Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation
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Baroud, Afya A.Mihajlović-Lalić, Ljiljana E.

Gligorijević, Nevenka N.
Aranđelović, Sandra
Stanković, Dalibor M.

Radulović, Siniša S.
Van Hecke, Kristof
Savić, Aleksandar

Grgurić-Šipka, Sanja

Article (Published version)

© 2017 Informa UK Limited, trading as Taylor & Francis Group
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Complexes 1-4, [Ru(L)(bpy)(2)]PF6, where bpy=2,2-bipyridine; HL=3-methylpyridine-2-carboxylic acid (HL1), 6-methylpyridine-2-carboxylic acid (HL2), 5-bromopyridine-2-carboxylic acid (HL3) and 6-bromopyridine-2-carboxylic acid (HL4), were synthesized and characterized. The electrochemical character of the complexes was investigated by cyclic voltammetry revealing two reversible reduction waves in the negative range of potentials, most likely due to a reduction of the bipyridine moiety. Cytotoxicity studies by MTT assay for 72h of drug action revealed that 2-4 exhibited moderate activity in cervical human tumor cells (HeLa). Complex 2 exhibited low activity in colon cancer LS-174 cells (180 +/- 10), while all complexes were devoid of activity in lung cancer A549 and non-tumor MRC-5 cells, up to 200M. Combinational studies of the most active complex 2, with pharmacological modulators of cell redox status, L-buthionine-sulfoximine (L-BSO) or N-acetyl-L-cysteine (NAC), showed that when L-BS...O potentiated, 2 induced a sub-G1 peak of the cell cycle in the HeLa cell line. UV-vis and cyclic voltammetry were performed in order to investigate the binding mode of 2 to DNA and suggested intercalation for the complex-DNA interaction. [GRAPHICS]
Keywords:
Ruthenium(II) bipyridine complexes / crystal structure / redox properties / cytotoxicity / DNA intercalationSource:
Journal of Coordination Chemistry, 2017, 70, 5, 831-847Funding / projects:
- Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research (EU-256716)
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
- Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors (RS-41026)
- Hercules Foundation [AUGE/11/029]
- Research Foundation - Flanders (FWO) [1.5.216.15N]
- Strengthening of the MagBioVin Research and Innovation Team for Development of Novel Approaches for Tumour Therapy based on Nanostructured Materials (EU-621375)
Note:
- Peer-reviewed version of the article (Accepted Manuscript or postprint) available at: https://vinar.vin.bg.ac.rs/handle/123456789/8852
DOI: 10.1080/00958972.2017.1282611
ISSN: 0095-8972
WoS: 000395175800006
Scopus: 2-s2.0-85012257876
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VinčaTY - JOUR AU - Baroud, Afya A. AU - Mihajlović-Lalić, Ljiljana E. AU - Gligorijević, Nevenka N. AU - Aranđelović, Sandra AU - Stanković, Dalibor M. AU - Radulović, Siniša S. AU - Van Hecke, Kristof AU - Savić, Aleksandar AU - Grgurić-Šipka, Sanja PY - 2017 UR - https://vinar.vin.bg.ac.rs/handle/123456789/1438 AB - Complexes 1-4, [Ru(L)(bpy)(2)]PF6, where bpy=2,2-bipyridine; HL=3-methylpyridine-2-carboxylic acid (HL1), 6-methylpyridine-2-carboxylic acid (HL2), 5-bromopyridine-2-carboxylic acid (HL3) and 6-bromopyridine-2-carboxylic acid (HL4), were synthesized and characterized. The electrochemical character of the complexes was investigated by cyclic voltammetry revealing two reversible reduction waves in the negative range of potentials, most likely due to a reduction of the bipyridine moiety. Cytotoxicity studies by MTT assay for 72h of drug action revealed that 2-4 exhibited moderate activity in cervical human tumor cells (HeLa). Complex 2 exhibited low activity in colon cancer LS-174 cells (180 +/- 10), while all complexes were devoid of activity in lung cancer A549 and non-tumor MRC-5 cells, up to 200M. Combinational studies of the most active complex 2, with pharmacological modulators of cell redox status, L-buthionine-sulfoximine (L-BSO) or N-acetyl-L-cysteine (NAC), showed that when L-BSO potentiated, 2 induced a sub-G1 peak of the cell cycle in the HeLa cell line. UV-vis and cyclic voltammetry were performed in order to investigate the binding mode of 2 to DNA and suggested intercalation for the complex-DNA interaction. [GRAPHICS] T2 - Journal of Coordination Chemistry T1 - Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation VL - 70 IS - 5 SP - 831 EP - 847 DO - 10.1080/00958972.2017.1282611 ER -
@article{ author = "Baroud, Afya A. and Mihajlović-Lalić, Ljiljana E. and Gligorijević, Nevenka N. and Aranđelović, Sandra and Stanković, Dalibor M. and Radulović, Siniša S. and Van Hecke, Kristof and Savić, Aleksandar and Grgurić-Šipka, Sanja", year = "2017", abstract = "Complexes 1-4, [Ru(L)(bpy)(2)]PF6, where bpy=2,2-bipyridine; HL=3-methylpyridine-2-carboxylic acid (HL1), 6-methylpyridine-2-carboxylic acid (HL2), 5-bromopyridine-2-carboxylic acid (HL3) and 6-bromopyridine-2-carboxylic acid (HL4), were synthesized and characterized. The electrochemical character of the complexes was investigated by cyclic voltammetry revealing two reversible reduction waves in the negative range of potentials, most likely due to a reduction of the bipyridine moiety. Cytotoxicity studies by MTT assay for 72h of drug action revealed that 2-4 exhibited moderate activity in cervical human tumor cells (HeLa). Complex 2 exhibited low activity in colon cancer LS-174 cells (180 +/- 10), while all complexes were devoid of activity in lung cancer A549 and non-tumor MRC-5 cells, up to 200M. Combinational studies of the most active complex 2, with pharmacological modulators of cell redox status, L-buthionine-sulfoximine (L-BSO) or N-acetyl-L-cysteine (NAC), showed that when L-BSO potentiated, 2 induced a sub-G1 peak of the cell cycle in the HeLa cell line. UV-vis and cyclic voltammetry were performed in order to investigate the binding mode of 2 to DNA and suggested intercalation for the complex-DNA interaction. [GRAPHICS]", journal = "Journal of Coordination Chemistry", title = "Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation", volume = "70", number = "5", pages = "831-847", doi = "10.1080/00958972.2017.1282611" }
Baroud, A. A., Mihajlović-Lalić, L. E., Gligorijević, N. N., Aranđelović, S., Stanković, D. M., Radulović, S. S., Van Hecke, K., Savić, A.,& Grgurić-Šipka, S.. (2017). Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation. in Journal of Coordination Chemistry, 70(5), 831-847. https://doi.org/10.1080/00958972.2017.1282611
Baroud AA, Mihajlović-Lalić LE, Gligorijević NN, Aranđelović S, Stanković DM, Radulović SS, Van Hecke K, Savić A, Grgurić-Šipka S. Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation. in Journal of Coordination Chemistry. 2017;70(5):831-847. doi:10.1080/00958972.2017.1282611 .
Baroud, Afya A., Mihajlović-Lalić, Ljiljana E., Gligorijević, Nevenka N., Aranđelović, Sandra, Stanković, Dalibor M., Radulović, Siniša S., Van Hecke, Kristof, Savić, Aleksandar, Grgurić-Šipka, Sanja, "Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation" in Journal of Coordination Chemistry, 70, no. 5 (2017):831-847, https://doi.org/10.1080/00958972.2017.1282611 . .