Book of Abstracts - Ruhr-Universität Bochum

P-30
ISBOMC `10 5.7 – 9.7. 2010 Ruhr-Universität Bochum
Organoiridium(III) and -rhodium(III) Bis-Intercalators: Influence of the
Bridging Ligand on Cytotoxicity
Malte Kokoschka, a Andreas Meyer, b Ingo Ott, b and William S. Sheldrick *a
a Ruhr-Universität Bochum, Faculty of Chemistry and Biochemistry , Department of Analytical
Chemistry, Universitätsstraße 150, 44801, Bochum, Germany. b Technische Universität
Braunschweig, Institute of Pharmaceutical Chemistry, Beethovenstraße 55, 38106, Braunschweig,
Germany. E-mail: malte.kokoschka@rub.de
As we have recently shown, dinuclear iridium(III) polypyridyl complexes bridged by flexible ligands
are capable of sequence selective intercalation into a synthetic DNA oligomer. 1 Induced structural
changes in DNA – which have been proposed to account for the cytotoxicity of cisdiamminedichloroplatinum(II)
– should be closely related to the molecular shape of the employed
bridging ligand. Taking advantage of our findings from NMR assisted structure calculations on a
double-stranded decanucleotide bis-intercalator adduct, we have started a systematic investigation of
bis-intercalative compounds incorporating bridging ligands such as 1,3-benzenedithiol, 1,3- and 1,4benzenedimethanethiol
with the ability to induce stronger distorsions into DNA. The resulting
compounds have being studied with respect to their cytotoxicity and DNA interaction, respectively.
[{(η 5 -C5Me5)Ir(dppz)}2(µ-2,9-dithiadecane)] 4+ bis-intercalated into the double-stranded decanucleotide
d(5’-GCGCATCGGC-3’) as determined by NOESY NMR spectroscopy
References
1. M. Kokoschka, J.-A. Bangert, R. Stoll, W. S. Sheldrick, Eur. J. Inorg. Chem. 2010, 1507-1515.
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