Comparison of cis and trans-Platinum Mononucleobase Compounds with DNA and Protein Models

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Contents Vol 61(9)

doi:10.1071/CH08227

Comparison of cis and trans-Platinum Mononucleobase Compounds with DNA and Protein Models

Joseph V. Strukl ^A, Queite A. de Paula ^A, Xiaohong Yang ^A, Yun Qu ^A, Nicholas P. Farrell ^A ^B

^A Department of Chemistry, Virginia Commonwealth University, Richmond, VA 23284-2006, USA.
^B Corresponding author. Email: npfarrell@vcu.edu





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Australian Journal of Chemistry 61(9) 694–699 http://dx.doi.org/10.1071/CH08227
Submitted: 30 May 2008 Accepted: 28 July 2008 Published online: 5 September 2008

Abstract

Reactions of 5′-guanosine monophosphate (5′-GMP) and N-acetylmethionine (N-ac-l-Met) with the mononucleobase compounds, cis-[PtCl(L)_n(9-EtGH)]⁺ (L = NH₃, 4-pic, n = 2; L = en, n = 1) in a 1:1 molar ratio have been studied in aqueous solutions at pH 7.3 using ¹H and ¹⁹⁵Pt NMR spectroscopy. There is a high kinetic preference for sulfur over nitrogen binding. These results are compared with the trans isomers. Based on low cytotoxicity and a high sulfur/nitrogen preference the cis isomers may also present suitable features for antiviral activity through interaction with specific proteins.