Jovanović, Snežana

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  • Jovanović, Snežana (2)
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Synthesis, characterization, DFT study, DNA/BSA-binding affinity, and cytotoxicity of some dinuclear and trinuclear gold(III) complexes

Radisavljević, Snežana; Ćoćić, Dušan; Jovanović, Snežana; Šmit, Biljana; Petković, Marijana; Milivojević, Nevena; Planojević, Nevena; Marković, Snežana D.; Petrović, Biljana V.

(2019)

TY  - JOUR
AU  - Radisavljević, Snežana
AU  - Ćoćić, Dušan
AU  - Jovanović, Snežana
AU  - Šmit, Biljana
AU  - Petković, Marijana
AU  - Milivojević, Nevena
AU  - Planojević, Nevena
AU  - Marković, Snežana D.
AU  - Petrović, Biljana V.
PY  - 2019
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8592
AB  - Abstract: In this study, we have synthesized a series of dinuclear and trinuclear gold(III) complexes of the general formula [Au2(N–N)Cl6] (1–3) for dinuclear and [Au3(N–N)2Cl8]+ (4–6) for trinuclear compounds, respectively, in which N–N is a bidentate ligand (1,4-diaminobutane; 1,6-diaminohexane or 1,8-diaminooctane). These complexes were characterized by elemental analysis, molar conductivity, and spectroscopic techniques (IR, UV–Vis, 1H NMR, ESI–MS). We performed DFT calculations to get insight into the geometry of the studies complexes. DNA-binding studies were performed by UV–Vis spectrophotometry and fluorescence spectroscopy. The results of competitive reactions between gold(III) complexes and ethidium bromide (EB) towards DNA have shown that selected complexes can displace EB from DNA-EB adduct. In addition, these experiments confirm that polynuclear gold(III) complexes interact with DNA covalently or via intercalation. Furthermore, high values of binding constants of gold(III) complexes towards bovine serum albumin (BSA) protein indicate good binding affinity. In addition, redox stability of complexes in the presence of DNA/BSA was confirmed by cyclic voltammetry. Results of the interactions between gold(III) complexes with DNA/BSA were discussed in reference to molecular docking data obtain by Molegro virtual docker. The cytotoxic activity of synthesized gold(III) complexes was evaluated on human breast cancer cell line (MDA-MB-231), human colorectal cancer cell line (HCT-116), and normal human lung fibroblast cell line (MRC-5). All complexes dose-dependently reduced cancer and normal cells viabilities, with significant cytotoxic effects (IC50 < 25 μM) for trinuclear gold(III) complexes (4, 5) on HCT-116 cells. Graphic abstract: [Figure not available: see fulltext.].
T2  - JBIC Journal of Biological Inorganic Chemistry
T1  - Synthesis, characterization, DFT study, DNA/BSA-binding affinity, and cytotoxicity of some dinuclear and trinuclear gold(III) complexes
VL  - 24
IS  - 7
SP  - 1057
EP  - 1076
DO  - 10.1007/s00775-019-01716-8
ER  - 
@article{
author = "Radisavljević, Snežana and Ćoćić, Dušan and Jovanović, Snežana and Šmit, Biljana and Petković, Marijana and Milivojević, Nevena and Planojević, Nevena and Marković, Snežana D. and Petrović, Biljana V.",
year = "2019",
abstract = "Abstract: In this study, we have synthesized a series of dinuclear and trinuclear gold(III) complexes of the general formula [Au2(N–N)Cl6] (1–3) for dinuclear and [Au3(N–N)2Cl8]+ (4–6) for trinuclear compounds, respectively, in which N–N is a bidentate ligand (1,4-diaminobutane; 1,6-diaminohexane or 1,8-diaminooctane). These complexes were characterized by elemental analysis, molar conductivity, and spectroscopic techniques (IR, UV–Vis, 1H NMR, ESI–MS). We performed DFT calculations to get insight into the geometry of the studies complexes. DNA-binding studies were performed by UV–Vis spectrophotometry and fluorescence spectroscopy. The results of competitive reactions between gold(III) complexes and ethidium bromide (EB) towards DNA have shown that selected complexes can displace EB from DNA-EB adduct. In addition, these experiments confirm that polynuclear gold(III) complexes interact with DNA covalently or via intercalation. Furthermore, high values of binding constants of gold(III) complexes towards bovine serum albumin (BSA) protein indicate good binding affinity. In addition, redox stability of complexes in the presence of DNA/BSA was confirmed by cyclic voltammetry. Results of the interactions between gold(III) complexes with DNA/BSA were discussed in reference to molecular docking data obtain by Molegro virtual docker. The cytotoxic activity of synthesized gold(III) complexes was evaluated on human breast cancer cell line (MDA-MB-231), human colorectal cancer cell line (HCT-116), and normal human lung fibroblast cell line (MRC-5). All complexes dose-dependently reduced cancer and normal cells viabilities, with significant cytotoxic effects (IC50 < 25 μM) for trinuclear gold(III) complexes (4, 5) on HCT-116 cells. Graphic abstract: [Figure not available: see fulltext.].",
journal = "JBIC Journal of Biological Inorganic Chemistry",
title = "Synthesis, characterization, DFT study, DNA/BSA-binding affinity, and cytotoxicity of some dinuclear and trinuclear gold(III) complexes",
volume = "24",
number = "7",
pages = "1057-1076",
doi = "10.1007/s00775-019-01716-8"
}
Radisavljević, S., Ćoćić, D., Jovanović, S., Šmit, B., Petković, M., Milivojević, N., Planojević, N., Marković, S. D.,& Petrović, B. V.. (2019). Synthesis, characterization, DFT study, DNA/BSA-binding affinity, and cytotoxicity of some dinuclear and trinuclear gold(III) complexes. in JBIC Journal of Biological Inorganic Chemistry, 24(7), 1057-1076.
https://doi.org/10.1007/s00775-019-01716-8
Radisavljević S, Ćoćić D, Jovanović S, Šmit B, Petković M, Milivojević N, Planojević N, Marković SD, Petrović BV. Synthesis, characterization, DFT study, DNA/BSA-binding affinity, and cytotoxicity of some dinuclear and trinuclear gold(III) complexes. in JBIC Journal of Biological Inorganic Chemistry. 2019;24(7):1057-1076.
doi:10.1007/s00775-019-01716-8 .
Radisavljević, Snežana, Ćoćić, Dušan, Jovanović, Snežana, Šmit, Biljana, Petković, Marijana, Milivojević, Nevena, Planojević, Nevena, Marković, Snežana D., Petrović, Biljana V., "Synthesis, characterization, DFT study, DNA/BSA-binding affinity, and cytotoxicity of some dinuclear and trinuclear gold(III) complexes" in JBIC Journal of Biological Inorganic Chemistry, 24, no. 7 (2019):1057-1076,
https://doi.org/10.1007/s00775-019-01716-8 . .
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Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules

Jovanović, Snežana; Bogojeski, Jovana V.; Nikolić, Miloš V.; Mijajlović, Marina Ž.; Tomović, Dušan Lj.; Bukonjić, Andriana M.; Knežević Rangelov, Sanja M.; Mijailović, Nataša R.; Ratković, Zoran R.; Jevtić, Verica V.; Petrović, Biljana V.; Trifunović, Srećko R.; Novaković, Slađana B.; Bogdanović, Goran A.; Radić, Gordana P.

(2019)

TY  - JOUR
AU  - Jovanović, Snežana
AU  - Bogojeski, Jovana V.
AU  - Nikolić, Miloš V.
AU  - Mijajlović, Marina Ž.
AU  - Tomović, Dušan Lj.
AU  - Bukonjić, Andriana M.
AU  - Knežević Rangelov, Sanja M.
AU  - Mijailović, Nataša R.
AU  - Ratković, Zoran R.
AU  - Jevtić, Verica V.
AU  - Petrović, Biljana V.
AU  - Trifunović, Srećko R.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Radić, Gordana P.
PY  - 2019
UR  - https://www.tandfonline.com/doi/full/10.1080/00958972.2019.1610561
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8196
AB  - Interactions of copper(II) complexes which contain S-alkyl derivatives of thiosalicylic acid (alkyl = methyl, ethyl, propyl and butyl; aryl = benzyl), marked as 1–5, with guanosine-5′-monophosphate (5′-GMP) and calf thymus DNA (CT-DNA) were studied. Kinetics of substitution reactions of 1–5 with 5′-GMP and CT-DNA were investigated under pseudo-first-order conditions at 310 K and pH = 7.2 in 25 mM Hepes buffer using stopped-flow method. All complexes have high affinity toward studied bio-molecules. Additionally, interactions with CT-DNA were followed by absorption spectroscopy and fluorescence quenching measurements. The results indicate that complexes bind to DNA exhibiting high binding constants (Kb = 104 M−1). During the examination of competitive reactions with ethidium bromide (EB), results showed that complexes can replace EB-bound DNA. In addition, a new crystal structure of the binuclear Cu(II) complex with S-substituted thiosalicylate derivative has been reported. In the present series of Cu(II) complexes the crystal structure is the first example of a complex comprising an S-aryl derivative of thiosalicylate ligand. Through comparative study of structural properties of six molecules from four crystal structures we examined the structural variations, potentially important for biological activity of these complexes. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.
T2  - Journal of Coordination Chemistry
T1  - Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules
VL  - 72
IS  - 10
SP  - 1603
EP  - 1620
DO  - 10.1080/00958972.2019.1610561
ER  - 
@article{
author = "Jovanović, Snežana and Bogojeski, Jovana V. and Nikolić, Miloš V. and Mijajlović, Marina Ž. and Tomović, Dušan Lj. and Bukonjić, Andriana M. and Knežević Rangelov, Sanja M. and Mijailović, Nataša R. and Ratković, Zoran R. and Jevtić, Verica V. and Petrović, Biljana V. and Trifunović, Srećko R. and Novaković, Slađana B. and Bogdanović, Goran A. and Radić, Gordana P.",
year = "2019",
abstract = "Interactions of copper(II) complexes which contain S-alkyl derivatives of thiosalicylic acid (alkyl = methyl, ethyl, propyl and butyl; aryl = benzyl), marked as 1–5, with guanosine-5′-monophosphate (5′-GMP) and calf thymus DNA (CT-DNA) were studied. Kinetics of substitution reactions of 1–5 with 5′-GMP and CT-DNA were investigated under pseudo-first-order conditions at 310 K and pH = 7.2 in 25 mM Hepes buffer using stopped-flow method. All complexes have high affinity toward studied bio-molecules. Additionally, interactions with CT-DNA were followed by absorption spectroscopy and fluorescence quenching measurements. The results indicate that complexes bind to DNA exhibiting high binding constants (Kb = 104 M−1). During the examination of competitive reactions with ethidium bromide (EB), results showed that complexes can replace EB-bound DNA. In addition, a new crystal structure of the binuclear Cu(II) complex with S-substituted thiosalicylate derivative has been reported. In the present series of Cu(II) complexes the crystal structure is the first example of a complex comprising an S-aryl derivative of thiosalicylate ligand. Through comparative study of structural properties of six molecules from four crystal structures we examined the structural variations, potentially important for biological activity of these complexes. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.",
journal = "Journal of Coordination Chemistry",
title = "Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules",
volume = "72",
number = "10",
pages = "1603-1620",
doi = "10.1080/00958972.2019.1610561"
}
Jovanović, S., Bogojeski, J. V., Nikolić, M. V., Mijajlović, M. Ž., Tomović, D. Lj., Bukonjić, A. M., Knežević Rangelov, S. M., Mijailović, N. R., Ratković, Z. R., Jevtić, V. V., Petrović, B. V., Trifunović, S. R., Novaković, S. B., Bogdanović, G. A.,& Radić, G. P.. (2019). Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules. in Journal of Coordination Chemistry, 72(10), 1603-1620.
https://doi.org/10.1080/00958972.2019.1610561
Jovanović S, Bogojeski JV, Nikolić MV, Mijajlović MŽ, Tomović DL, Bukonjić AM, Knežević Rangelov SM, Mijailović NR, Ratković ZR, Jevtić VV, Petrović BV, Trifunović SR, Novaković SB, Bogdanović GA, Radić GP. Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules. in Journal of Coordination Chemistry. 2019;72(10):1603-1620.
doi:10.1080/00958972.2019.1610561 .
Jovanović, Snežana, Bogojeski, Jovana V., Nikolić, Miloš V., Mijajlović, Marina Ž., Tomović, Dušan Lj., Bukonjić, Andriana M., Knežević Rangelov, Sanja M., Mijailović, Nataša R., Ratković, Zoran R., Jevtić, Verica V., Petrović, Biljana V., Trifunović, Srećko R., Novaković, Slađana B., Bogdanović, Goran A., Radić, Gordana P., "Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules" in Journal of Coordination Chemistry, 72, no. 10 (2019):1603-1620,
https://doi.org/10.1080/00958972.2019.1610561 . .
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