TY  - JOUR
AU  - Pavlović, Marijana
AU  - Tadić, Ana
AU  - Gligorijević, Nevenka
AU  - Poljarević, Jelena
AU  - Petrović, Tamara
AU  - Dojčinović, Biljana P.
AU  - Savić, Aleksandar
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
AU  - Aranđelović, Sandra
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4048
AB  - Inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1) showed remarkable clinical efficacy in BRCA-mutated tumors. Based on the rational drug design, derivatives of PARP inhibitor 3-aminobenzamide (3-AB), 2-amino-4-methylbenzamide (L1) and 3-amino-N-methylbenzamide (L2), were coordinated to the ruthenium(II) ion, to form potential drugs affecting DNA and inhibiting PARP enzyme. The four conjugated complexes of formula: C1 [(ƞ6-toluene)Ru(L1)Cl]PF6, C2 [(ƞ6-p-cymene)Ru(L1)Cl]PF6, C3 [(ƞ6-toluene)Ru(L2)Cl2] and C4 [(ƞ6-p-cymene)Ru(L2)Cl2], have been synthesized and characterized. Colorimetric 3-(4.5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide (MTT) assay showed the highest antiproliferative activity of C1 in HCC1937, MDA-MB-231, and MCF-7 breast cancer cells. Efficiency of inhibition of PARP-1 enzymatic activity in vitro decreased in order: C2 > C4 > 3-AB>C1 > C3. ICP-MS study of intracellular accumulation and distribution in BRCA1-mutated HCC1937 revealed that C1-C4 entered cells within 24 h. The complex C1 showed the highest intracellular accumulation, nuclear-targeting properties, and exhibited the highest DNA binding (39.2 ± 0.6 pg of Ru per μg of DNA) that resulted in the cell cycle arrest in the S phase.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells
VL  - 210
SP  - 111155
DO  - 10.1016/j.jinorgbio.2020.111155
ER  - 

@article{
author = "Pavlović, Marijana and Tadić, Ana and Gligorijević, Nevenka and Poljarević, Jelena and Petrović, Tamara and Dojčinović, Biljana P. and Savić, Aleksandar and Radulović, Siniša and Grgurić-Šipka, Sanja and Aranđelović, Sandra",
year = "2020",
abstract = "Inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1) showed remarkable clinical efficacy in BRCA-mutated tumors. Based on the rational drug design, derivatives of PARP inhibitor 3-aminobenzamide (3-AB), 2-amino-4-methylbenzamide (L1) and 3-amino-N-methylbenzamide (L2), were coordinated to the ruthenium(II) ion, to form potential drugs affecting DNA and inhibiting PARP enzyme. The four conjugated complexes of formula: C1 [(ƞ6-toluene)Ru(L1)Cl]PF6, C2 [(ƞ6-p-cymene)Ru(L1)Cl]PF6, C3 [(ƞ6-toluene)Ru(L2)Cl2] and C4 [(ƞ6-p-cymene)Ru(L2)Cl2], have been synthesized and characterized. Colorimetric 3-(4.5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide (MTT) assay showed the highest antiproliferative activity of C1 in HCC1937, MDA-MB-231, and MCF-7 breast cancer cells. Efficiency of inhibition of PARP-1 enzymatic activity in vitro decreased in order: C2 > C4 > 3-AB>C1 > C3. ICP-MS study of intracellular accumulation and distribution in BRCA1-mutated HCC1937 revealed that C1-C4 entered cells within 24 h. The complex C1 showed the highest intracellular accumulation, nuclear-targeting properties, and exhibited the highest DNA binding (39.2 ± 0.6 pg of Ru per μg of DNA) that resulted in the cell cycle arrest in the S phase.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells",
volume = "210",
pages = "111155",
doi = "10.1016/j.jinorgbio.2020.111155"
}

Pavlović, M., Tadić, A., Gligorijević, N., Poljarević, J., Petrović, T., Dojčinović, B. P., Savić, A., Radulović, S., Grgurić-Šipka, S.,& Aranđelović, S.. (2020). Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells. in Journal of Inorganic Biochemistry
Elsevier., 210, 111155.
https://doi.org/10.1016/j.jinorgbio.2020.111155

Pavlović M, Tadić A, Gligorijević N, Poljarević J, Petrović T, Dojčinović BP, Savić A, Radulović S, Grgurić-Šipka S, Aranđelović S. Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells. in Journal of Inorganic Biochemistry. 2020;210:111155.
doi:10.1016/j.jinorgbio.2020.111155 .

Pavlović, Marijana, Tadić, Ana, Gligorijević, Nevenka, Poljarević, Jelena, Petrović, Tamara, Dojčinović, Biljana P., Savić, Aleksandar, Radulović, Siniša, Grgurić-Šipka, Sanja, Aranđelović, Sandra, "Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells" in Journal of Inorganic Biochemistry, 210 (2020):111155,
https://doi.org/10.1016/j.jinorgbio.2020.111155 . .

TY  - DATA
AU  - Pavlović, Marijana
AU  - Tadić, Ana
AU  - Gligorijević, Nevenka
AU  - Poljarević, Jelena
AU  - Petrović, Tamara
AU  - Dojčinović, Biljana P.
AU  - Savić, Aleksandar
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
AU  - Aranđelović, Sandra
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4049
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4049
ER  - 

@misc{
author = "Pavlović, Marijana and Tadić, Ana and Gligorijević, Nevenka and Poljarević, Jelena and Petrović, Tamara and Dojčinović, Biljana P. and Savić, Aleksandar and Radulović, Siniša and Grgurić-Šipka, Sanja and Aranđelović, Sandra",
year = "2020",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4049"
}

Pavlović, M., Tadić, A., Gligorijević, N., Poljarević, J., Petrović, T., Dojčinović, B. P., Savić, A., Radulović, S., Grgurić-Šipka, S.,& Aranđelović, S.. (2020). Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155. in Journal of Inorganic Biochemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4049

Pavlović M, Tadić A, Gligorijević N, Poljarević J, Petrović T, Dojčinović BP, Savić A, Radulović S, Grgurić-Šipka S, Aranđelović S. Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155. in Journal of Inorganic Biochemistry. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_4049 .

Pavlović, Marijana, Tadić, Ana, Gligorijević, Nevenka, Poljarević, Jelena, Petrović, Tamara, Dojčinović, Biljana P., Savić, Aleksandar, Radulović, Siniša, Grgurić-Šipka, Sanja, Aranđelović, Sandra, "Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155" in Journal of Inorganic Biochemistry (2020),
https://hdl.handle.net/21.15107/rcub_cherry_4049 .

TY  - DATA
AU  - Tadić, Ana
AU  - Poljarević, Jelena
AU  - Krstić, Milena
AU  - Kajzerberger, Marijana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Kakoulidou, Chrisoula
AU  - Papadopoulos, Athanasios N.
AU  - Psomas, George
AU  - Grgurić-Šipka, Sanja
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3038
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3038
ER  - 

@misc{
author = "Tadić, Ana and Poljarević, Jelena and Krstić, Milena and Kajzerberger, Marijana and Aranđelović, Sandra and Radulović, Siniša and Kakoulidou, Chrisoula and Papadopoulos, Athanasios N. and Psomas, George and Grgurić-Šipka, Sanja",
year = "2018",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3038"
}

Tadić, A., Poljarević, J., Krstić, M., Kajzerberger, M., Aranđelović, S., Radulović, S., Kakoulidou, C., Papadopoulos, A. N., Psomas, G.,& Grgurić-Šipka, S.. (2018). Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3038

Tadić A, Poljarević J, Krstić M, Kajzerberger M, Aranđelović S, Radulović S, Kakoulidou C, Papadopoulos AN, Psomas G, Grgurić-Šipka S. Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j. in New Journal of Chemistry. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3038 .

Tadić, Ana, Poljarević, Jelena, Krstić, Milena, Kajzerberger, Marijana, Aranđelović, Sandra, Radulović, Siniša, Kakoulidou, Chrisoula, Papadopoulos, Athanasios N., Psomas, George, Grgurić-Šipka, Sanja, "Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j" in New Journal of Chemistry (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3038 .

TY  - JOUR
AU  - Tadić, Ana
AU  - Poljarević, Jelena
AU  - Krstić, Milena
AU  - Kajzerberger, Marijana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Kakoulidou, Chrisoula
AU  - Papadopoulos, Athanasios N.
AU  - Psomas, George
AU  - Grgurić-Šipka, Sanja
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2093
AB  - Two non-steroidal antiinflammatory drugs indomethacin and mefenamic acid were coordinated to Ru(II)-arenes to afford four new complexes. The cytotoxic activities of the ligands and ruthenium complexes were tested in three human cancer cell lines (K562, A549, MDA-MB-231) and non-tumour human fetal lung fibroblast cells (MRC-5) by MTT assay. Cytotoxicity studies revealed that indomethacin Ru(II)-arene complexes 1 and 3 displayed good cytotoxicity and apparent cytoselective profiles. The IC50 values obtained in leukemia K562 cells were comparable to those of cisplatin (10.3 mu M (CDDP), 11.9 mu M (1) and 13.2 mu M (3)). Flow cytometric analysis of 1 and 3 in triple-negative breast cancer MDA-MB-231 cells revealed an interesting mechanism of action. At IC50 concentrations, 1 and 3 arrested cell cycle progression in S phase and caused rapid accumulation of cells in sub-G1 phase (up to 48%), while Annexin V-FITC/PI staining showed simultaneous occurrence of apoptotic and necrotic cell populations at approximately similar levels of 20%. Measurement of reactive oxygen species (ROS) production by DCFH-DA staining confirmed the potential of 1 and 3 to increase ROS even more than cisplatin. The interaction of the complexes with serum albumins showed their potential ability to bind tightly and reversibly to albumins. The affinity of the complexes to calf-thymus DNA was investigated by UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for competitive studies of the complexes with ethidium bromide, revealing that their interaction probably occurs via intercalation. Taken together, the results strongly suggest the potential of complexes 1 and 3 to alter cell cycle progression and cause DNA-damage by means of direct DNA-binding or indirectly by ROS production.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity
VL  - 42
IS  - 4
SP  - 3001
EP  - 3019
DO  - 10.1039/c7nj04416j
ER  - 

@article{
author = "Tadić, Ana and Poljarević, Jelena and Krstić, Milena and Kajzerberger, Marijana and Aranđelović, Sandra and Radulović, Siniša and Kakoulidou, Chrisoula and Papadopoulos, Athanasios N. and Psomas, George and Grgurić-Šipka, Sanja",
year = "2018",
abstract = "Two non-steroidal antiinflammatory drugs indomethacin and mefenamic acid were coordinated to Ru(II)-arenes to afford four new complexes. The cytotoxic activities of the ligands and ruthenium complexes were tested in three human cancer cell lines (K562, A549, MDA-MB-231) and non-tumour human fetal lung fibroblast cells (MRC-5) by MTT assay. Cytotoxicity studies revealed that indomethacin Ru(II)-arene complexes 1 and 3 displayed good cytotoxicity and apparent cytoselective profiles. The IC50 values obtained in leukemia K562 cells were comparable to those of cisplatin (10.3 mu M (CDDP), 11.9 mu M (1) and 13.2 mu M (3)). Flow cytometric analysis of 1 and 3 in triple-negative breast cancer MDA-MB-231 cells revealed an interesting mechanism of action. At IC50 concentrations, 1 and 3 arrested cell cycle progression in S phase and caused rapid accumulation of cells in sub-G1 phase (up to 48%), while Annexin V-FITC/PI staining showed simultaneous occurrence of apoptotic and necrotic cell populations at approximately similar levels of 20%. Measurement of reactive oxygen species (ROS) production by DCFH-DA staining confirmed the potential of 1 and 3 to increase ROS even more than cisplatin. The interaction of the complexes with serum albumins showed their potential ability to bind tightly and reversibly to albumins. The affinity of the complexes to calf-thymus DNA was investigated by UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for competitive studies of the complexes with ethidium bromide, revealing that their interaction probably occurs via intercalation. Taken together, the results strongly suggest the potential of complexes 1 and 3 to alter cell cycle progression and cause DNA-damage by means of direct DNA-binding or indirectly by ROS production.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity",
volume = "42",
number = "4",
pages = "3001-3019",
doi = "10.1039/c7nj04416j"
}

Tadić, A., Poljarević, J., Krstić, M., Kajzerberger, M., Aranđelović, S., Radulović, S., Kakoulidou, C., Papadopoulos, A. N., Psomas, G.,& Grgurić-Šipka, S.. (2018). Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 42(4), 3001-3019.
https://doi.org/10.1039/c7nj04416j

Tadić A, Poljarević J, Krstić M, Kajzerberger M, Aranđelović S, Radulović S, Kakoulidou C, Papadopoulos AN, Psomas G, Grgurić-Šipka S. Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity. in New Journal of Chemistry. 2018;42(4):3001-3019.
doi:10.1039/c7nj04416j .

Tadić, Ana, Poljarević, Jelena, Krstić, Milena, Kajzerberger, Marijana, Aranđelović, Sandra, Radulović, Siniša, Kakoulidou, Chrisoula, Papadopoulos, Athanasios N., Psomas, George, Grgurić-Šipka, Sanja, "Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity" in New Journal of Chemistry, 42, no. 4 (2018):3001-3019,
https://doi.org/10.1039/c7nj04416j . .