Issue 48, 2009

Microwave synthesis of mixed ligand diimine–thiosemicarbazone complexes of ruthenium(ii): biophysical reactivity and cytotoxicity

Abstract

A novel microwave-assisted synthetic method has been used to synthesise a series of mixed ligand ruthenium(II) compounds containing diimine as well as bidentate thiosemicarbazone ligands. The compounds contain the diimine 1,10-phenanthroline (phen) or 2,2′-bipyridine (bpy) and the thiosemicarbazone is derived from 9-anthraldehyde. Based on elemental analyses and spectroscopic data, the compounds are best formulated as [(phen)2Ru(thiosemicarbazone)](PF6)2 and [(phen)2Ru(thiosemicarbazone)](PF6)2 where thiosemicarbazone = 9-anthraldehydethiosemicarbazone, 9-anthraldehyde-N(4)-methylthiosemicarbazone, and 9-anthraldehyde-N(4)-ethylthiosemicarbazone. Fluorescence competition studies with ethidium bromide, along with viscometric measurements suggests that the complexes bind calf thymus DNA (CTDNA) relatively strongly via an intercalative mode possibly involving the aromatic rings of the diimine ligands. The complexes show good cytotoxic profiles against MCF-7 and MDA-MB-231 (breast adenocarcinoma) as well as HCT 116 and HT-29 (colorectal carcinoma) cell lines.

Graphical abstract: Microwave synthesis of mixed ligand diimine–thiosemicarbazone complexes of ruthenium(ii): biophysical reactivity and cytotoxicity

Supplementary files

Article information

Article type
Paper
Submitted
27 Jul 2009
Accepted
15 Sep 2009
First published
28 Sep 2009

Dalton Trans., 2009, 10757-10764

Microwave synthesis of mixed ligand diiminethiosemicarbazone complexes of ruthenium(II): biophysical reactivity and cytotoxicity

F. A. Beckford, M. Shaloski, Jr., G. Leblanc, J. Thessing, L. C. Lewis-Alleyne, A. A. Holder, L. Li and N. P. Seeram, Dalton Trans., 2009, 10757 DOI: 10.1039/B915081A

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