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Electrochemical investigation on the interaction of benzene sulfonyl 5-fluorouracil derivatives with double-stranded DNA and G-quadruplex DNA

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Abstract

The interaction of double-stranded (ds) and G-quadruplex (G4) DNA with sulfonyl 5-fluorouracil derivatives (5-fluoro-1-(arylsulfonyl) pyrimidine-2,4 (1H,3H)-diones) was investigated in this research, in which Au electrodes modified with ds-DNA or G4-DNAs were used as a working electrode. The investigation showed that the binding affinity with G4-DNA was significantly increased when 5-fluorouracil (5-FU) was modified with arylsulfonyl groups. The presence of strong electron-withdrawing groups on benzene sulfonyl 5-FU greatly enhanced the binding selectivity (k G4-DNA/k ds-DNA). Such results provided new insights into the potential connections between the chemical structure of drug candidates and their anticancer activities.

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Authors and Affiliations

  1. Nanomaterials and Chemistry Key Laboratory, Wenzhou University, Wenzhou, 325035, China

    Quan Hu, KeJun Zhang, HuiLe Jin, XiAn Chen, MaoLin Hu & Shun Wang

  2. Department of Pharmacology, School of Basic Medicine, Hangzhou Normal University, Hangzhou, 310036, China

    Quan Hu

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  1. Quan Hu
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  2. KeJun Zhang
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  6. Shun Wang
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Correspondence to Shun Wang.

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Hu, Q., Zhang, K., Jin, H. et al. Electrochemical investigation on the interaction of benzene sulfonyl 5-fluorouracil derivatives with double-stranded DNA and G-quadruplex DNA. Sci. China Chem. 55, 1345–1350 (2012). https://doi.org/10.1007/s11426-012-4582-1

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