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Anticancer Activity of Hydrogen-Bond-Stabilized Half-Sandwich RuII Complexes with Heterocycles

Mitra, Raja and Das, Sangeeta and Shinde, SrideviV and Sinha, Sarika and Somasundaram, Kumaravel and Samuelson, AshokaG (2012) Anticancer Activity of Hydrogen-Bond-Stabilized Half-Sandwich RuII Complexes with Heterocycles. In: CHEMISTRY-A EUROPEAN JOURNAL, 18 (39). pp. 12278-12291.

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Official URL: http://dx.doi.org/10.1002/chem.201200938


Neutral half-sandwich organometallic ruthenium(II) complexes of the type (?6-cymene)RuCl2(L)] (H1H10), where L represents a heterocyclic ligand, have been synthesized and characterized spectroscopically. The structures of five complexes were also established by single-crystal X-ray diffraction confirming a piano-stool geometry with ?6 coordination of the arene ligand. Hydrogen bonding between the N?H group of the heterocycle and a chlorine atom attached to Ru stabilizes the metalligand interaction. Complexes coordinated to a mercaptobenzothiazole framework (H1) or mercaptobenzoxazole (H6) showed high cytotoxicity against several cancer cells but not against normal cells. In vitro studies have shown that the inhibition of cancer cell growth involves primarily G1-phase arrest as well as the generation of reactive oxygen species (ROS). The complexes are found to bind DNA in a non-intercalative fashion and cause unwinding of plasmid DNA in a cell-free medium. Surprisingly, the cytotoxic complexes H1 and H6 differ in their interaction with DNA, as observed by biophysical studies, they either cause a biphasic melting of the DNA or the inhibition of topoisomerase IIa activity, respectively. Substitution of the aromatic ring of the heterocycle or adding a second hydrogen-bond donor on the heterocycle reduces the cytotoxicity.

Item Type: Journal Article
Additional Information: Copyright for this article belongs to WILEY-V C H
Keywords: antitumor agents;bio-organometallics;hydrogen bonds;heterocycles;ruthenium
Department/Centre: Division of Biological Sciences > Microbiology & Cell Biology
Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 22 Nov 2012 10:22
Last Modified: 22 Nov 2012 10:22
URI: http://eprints.iisc.ac.in/id/eprint/45323

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