution of A549 and HeLa cells and possesses nuclease activity towards supercoiled DNA. The observed selectivity of the azido complex for some tumor cell lines can be connected with its strong DNA damaging activity.",
publisher = "Springer, New York",
journal = "Journal of Biological Inorganic Chemistry",
title = "Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides",
volume = "21",
number = "2",
pages = "145-162",
doi = "10.1007/s00775-015-1315-x"
}

Čobeljić, B., Milenković, M. R., Pevec, A., Turel, I., Vujčić, M., Janović, B., Gligorijević, N., Sladić, D., Radulovic, S., Jovanovic, K.,& Anđelković, K.. (2016). Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides. in Journal of Biological Inorganic Chemistry
Springer, New York., 21(2), 145-162.
https://doi.org/10.1007/s00775-015-1315-x

Čobeljić B, Milenković MR, Pevec A, Turel I, Vujčić M, Janović B, Gligorijević N, Sladić D, Radulovic S, Jovanovic K, Anđelković K. Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides. in Journal of Biological Inorganic Chemistry. 2016;21(2):145-162.
doi:10.1007/s00775-015-1315-x .

Čobeljić, Božidar, Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Vujčić, Miroslava, Janović, Barbara, Gligorijević, Nevenka, Sladić, Dušan, Radulovic, Sinisa, Jovanovic, Katarina, Anđelković, Katarina, "Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides" in Journal of Biological Inorganic Chemistry, 21, no. 2 (2016):145-162,
https://doi.org/10.1007/s00775-015-1315-x . .

TY  - JOUR
AU  - Jovanovic, Katarina K.
AU  - Tanic, Miljana
AU  - Ivanovic, Ivanka
AU  - Gligorijević, Nevenka
AU  - Dojčinović, Biljana
AU  - Radulovic, Sinisa
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4386
AB  - Ruthenium(II)-arene complexes are promising drug candidates for the therapy of solid tumors. In previous work, seven new compounds of the general formula [Ru(eta(6)-p-cymene)(L1-7)Cl] were synthesized and characterized, of which the complex with L = isoquinoline-3-carboxylic acid (RuT7) was two times as active on HeLa cells compared to normal cell line MRC-5, as indicated by ICso values determined after 48 h of incubation (45.4 +/- 3.0 vs. 842 +/- 5.7 mu M, respectively). In the present study, cell cycle analysis of HeLa cells treated with RuT7 showed S phase arrest and an increase in sub-G1 population. The apoptotic potential of the title compound was confirmed with the Annexin V-FITC/PI assay together with a morphological evaluation of cells using fluorescent microscopy. Analysis of the intracellular accumulation of ruthenium showed 8.9 ng Ru/10(6) cells after 6 h of incubation. To gain further insight in the molecular mechanism of action of RuT7 on HeLa cells, a whole-transcriptome microarray gene expression analysis was performed. Analysis of functional categories and signaling and biochemical pathways associated with the response of HeLa cells to treatment with RuT7 showed that it leads the cells through the intrinsic (mitochondrial) apoptotic pathway, via indirect DNA damage due to the action of reactive oxygen species, and through direct DNA binding of RuT7. Statistical analysis for enrichment of gene sets associated with known drug-induced toxicities identified fewer associated toxicity profiles in RuT7-treated cells compared to cisplatin treatment. Altogether these results provide the basis for further development of RuT7 in animal and pre-clinical studies as a potential drug candidate.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand
VL  - 163
SP  - 362
EP  - 373
DO  - 10.1016/j.jinorgbio.2016.04.011
ER  - 

@article{
author = "Jovanovic, Katarina K. and Tanic, Miljana and Ivanovic, Ivanka and Gligorijević, Nevenka and Dojčinović, Biljana and Radulovic, Sinisa",
year = "2016",
abstract = "Ruthenium(II)-arene complexes are promising drug candidates for the therapy of solid tumors. In previous work, seven new compounds of the general formula [Ru(eta(6)-p-cymene)(L1-7)Cl] were synthesized and characterized, of which the complex with L = isoquinoline-3-carboxylic acid (RuT7) was two times as active on HeLa cells compared to normal cell line MRC-5, as indicated by ICso values determined after 48 h of incubation (45.4 +/- 3.0 vs. 842 +/- 5.7 mu M, respectively). In the present study, cell cycle analysis of HeLa cells treated with RuT7 showed S phase arrest and an increase in sub-G1 population. The apoptotic potential of the title compound was confirmed with the Annexin V-FITC/PI assay together with a morphological evaluation of cells using fluorescent microscopy. Analysis of the intracellular accumulation of ruthenium showed 8.9 ng Ru/10(6) cells after 6 h of incubation. To gain further insight in the molecular mechanism of action of RuT7 on HeLa cells, a whole-transcriptome microarray gene expression analysis was performed. Analysis of functional categories and signaling and biochemical pathways associated with the response of HeLa cells to treatment with RuT7 showed that it leads the cells through the intrinsic (mitochondrial) apoptotic pathway, via indirect DNA damage due to the action of reactive oxygen species, and through direct DNA binding of RuT7. Statistical analysis for enrichment of gene sets associated with known drug-induced toxicities identified fewer associated toxicity profiles in RuT7-treated cells compared to cisplatin treatment. Altogether these results provide the basis for further development of RuT7 in animal and pre-clinical studies as a potential drug candidate.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand",
volume = "163",
pages = "362-373",
doi = "10.1016/j.jinorgbio.2016.04.011"
}

Jovanovic, K. K., Tanic, M., Ivanovic, I., Gligorijević, N., Dojčinović, B.,& Radulovic, S.. (2016). Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand. in Journal of Inorganic Biochemistry
Elsevier., 163, 362-373.
https://doi.org/10.1016/j.jinorgbio.2016.04.011

Jovanovic KK, Tanic M, Ivanovic I, Gligorijević N, Dojčinović B, Radulovic S. Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand. in Journal of Inorganic Biochemistry. 2016;163:362-373.
doi:10.1016/j.jinorgbio.2016.04.011 .

Jovanovic, Katarina K., Tanic, Miljana, Ivanovic, Ivanka, Gligorijević, Nevenka, Dojčinović, Biljana, Radulovic, Sinisa, "Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand" in Journal of Inorganic Biochemistry, 163 (2016):362-373,
https://doi.org/10.1016/j.jinorgbio.2016.04.011 . .

TY  - JOUR
AU  - Jovanovic, Katarina K.
AU  - Tanic, Miljana
AU  - Ivanovic, Ivanka
AU  - Gligorijević, Nevenka
AU  - Dojčinović, Biljana
AU  - Radulovic, Sinisa
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1984
AB  - Ruthenium(II)-arene complexes are promising drug candidates for the therapy of solid tumors. In previous work, seven new compounds of the general formula [Ru(eta(6)-p-cymene)(L1-7)Cl] were synthesized and characterized, of which the complex with L = isoquinoline-3-carboxylic acid (RuT7) was two times as active on HeLa cells compared to normal cell line MRC-5, as indicated by ICso values determined after 48 h of incubation (45.4 +/- 3.0 vs. 842 +/- 5.7 mu M, respectively). In the present study, cell cycle analysis of HeLa cells treated with RuT7 showed S phase arrest and an increase in sub-G1 population. The apoptotic potential of the title compound was confirmed with the Annexin V-FITC/PI assay together with a morphological evaluation of cells using fluorescent microscopy. Analysis of the intracellular accumulation of ruthenium showed 8.9 ng Ru/10(6) cells after 6 h of incubation. To gain further insight in the molecular mechanism of action of RuT7 on HeLa cells, a whole-transcriptome microarray gene expression analysis was performed. Analysis of functional categories and signaling and biochemical pathways associated with the response of HeLa cells to treatment with RuT7 showed that it leads the cells through the intrinsic (mitochondrial) apoptotic pathway, via indirect DNA damage due to the action of reactive oxygen species, and through direct DNA binding of RuT7. Statistical analysis for enrichment of gene sets associated with known drug-induced toxicities identified fewer associated toxicity profiles in RuT7-treated cells compared to cisplatin treatment. Altogether these results provide the basis for further development of RuT7 in animal and pre-clinical studies as a potential drug candidate.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand
VL  - 163
SP  - 362
EP  - 373
DO  - 10.1016/j.jinorgbio.2016.04.011
ER  - 

@article{
author = "Jovanovic, Katarina K. and Tanic, Miljana and Ivanovic, Ivanka and Gligorijević, Nevenka and Dojčinović, Biljana and Radulovic, Sinisa",
year = "2016",
abstract = "Ruthenium(II)-arene complexes are promising drug candidates for the therapy of solid tumors. In previous work, seven new compounds of the general formula [Ru(eta(6)-p-cymene)(L1-7)Cl] were synthesized and characterized, of which the complex with L = isoquinoline-3-carboxylic acid (RuT7) was two times as active on HeLa cells compared to normal cell line MRC-5, as indicated by ICso values determined after 48 h of incubation (45.4 +/- 3.0 vs. 842 +/- 5.7 mu M, respectively). In the present study, cell cycle analysis of HeLa cells treated with RuT7 showed S phase arrest and an increase in sub-G1 population. The apoptotic potential of the title compound was confirmed with the Annexin V-FITC/PI assay together with a morphological evaluation of cells using fluorescent microscopy. Analysis of the intracellular accumulation of ruthenium showed 8.9 ng Ru/10(6) cells after 6 h of incubation. To gain further insight in the molecular mechanism of action of RuT7 on HeLa cells, a whole-transcriptome microarray gene expression analysis was performed. Analysis of functional categories and signaling and biochemical pathways associated with the response of HeLa cells to treatment with RuT7 showed that it leads the cells through the intrinsic (mitochondrial) apoptotic pathway, via indirect DNA damage due to the action of reactive oxygen species, and through direct DNA binding of RuT7. Statistical analysis for enrichment of gene sets associated with known drug-induced toxicities identified fewer associated toxicity profiles in RuT7-treated cells compared to cisplatin treatment. Altogether these results provide the basis for further development of RuT7 in animal and pre-clinical studies as a potential drug candidate.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand",
volume = "163",
pages = "362-373",
doi = "10.1016/j.jinorgbio.2016.04.011"
}

Jovanovic, K. K., Tanic, M., Ivanovic, I., Gligorijević, N., Dojčinović, B.,& Radulovic, S.. (2016). Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 163, 362-373.
https://doi.org/10.1016/j.jinorgbio.2016.04.011

Jovanovic KK, Tanic M, Ivanovic I, Gligorijević N, Dojčinović B, Radulovic S. Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand. in Journal of Inorganic Biochemistry. 2016;163:362-373.
doi:10.1016/j.jinorgbio.2016.04.011 .

Jovanovic, Katarina K., Tanic, Miljana, Ivanovic, Ivanka, Gligorijević, Nevenka, Dojčinović, Biljana, Radulovic, Sinisa, "Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand" in Journal of Inorganic Biochemistry, 163 (2016):362-373,
https://doi.org/10.1016/j.jinorgbio.2016.04.011 . .

TY  - JOUR
AU  - Kuhn, Paul-Steffen
AU  - Cremer, Laura
AU  - Gavriluta, Anatolie
AU  - Jovanovic, Katarina K
AU  - Filipovic, Lana
AU  - Hummer, Alfred A
AU  - Buechel, Gabriel E
AU  - Dojčinović, Biljana
AU  - Meier, Samuel M
AU  - Rompel, Annette
AU  - Radulovic, Sinisa
AU  - Tommasino, Jean Bernard
AU  - Luneau, Dominique
AU  - Arion, Vladimir B
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1680
AB  - A series of heteropentanuclear oxalate-bridged Ru(NO)-Ln (4d-4f) metal complexes of the general formula (nBu(4)N)(5)[Ln{RuCl3(-ox)(NO)}(4)], where Ln=Y (2), Gd (3), Tb (4), Dy (5) and ox=oxalate anion, were obtained by treatment of (nBu(4)N)(2)[RuCl3(ox)(NO)] (1) with the respective lanthanide salt in 4:1 molar ratio. The compounds were characterized by elemental analysis, IR spectroscopy, electrospray ionization (ESI) mass spectrometry, while 1, 2, and 5 were in addition analyzed by X-ray crystallography, 1 by Ru K-edge XAS and 1 and 2 by (CNMR)-C-13 spectroscopy. X-ray diffraction showed that in 2 and 5 four complex anions [RuCl3(ox)(NO)](2-) are coordinated to Y-III and Dy-III, respectively, with formation of [Ln{RuCl3(-ox)(NO)}(4)](5-) (Ln=Y, Dy). While Y-III is eight-coordinate in 2, Dy-III is nine-coordinate in 5, with an additional coordination of an EtOH molecule. The negative charge is counterbalanced by five nBu(4)N(+) ions present in the crystal structure. The stability of complexes 2 and 5 in aqueous medium was monitored by UV/Vis spectroscopy. The antiproliferative activity of ruthenium-lanthanide complexes 2-5 were assayed in two human cancer cell lines (HeLa and A549) and in a noncancerous cell line (MRC-5) and compared with those obtained for the previously reported Os(NO)-Ln (5d-4f) analogues (nBu(4)N)(5)[Ln{OsCl3(ox)(NO)}(4)] (Ln=Y (6), Gd (7), Tb (8), Dy (9)). Complexes 2-5 were found to be slightly more active than 1 in inhibiting the proliferation of HeLa and A549 cells, and significantly more cytotoxic than 5d-4f metal complexes 6-9 in terms of IC50 values. The highest antiproliferative activity with IC50 values of 20.0 and 22.4M was found for 4 in HeLa and A549 cell lines, respectively. These cytotoxicity results are in accord with the presented ICP-MS data, indicating five- to eightfold greater accumulation of ruthenium versus osmium in human A549 cancer cells.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry-A European Journal
T1  - Heteropentanuclear Oxalato-Bridged nd-4f (n=4, 5) Metal Complexes with NO Ligand: Synthesis, Crystal Structures, Aqueous Stability and Antiproliferative Activity
VL  - 21
IS  - 39
SP  - 13703
EP  - 13713
DO  - 10.1002/chem.201502026
ER  - 

@article{
author = "Kuhn, Paul-Steffen and Cremer, Laura and Gavriluta, Anatolie and Jovanovic, Katarina K and Filipovic, Lana and Hummer, Alfred A and Buechel, Gabriel E and Dojčinović, Biljana and Meier, Samuel M and Rompel, Annette and Radulovic, Sinisa and Tommasino, Jean Bernard and Luneau, Dominique and Arion, Vladimir B",
year = "2015",
abstract = "A series of heteropentanuclear oxalate-bridged Ru(NO)-Ln (4d-4f) metal complexes of the general formula (nBu(4)N)(5)[Ln{RuCl3(-ox)(NO)}(4)], where Ln=Y (2), Gd (3), Tb (4), Dy (5) and ox=oxalate anion, were obtained by treatment of (nBu(4)N)(2)[RuCl3(ox)(NO)] (1) with the respective lanthanide salt in 4:1 molar ratio. The compounds were characterized by elemental analysis, IR spectroscopy, electrospray ionization (ESI) mass spectrometry, while 1, 2, and 5 were in addition analyzed by X-ray crystallography, 1 by Ru K-edge XAS and 1 and 2 by (CNMR)-C-13 spectroscopy. X-ray diffraction showed that in 2 and 5 four complex anions [RuCl3(ox)(NO)](2-) are coordinated to Y-III and Dy-III, respectively, with formation of [Ln{RuCl3(-ox)(NO)}(4)](5-) (Ln=Y, Dy). While Y-III is eight-coordinate in 2, Dy-III is nine-coordinate in 5, with an additional coordination of an EtOH molecule. The negative charge is counterbalanced by five nBu(4)N(+) ions present in the crystal structure. The stability of complexes 2 and 5 in aqueous medium was monitored by UV/Vis spectroscopy. The antiproliferative activity of ruthenium-lanthanide complexes 2-5 were assayed in two human cancer cell lines (HeLa and A549) and in a noncancerous cell line (MRC-5) and compared with those obtained for the previously reported Os(NO)-Ln (5d-4f) analogues (nBu(4)N)(5)[Ln{OsCl3(ox)(NO)}(4)] (Ln=Y (6), Gd (7), Tb (8), Dy (9)). Complexes 2-5 were found to be slightly more active than 1 in inhibiting the proliferation of HeLa and A549 cells, and significantly more cytotoxic than 5d-4f metal complexes 6-9 in terms of IC50 values. The highest antiproliferative activity with IC50 values of 20.0 and 22.4M was found for 4 in HeLa and A549 cell lines, respectively. These cytotoxicity results are in accord with the presented ICP-MS data, indicating five- to eightfold greater accumulation of ruthenium versus osmium in human A549 cancer cells.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry-A European Journal",
title = "Heteropentanuclear Oxalato-Bridged nd-4f (n=4, 5) Metal Complexes with NO Ligand: Synthesis, Crystal Structures, Aqueous Stability and Antiproliferative Activity",
volume = "21",
number = "39",
pages = "13703-13713",
doi = "10.1002/chem.201502026"
}

Kuhn, P., Cremer, L., Gavriluta, A., Jovanovic, K. K., Filipovic, L., Hummer, A. A., Buechel, G. E., Dojčinović, B., Meier, S. M., Rompel, A., Radulovic, S., Tommasino, J. B., Luneau, D.,& Arion, V. B.. (2015). Heteropentanuclear Oxalato-Bridged nd-4f (n=4, 5) Metal Complexes with NO Ligand: Synthesis, Crystal Structures, Aqueous Stability and Antiproliferative Activity. in Chemistry-A European Journal
Wiley-V C H Verlag Gmbh, Weinheim., 21(39), 13703-13713.
https://doi.org/10.1002/chem.201502026

Kuhn P, Cremer L, Gavriluta A, Jovanovic KK, Filipovic L, Hummer AA, Buechel GE, Dojčinović B, Meier SM, Rompel A, Radulovic S, Tommasino JB, Luneau D, Arion VB. Heteropentanuclear Oxalato-Bridged nd-4f (n=4, 5) Metal Complexes with NO Ligand: Synthesis, Crystal Structures, Aqueous Stability and Antiproliferative Activity. in Chemistry-A European Journal. 2015;21(39):13703-13713.
doi:10.1002/chem.201502026 .

Kuhn, Paul-Steffen, Cremer, Laura, Gavriluta, Anatolie, Jovanovic, Katarina K, Filipovic, Lana, Hummer, Alfred A, Buechel, Gabriel E, Dojčinović, Biljana, Meier, Samuel M, Rompel, Annette, Radulovic, Sinisa, Tommasino, Jean Bernard, Luneau, Dominique, Arion, Vladimir B, "Heteropentanuclear Oxalato-Bridged nd-4f (n=4, 5) Metal Complexes with NO Ligand: Synthesis, Crystal Structures, Aqueous Stability and Antiproliferative Activity" in Chemistry-A European Journal, 21, no. 39 (2015):13703-13713,
https://doi.org/10.1002/chem.201502026 . .

TY  - JOUR
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Vujčić, Miroslava
AU  - Milenković, Marina
AU  - Jovanovic, Katarina
AU  - Gligorijević, Nevenka
AU  - Radulovic, Sinisa
AU  - Swart, Marcel
AU  - Gruden-Pavlović, Maja
AU  - Adaila, Kawther
AU  - Čobeljić, Božidar
AU  - Anđelković, Katarina
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1464
AB  - Three square-planar complexes of Ni(II) with condensation derivative of 2-(diphenylphosphino)benzaldehyde and 4-phenylsemicarbazide and monodentate pseudohalides have been synthesized and characterized on the basis of the results of X-ray. NMR and IR spectroscopy and elemental analysis. Investigated complexes exhibited moderate antibacterial and cytotoxic activity. The most pronounced cytotoxic activity (in the range of cisplatin) to HeLa cell line was observed for ligand and all the complexes. Azido complex and ligand induced concentration dependent cell cycle arrest in the S phase, as well as decrease of percentage of cells in G1 phase, without significant increase of apoptotic fraction of cells. The interaction of the azido complex and ligand with CT-DNA results in changes in UV-Vis spectra typical for non-covalent bonding. The observed intrinsic binding constant of azido complex CT-DNA and ligand-CT-DNA were 3.22 x 10(5) M-1 and 2.79 x 10(5) M-1. The results of DNA cleavage experiments showed that azido complex nicked supercoiled plasmid DNA.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II
VL  - 87
SP  - 284
EP  - 297
DO  - 10.1016/j.ejmech.2014.06.079
ER  - 

@article{
author = "Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Vujčić, Miroslava and Milenković, Marina and Jovanovic, Katarina and Gligorijević, Nevenka and Radulovic, Sinisa and Swart, Marcel and Gruden-Pavlović, Maja and Adaila, Kawther and Čobeljić, Božidar and Anđelković, Katarina",
year = "2014",
abstract = "Three square-planar complexes of Ni(II) with condensation derivative of 2-(diphenylphosphino)benzaldehyde and 4-phenylsemicarbazide and monodentate pseudohalides have been synthesized and characterized on the basis of the results of X-ray. NMR and IR spectroscopy and elemental analysis. Investigated complexes exhibited moderate antibacterial and cytotoxic activity. The most pronounced cytotoxic activity (in the range of cisplatin) to HeLa cell line was observed for ligand and all the complexes. Azido complex and ligand induced concentration dependent cell cycle arrest in the S phase, as well as decrease of percentage of cells in G1 phase, without significant increase of apoptotic fraction of cells. The interaction of the azido complex and ligand with CT-DNA results in changes in UV-Vis spectra typical for non-covalent bonding. The observed intrinsic binding constant of azido complex CT-DNA and ligand-CT-DNA were 3.22 x 10(5) M-1 and 2.79 x 10(5) M-1. The results of DNA cleavage experiments showed that azido complex nicked supercoiled plasmid DNA.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II",
volume = "87",
pages = "284-297",
doi = "10.1016/j.ejmech.2014.06.079"
}

Milenković, M. R., Pevec, A., Turel, I., Vujčić, M., Milenković, M., Jovanovic, K., Gligorijević, N., Radulovic, S., Swart, M., Gruden-Pavlović, M., Adaila, K., Čobeljić, B.,& Anđelković, K.. (2014). Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 87, 284-297.
https://doi.org/10.1016/j.ejmech.2014.06.079

Milenković MR, Pevec A, Turel I, Vujčić M, Milenković M, Jovanovic K, Gligorijević N, Radulovic S, Swart M, Gruden-Pavlović M, Adaila K, Čobeljić B, Anđelković K. Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II. in European Journal of Medicinal Chemistry. 2014;87:284-297.
doi:10.1016/j.ejmech.2014.06.079 .

Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Vujčić, Miroslava, Milenković, Marina, Jovanovic, Katarina, Gligorijević, Nevenka, Radulovic, Sinisa, Swart, Marcel, Gruden-Pavlović, Maja, Adaila, Kawther, Čobeljić, Božidar, Anđelković, Katarina, "Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II" in European Journal of Medicinal Chemistry, 87 (2014):284-297,
https://doi.org/10.1016/j.ejmech.2014.06.079 . .

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  - Milenković, Milica R.
AU  - Bacchi, Alessia
AU  - Cantoni, Giulia
AU  - Radulovic, Sinisa
AU  - Gligorijević, Nevenka
AU  - Arandelovic, Sandra
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Mitić, Dragana
AU  - Anđelković, Katarina
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1356
AB  - A cobalt(III) complex with the condensation derivative of 2-(diphenylphosphino) benzaldehyde and ethyl carbazate was synthesized. X-ray crystal structure was determined for both the ligand and the complex. In the cobalt(III) complex two deprotonated ligand molecules coordinate the metal atom in a distorted octahedral geometry by chelation through the PNO donor system formed by the phosphorus, the imine nitrogen and the carbonyl oxygen. The complex showed a moderate antibacterial activity and a strong cytotoxic activity, stronger than cisplatin. Based on cell cycle progression, apoptotic assays, spectroscopic and electrophoretic studies, it was shown that high cytotoxicity and moderate potential of induction of apoptosis are not consequence of interactions with DNA.
PB  - Elsevier Science Sa, Lausanne
T2  - Inorganica Chimica Acta
T1  - Synthesis, characterisation and biological activity of Co(III) complex with the condensation product of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate
VL  - 395
SP  - 33
EP  - 43
DO  - 10.1016/j.ica.2012.09.043
ER  - 

@article{
author = "Milenković, Milica R. and Bacchi, Alessia and Cantoni, Giulia and Radulovic, Sinisa and Gligorijević, Nevenka and Arandelovic, Sandra and Sladić, Dušan and Vujčić, Miroslava and Mitić, Dragana and Anđelković, Katarina",
year = "2013",
abstract = "A cobalt(III) complex with the condensation derivative of 2-(diphenylphosphino) benzaldehyde and ethyl carbazate was synthesized. X-ray crystal structure was determined for both the ligand and the complex. In the cobalt(III) complex two deprotonated ligand molecules coordinate the metal atom in a distorted octahedral geometry by chelation through the PNO donor system formed by the phosphorus, the imine nitrogen and the carbonyl oxygen. The complex showed a moderate antibacterial activity and a strong cytotoxic activity, stronger than cisplatin. Based on cell cycle progression, apoptotic assays, spectroscopic and electrophoretic studies, it was shown that high cytotoxicity and moderate potential of induction of apoptosis are not consequence of interactions with DNA.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Inorganica Chimica Acta",
title = "Synthesis, characterisation and biological activity of Co(III) complex with the condensation product of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate",
volume = "395",
pages = "33-43",
doi = "10.1016/j.ica.2012.09.043"
}

Milenković, M. R., Bacchi, A., Cantoni, G., Radulovic, S., Gligorijević, N., Arandelovic, S., Sladić, D., Vujčić, M., Mitić, D.,& Anđelković, K.. (2013). Synthesis, characterisation and biological activity of Co(III) complex with the condensation product of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate. in Inorganica Chimica Acta
Elsevier Science Sa, Lausanne., 395, 33-43.
https://doi.org/10.1016/j.ica.2012.09.043

Milenković MR, Bacchi A, Cantoni G, Radulovic S, Gligorijević N, Arandelovic S, Sladić D, Vujčić M, Mitić D, Anđelković K. Synthesis, characterisation and biological activity of Co(III) complex with the condensation product of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate. in Inorganica Chimica Acta. 2013;395:33-43.
doi:10.1016/j.ica.2012.09.043 .

Milenković, Milica R., Bacchi, Alessia, Cantoni, Giulia, Radulovic, Sinisa, Gligorijević, Nevenka, Arandelovic, Sandra, Sladić, Dušan, Vujčić, Miroslava, Mitić, Dragana, Anđelković, Katarina, "Synthesis, characterisation and biological activity of Co(III) complex with the condensation product of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate" in Inorganica Chimica Acta, 395 (2013):33-43,
https://doi.org/10.1016/j.ica.2012.09.043 . .

TY  - JOUR
AU  - Milenković, Milica R.
AU  - Bacchi, Alessia
AU  - Cantoni, Giulia
AU  - Vilipić, Jovana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Gligorijević, Nevenka
AU  - Jovanovic, Katarina
AU  - Radulovic, Sinisa
AU  - Anđelković, Katarina
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1266
AB  - Three square-planar complexes of nickel(II) with the tridentate condensation derivative of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate, and monodentate pseudohalides, have been synthesized. Their crystal structures have been determined. All the complexes showed a significant antifungal activity, while only the azido complex displayed antibacterial activity. All the complexes were cytotoxic to a panel of six tumor cell lines, the azido complex showing a similar activity as cisplatin to leukemia cell line K562 and lower toxicity to normal MRC-5 cells than that anticancer agent. The complexes interfered with cell cycle of tumor cells and induced plasmid DNA cleavage.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides
VL  - 68
SP  - 111
EP  - 120
DO  - 10.1016/j.ejmech.2013.07.039
ER  - 

@article{
author = "Milenković, Milica R. and Bacchi, Alessia and Cantoni, Giulia and Vilipić, Jovana and Sladić, Dušan and Vujčić, Miroslava and Gligorijević, Nevenka and Jovanovic, Katarina and Radulovic, Sinisa and Anđelković, Katarina",
year = "2013",
abstract = "Three square-planar complexes of nickel(II) with the tridentate condensation derivative of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate, and monodentate pseudohalides, have been synthesized. Their crystal structures have been determined. All the complexes showed a significant antifungal activity, while only the azido complex displayed antibacterial activity. All the complexes were cytotoxic to a panel of six tumor cell lines, the azido complex showing a similar activity as cisplatin to leukemia cell line K562 and lower toxicity to normal MRC-5 cells than that anticancer agent. The complexes interfered with cell cycle of tumor cells and induced plasmid DNA cleavage.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides",
volume = "68",
pages = "111-120",
doi = "10.1016/j.ejmech.2013.07.039"
}

Milenković, M. R., Bacchi, A., Cantoni, G., Vilipić, J., Sladić, D., Vujčić, M., Gligorijević, N., Jovanovic, K., Radulovic, S.,& Anđelković, K.. (2013). Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 68, 111-120.
https://doi.org/10.1016/j.ejmech.2013.07.039

Milenković MR, Bacchi A, Cantoni G, Vilipić J, Sladić D, Vujčić M, Gligorijević N, Jovanovic K, Radulovic S, Anđelković K. Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides. in European Journal of Medicinal Chemistry. 2013;68:111-120.
doi:10.1016/j.ejmech.2013.07.039 .

Milenković, Milica R., Bacchi, Alessia, Cantoni, Giulia, Vilipić, Jovana, Sladić, Dušan, Vujčić, Miroslava, Gligorijević, Nevenka, Jovanovic, Katarina, Radulovic, Sinisa, Anđelković, Katarina, "Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides" in European Journal of Medicinal Chemistry, 68 (2013):111-120,
https://doi.org/10.1016/j.ejmech.2013.07.039 . .

TY  - JOUR
AU  - Eshkourfu, Rabia
AU  - Čobeljić, Božidar
AU  - Vujčić, Miroslava
AU  - Turel, Iztok
AU  - Pevec, Andrej
AU  - Sepcic, Kristina
AU  - Zec, Manja
AU  - Radulovic, Sinisa
AU  - Srdic-Radic, Tatjana
AU  - Mitić, Dragana
AU  - Anđelković, Katarina
AU  - Sladić, Dušan
PY  - 2011
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/769
AB  - A novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide, N',N'(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide was synthesized and characterized by elemental analysis, spectroscopy (NMR and infrared), and X-ray crystal analysis. The complex showed a moderate activity towards Artemia salina. The highest cytotoxic potential of the complex was observed on the epithelial breast cancer (MDA-361) cell line. The investigated complex induced apoptosis, the early apoptotic cells comprising 28.18%, compared to 5.64% of control cells in the same phase. The interaction of the complex with calf thymus DNA (CT-DNA) was monitored by blue shift and hyperchromism in the UV-vis spectra. The observed intrinsic binding constant (K(b) = 4.2 x 10(5) M(-1)) together with structural analysis of the complex indicate the groove binding.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization, cytotoxic activity and DNA binding properties of the novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide
VL  - 105
IS  - 9
SP  - 1196
EP  - 1203
DO  - 10.1016/j.jinorgbio.2011.05.024
ER  - 

@article{
author = "Eshkourfu, Rabia and Čobeljić, Božidar and Vujčić, Miroslava and Turel, Iztok and Pevec, Andrej and Sepcic, Kristina and Zec, Manja and Radulovic, Sinisa and Srdic-Radic, Tatjana and Mitić, Dragana and Anđelković, Katarina and Sladić, Dušan",
year = "2011",
abstract = "A novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide, N',N'(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide was synthesized and characterized by elemental analysis, spectroscopy (NMR and infrared), and X-ray crystal analysis. The complex showed a moderate activity towards Artemia salina. The highest cytotoxic potential of the complex was observed on the epithelial breast cancer (MDA-361) cell line. The investigated complex induced apoptosis, the early apoptotic cells comprising 28.18%, compared to 5.64% of control cells in the same phase. The interaction of the complex with calf thymus DNA (CT-DNA) was monitored by blue shift and hyperchromism in the UV-vis spectra. The observed intrinsic binding constant (K(b) = 4.2 x 10(5) M(-1)) together with structural analysis of the complex indicate the groove binding.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization, cytotoxic activity and DNA binding properties of the novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide",
volume = "105",
number = "9",
pages = "1196-1203",
doi = "10.1016/j.jinorgbio.2011.05.024"
}

Eshkourfu, R., Čobeljić, B., Vujčić, M., Turel, I., Pevec, A., Sepcic, K., Zec, M., Radulovic, S., Srdic-Radic, T., Mitić, D., Anđelković, K.,& Sladić, D.. (2011). Synthesis, characterization, cytotoxic activity and DNA binding properties of the novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 105(9), 1196-1203.
https://doi.org/10.1016/j.jinorgbio.2011.05.024

Eshkourfu R, Čobeljić B, Vujčić M, Turel I, Pevec A, Sepcic K, Zec M, Radulovic S, Srdic-Radic T, Mitić D, Anđelković K, Sladić D. Synthesis, characterization, cytotoxic activity and DNA binding properties of the novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide. in Journal of Inorganic Biochemistry. 2011;105(9):1196-1203.
doi:10.1016/j.jinorgbio.2011.05.024 .

Eshkourfu, Rabia, Čobeljić, Božidar, Vujčić, Miroslava, Turel, Iztok, Pevec, Andrej, Sepcic, Kristina, Zec, Manja, Radulovic, Sinisa, Srdic-Radic, Tatjana, Mitić, Dragana, Anđelković, Katarina, Sladić, Dušan, "Synthesis, characterization, cytotoxic activity and DNA binding properties of the novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide" in Journal of Inorganic Biochemistry, 105, no. 9 (2011):1196-1203,
https://doi.org/10.1016/j.jinorgbio.2011.05.024 . .

TY  - JOUR
AU  - Vujčić, Miroslava
AU  - Lazić, Milan
AU  - Milenković, Milica R.
AU  - Sladić, Dušan
AU  - Radulovic, Sinisa
AU  - Filipovic, Nenad
AU  - Anđelković, Katarina
PY  - 2011
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/784
AB  - Organometallic Cd(II) compounds have recently attracted attention for their anticancer activity. The interaction of the dinuclear complex of Cd(II) with the condensation product of 2-acetylpyridine and malonic acid dihydrazide, N',N'(2)-bis[(1E)-1-(2pyridyl) ethylidene] propanedihydrazide (Cd(II)H(2)L), with calf thymus DNA (CT-DNA) was monitored by blue shift in UV-vis spectra of the complex. The binding constant of Cd(II) H2L complex with CT-DNA was determined (K(B) = 1.8 x 10(4) M(-1)) and was indicative of minor groove binding. Agarose gel electrophoretic changes in mobility of supercoiled and circular forms of pBR322 and pUC18 plasmids in the presence of the complex suggest that conformational changes in the plasmids occur upon binding of the Cd(II) H2L complex. The Cd(II) H2L complex induced perturbation of the cell cycle phase distribution and an increase in the percentage of cells in the sub-G1 phase of human cervical cancer HeLa cell line and murine melanoma B16 cell line. Immunoblotting analysis showed the overexpression of Bcl-2 protein with the Cd(II)H(2)L complex.
PB  - Wiley-Blackwell, Malden
T2  - Journal of Biochemical and Molecular Toxicology
T1  - A Comparative Study of DNA Binding and Cell Cycle Phase Perturbation by the Dinuclear Complex of Cd(II) with the Condensation Product of 2-Acetylpyridine and Malonic Acid Dihydrazide N ',N ' 2-bis[(1E)-1-(2-pyridyl) ethylidene] propanedihydrazide
VL  - 25
IS  - 3
SP  - 175
EP  - 182
DO  - 10.1002/jbt.20374
ER  - 

@article{
author = "Vujčić, Miroslava and Lazić, Milan and Milenković, Milica R. and Sladić, Dušan and Radulovic, Sinisa and Filipovic, Nenad and Anđelković, Katarina",
year = "2011",
abstract = "Organometallic Cd(II) compounds have recently attracted attention for their anticancer activity. The interaction of the dinuclear complex of Cd(II) with the condensation product of 2-acetylpyridine and malonic acid dihydrazide, N',N'(2)-bis[(1E)-1-(2pyridyl) ethylidene] propanedihydrazide (Cd(II)H(2)L), with calf thymus DNA (CT-DNA) was monitored by blue shift in UV-vis spectra of the complex. The binding constant of Cd(II) H2L complex with CT-DNA was determined (K(B) = 1.8 x 10(4) M(-1)) and was indicative of minor groove binding. Agarose gel electrophoretic changes in mobility of supercoiled and circular forms of pBR322 and pUC18 plasmids in the presence of the complex suggest that conformational changes in the plasmids occur upon binding of the Cd(II) H2L complex. The Cd(II) H2L complex induced perturbation of the cell cycle phase distribution and an increase in the percentage of cells in the sub-G1 phase of human cervical cancer HeLa cell line and murine melanoma B16 cell line. Immunoblotting analysis showed the overexpression of Bcl-2 protein with the Cd(II)H(2)L complex.",
publisher = "Wiley-Blackwell, Malden",
journal = "Journal of Biochemical and Molecular Toxicology",
title = "A Comparative Study of DNA Binding and Cell Cycle Phase Perturbation by the Dinuclear Complex of Cd(II) with the Condensation Product of 2-Acetylpyridine and Malonic Acid Dihydrazide N ',N ' 2-bis[(1E)-1-(2-pyridyl) ethylidene] propanedihydrazide",
volume = "25",
number = "3",
pages = "175-182",
doi = "10.1002/jbt.20374"
}

Vujčić, M., Lazić, M., Milenković, M. R., Sladić, D., Radulovic, S., Filipovic, N.,& Anđelković, K.. (2011). A Comparative Study of DNA Binding and Cell Cycle Phase Perturbation by the Dinuclear Complex of Cd(II) with the Condensation Product of 2-Acetylpyridine and Malonic Acid Dihydrazide N ',N ' 2-bis[(1E)-1-(2-pyridyl) ethylidene] propanedihydrazide. in Journal of Biochemical and Molecular Toxicology
Wiley-Blackwell, Malden., 25(3), 175-182.
https://doi.org/10.1002/jbt.20374

Vujčić M, Lazić M, Milenković MR, Sladić D, Radulovic S, Filipovic N, Anđelković K. A Comparative Study of DNA Binding and Cell Cycle Phase Perturbation by the Dinuclear Complex of Cd(II) with the Condensation Product of 2-Acetylpyridine and Malonic Acid Dihydrazide N ',N ' 2-bis[(1E)-1-(2-pyridyl) ethylidene] propanedihydrazide. in Journal of Biochemical and Molecular Toxicology. 2011;25(3):175-182.
doi:10.1002/jbt.20374 .

Vujčić, Miroslava, Lazić, Milan, Milenković, Milica R., Sladić, Dušan, Radulovic, Sinisa, Filipovic, Nenad, Anđelković, Katarina, "A Comparative Study of DNA Binding and Cell Cycle Phase Perturbation by the Dinuclear Complex of Cd(II) with the Condensation Product of 2-Acetylpyridine and Malonic Acid Dihydrazide N ',N ' 2-bis[(1E)-1-(2-pyridyl) ethylidene] propanedihydrazide" in Journal of Biochemical and Molecular Toxicology, 25, no. 3 (2011):175-182,
https://doi.org/10.1002/jbt.20374 . .

TY  - JOUR
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Bacchi, Alessia
AU  - Zec, Manja
AU  - Sladić, Dušan
AU  - Srdic-Rajic, Tatjana
AU  - Radanović, Dušanka
AU  - Radulovic, Sinisa
AU  - Pelizzi, Giancarlo
AU  - Anđelković, Katarina
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/631
AB  - Two novel Cd(II) and Zn(II) complexes with the condensation product of 2-formylpyridine and selenosemicarbazide were synthesized. The structure of Cd(II) complex was determined by X-ray crystallography. The ligand is coordinated in a neutral form via pyridine and azomethine nitrogen atoms and the selenium donor. The cadmium ion completes its five-coordination by two chloride ligands, forming a square-pyramidal geometry. The structure of Zn(II) complex was established by analysis of spectroscopic data, which indicated coordination of the ligand as a bidentate via the selenium and the azomethine nitrogen atoms. The cytotoxic activity of the newly synthesized complexes, as well as if five structurally related complexes and the ligand evaluated against eight tumor cell lines. The new Cd(II) complex showed the highest activity similar to cisplatin with IC50 less than 10 mu M for all cell lines. Cell cycle distribution and apoptosis study showed that Cd(II) complex and cisplatin might have some similarity in anticancer activity, which was not the case for cisplatin and other studied complexes. Effects of the complexes on matrix metalloproteinases (MMPs) MMP-9 and MMP-2 was also studied. Cd(II) and Zn(II) complexes and cisplatin increased MMP-2 activity in supernatants of tested cells. while Ni(II) complex with the same ligand decreased the activity, implying a possible activity in preventing tumor invasion and metastasis processes.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, structure and characterization of novel Cd(II) and Zn(II) complexes with the condensation product of 2-formylpyridine and selenosemicarbazide Antiproliferative activity of the synthesized complexes and related selenosemicarbazone complexes
VL  - 104
IS  - 6
SP  - 673
EP  - 682
DO  - 10.1016/j.jinorgbio.2010.02.009
ER  - 

@article{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Bacchi, Alessia and Zec, Manja and Sladić, Dušan and Srdic-Rajic, Tatjana and Radanović, Dušanka and Radulovic, Sinisa and Pelizzi, Giancarlo and Anđelković, Katarina",
year = "2010",
abstract = "Two novel Cd(II) and Zn(II) complexes with the condensation product of 2-formylpyridine and selenosemicarbazide were synthesized. The structure of Cd(II) complex was determined by X-ray crystallography. The ligand is coordinated in a neutral form via pyridine and azomethine nitrogen atoms and the selenium donor. The cadmium ion completes its five-coordination by two chloride ligands, forming a square-pyramidal geometry. The structure of Zn(II) complex was established by analysis of spectroscopic data, which indicated coordination of the ligand as a bidentate via the selenium and the azomethine nitrogen atoms. The cytotoxic activity of the newly synthesized complexes, as well as if five structurally related complexes and the ligand evaluated against eight tumor cell lines. The new Cd(II) complex showed the highest activity similar to cisplatin with IC50 less than 10 mu M for all cell lines. Cell cycle distribution and apoptosis study showed that Cd(II) complex and cisplatin might have some similarity in anticancer activity, which was not the case for cisplatin and other studied complexes. Effects of the complexes on matrix metalloproteinases (MMPs) MMP-9 and MMP-2 was also studied. Cd(II) and Zn(II) complexes and cisplatin increased MMP-2 activity in supernatants of tested cells. while Ni(II) complex with the same ligand decreased the activity, implying a possible activity in preventing tumor invasion and metastasis processes.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, structure and characterization of novel Cd(II) and Zn(II) complexes with the condensation product of 2-formylpyridine and selenosemicarbazide Antiproliferative activity of the synthesized complexes and related selenosemicarbazone complexes",
volume = "104",
number = "6",
pages = "673-682",
doi = "10.1016/j.jinorgbio.2010.02.009"
}

Bjelogrlić, S. K., Todorović, T., Bacchi, A., Zec, M., Sladić, D., Srdic-Rajic, T., Radanović, D., Radulovic, S., Pelizzi, G.,& Anđelković, K.. (2010). Synthesis, structure and characterization of novel Cd(II) and Zn(II) complexes with the condensation product of 2-formylpyridine and selenosemicarbazide Antiproliferative activity of the synthesized complexes and related selenosemicarbazone complexes. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 104(6), 673-682.
https://doi.org/10.1016/j.jinorgbio.2010.02.009

Bjelogrlić SK, Todorović T, Bacchi A, Zec M, Sladić D, Srdic-Rajic T, Radanović D, Radulovic S, Pelizzi G, Anđelković K. Synthesis, structure and characterization of novel Cd(II) and Zn(II) complexes with the condensation product of 2-formylpyridine and selenosemicarbazide Antiproliferative activity of the synthesized complexes and related selenosemicarbazone complexes. in Journal of Inorganic Biochemistry. 2010;104(6):673-682.
doi:10.1016/j.jinorgbio.2010.02.009 .

Bjelogrlić, Snežana K., Todorović, Tamara, Bacchi, Alessia, Zec, Manja, Sladić, Dušan, Srdic-Rajic, Tatjana, Radanović, Dušanka, Radulovic, Sinisa, Pelizzi, Giancarlo, Anđelković, Katarina, "Synthesis, structure and characterization of novel Cd(II) and Zn(II) complexes with the condensation product of 2-formylpyridine and selenosemicarbazide Antiproliferative activity of the synthesized complexes and related selenosemicarbazone complexes" in Journal of Inorganic Biochemistry, 104, no. 6 (2010):673-682,
https://doi.org/10.1016/j.jinorgbio.2010.02.009 . .

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Ivanovic, Ivanka
AU  - Rakic, Gordana
AU  - Todorović, Nina
AU  - Gligorijević, Nevenka
AU  - Radulovic, Sinisa
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
AU  - Tešić, Živoslav
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/646
AB  - Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity
VL  - 45
IS  - 3
SP  - 1051
EP  - 1058
DO  - 10.1016/j.ejmech.2009.11.055
ER  - 

@article{
author = "Grgurić-Šipka, Sanja and Ivanovic, Ivanka and Rakic, Gordana and Todorović, Nina and Gligorijević, Nevenka and Radulovic, Sinisa and Arion, Vladimir B. and Keppler, Bernhard K. and Tešić, Živoslav",
year = "2010",
abstract = "Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity",
volume = "45",
number = "3",
pages = "1051-1058",
doi = "10.1016/j.ejmech.2009.11.055"
}

Grgurić-Šipka, S., Ivanovic, I., Rakic, G., Todorović, N., Gligorijević, N., Radulovic, S., Arion, V. B., Keppler, B. K.,& Tešić, Ž.. (2010). Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 45(3), 1051-1058.
https://doi.org/10.1016/j.ejmech.2009.11.055

Grgurić-Šipka S, Ivanovic I, Rakic G, Todorović N, Gligorijević N, Radulovic S, Arion VB, Keppler BK, Tešić Ž. Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry. 2010;45(3):1051-1058.
doi:10.1016/j.ejmech.2009.11.055 .

Grgurić-Šipka, Sanja, Ivanovic, Ivanka, Rakic, Gordana, Todorović, Nina, Gligorijević, Nevenka, Radulovic, Sinisa, Arion, Vladimir B., Keppler, Bernhard K., Tešić, Živoslav, "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity" in European Journal of Medicinal Chemistry, 45, no. 3 (2010):1051-1058,
https://doi.org/10.1016/j.ejmech.2009.11.055 . .