Synthesis of 5-isoxazol-5-yl-2′-deoxyuridines exhibiting antiviral activity against HSV and several RNA viruses

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:19

Article

Lee, Yoon-Suk¹  Park, Sun Min¹  Kim, Byeang Hyean¹ 

[1] Pohang Univ Sci & Technol, BK Sch Mol Sci, Dept Chem, Pohang 790784, South Korea

关键词: HSV;    Antiviral;    EMCV;    Cox. B3;    VSV;    Isoxazole;    Isoxazole nucleosides;    Antiviral nucleoside;    [3+2] Cycloaddition;   

DOI  :  10.1016/j.bmcl.2008.12.103

来源: Elsevier

【 摘 要 】

This paper describes a simple method for synthesizing a small library of 5-isoxazol-5-yl-2 '-deoxyuridines from 5-iodo-2 '-deoxyuridine. Nitrile oxides were generated in situ from oximes using a commercial bleaching agent; their cycloaddition with 5-ethynyl-2 '-deoxyuridine yielded isoxazoles possessing activity against herpes simplex viruses 1 and 2, Encephalomyocarditis virus, Coxsackie B3, and vesicular stomatitis virus; these isoxazoles were, however, inactive against corona virus, influenza virus, and HIV. (C) 2009 Published by Elsevier Ltd.

【 授权许可】

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