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

Joseph V. Strukl; Queite A. de Paula; Xiaohong Yang; Yun Qu; Nicholas P. Farrell

doi:10.1071/CH08227

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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 and Nicholas P. Farrell ^A ^B

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry, Virginia Commonwealth University, Richmond, VA 23284-2006, USA.

^B Corresponding author. Email: npfarrell@vcu.edu

Australian Journal of Chemistry 61(9) 694-699 https://doi.org/10.1071/CH08227
Submitted: 30 May 2008 Accepted: 28 July 2008 Published: 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.

Acknowledgements

The authors are grateful for the assistance of John B. Mangrum for mass spectrometric characterization. The authors also thank the National Science Foundation, the National Science Foundation REU program, and the Virginia Academy of Science for financial support. Dr Q. A. de Paula acknowledges the Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) for a fellowship.

References

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

Abstract

Acknowledgements

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