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

Identifieur interne : 000D40 ( PubMed/Corpus ); précédent : 000D39; suivant : 000D41

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

Auteurs : Yoon-Suk Lee ; Sun Min Park ; Byeang Hyean Kim

Source :

RBID : pubmed:19147352

English descriptors

Abstract

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.

DOI: 10.1016/j.bmcl.2008.12.103
PubMed: 19147352

Links to Exploration step

pubmed:19147352

Le document en format XML

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<name sortKey="Lee, Yoon Suk" sort="Lee, Yoon Suk" uniqKey="Lee Y" first="Yoon-Suk" last="Lee">Yoon-Suk Lee</name>
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<nlm:affiliation>Department of Chemistry, BK School of Molecular Science, Pohang University of Science and Technology, Pohang 790-784, South Korea.</nlm:affiliation>
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<name sortKey="Park, Sun Min" sort="Park, Sun Min" uniqKey="Park S" first="Sun Min" last="Park">Sun Min Park</name>
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<term>Deoxyuridine (analogs & derivatives)</term>
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<div type="abstract" xml:lang="en">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.</div>
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