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Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling

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2019
J_coord_chem2019_1_acc.pdf (489.4Kb)
Authors
Nikolić, Stefan
Grgurić-Šipka, Sanja
Đorđević, Ivana
Dahmani, Rahma
Dekanski, Dragana
Vidičević, Sašenka
Tošić, Jelena
Mitić, Dragana
Grubišić, Sonja
Article (Accepted Version)
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Abstract
In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which... provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).

Keywords:
cytotoxicity studies / DFT calculations / DNA docking / intercalation / Ruthenium complexes
Source:
Journal of Coordination Chemistry, 2019, 72, 1, 148-163
Publisher:
  • Taylor & Francis
Projects:
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
  • COST CMST-Action CM1405 Molecules in Motion (MOLIM)
Note:
  • This is the peer-reviewed version of the following article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.; Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis, Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of Coordination Chemistry 2019, 72 (1), 148–163. https://doi.org/10.1080/00958972.2018.1553298.
  • The published version: http://cer.ihtm.bg.ac.rs/handle/123456789/3259

DOI: 10.1080/00958972.2018.1553298

ISSN: 0095-8972

WoS: 000465181600009

Scopus: 2-s2.0-85064599205
[ Google Scholar ]
URI
http://cer.ihtm.bg.ac.rs/handle/123456789/3260
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