Issue 19, 2002
From the journal:

Journal of the Chemical Society, Dalton Transactions

Anti-tumour platinum acylthiourea complexes and their interactions with DNA

Alison Rodger,*a   Kirti K. Patel,a   Karen J. Sanders,a   Michael Datt,b   Cheryl Sacht*b  and  Michael J. Hannon*a  

* Corresponding authors

a Department of Chemistry, University of Warwick, Coventry, UK
E-mail: a.rodger@warwick.ac.uk, m.j.hannon@warwick.ac.uk

b Department of Chemistry, Rhodes University, PO Box 94, Grahamstown, 6140, South Africa

Abstract

The interactions of a series of anti-tumour platinum acylthiourea complexes of formula [Pt(L)Cl(DMSO)] (HL = R′C(O)NHC(S)NR2; R′ = aryl, NR2 = amine) with natural and synthetic DNAs and with nucleotides were investigated. Circular dichroism experiments confirmed binding and linear dichroism showed that the binding is specific (rather than random), leading to orientation of the complexes on the DNA and resulting in bending of the DNA. Mass spectrometry confirmed coordination of the platinum to the nitrogen-containing base of the nucleic acids with the displacement of chloride. No evidence was obtained for bis-substitution involving concomitant loss of the chloride and DMSO. The mode of binding of the platinum to DNA is affected by the nature of the substituents on the acylthiourea, but this behaviour does not correlate with the biological activity observed.

Graphical abstract: Anti-tumour platinum acylthiourea complexes and their interactions with DNA

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Article information

DOI
https://doi.org/10.1039/B205056K
Article type
Paper
Submitted
24 May 2002
Accepted
23 Aug 2002
First published
10 Sep 2002

J. Chem. Soc., Dalton Trans., 2002, 3656-3663

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Anti-tumour platinum acylthiourea complexes and their interactions with DNA

A. Rodger, K. K. Patel, K. J. Sanders, M. Datt, C. Sacht and M. J. Hannon, J. Chem. Soc., Dalton Trans., 2002, 3656 DOI: 10.1039/B205056K

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