Synthesis of 5-isoxazol-5-yl-2'-deoxyuridines exhibiting antiviral activity against HSV and several RNA viruses.
Identifieur interne : 001511 ( Main/Exploration ); précédent : 001510; suivant : 001512Synthesis of 5-isoxazol-5-yl-2'-deoxyuridines exhibiting antiviral activity against HSV and several RNA viruses.
Auteurs : Yoon-Suk Lee [Corée du Sud] ; Sun Min Park ; Byeang Hyean KimSource :
- Bioorganic & medicinal chemistry letters [ 1464-3405 ] ; 2009.
Descripteurs français
- KwdFr :
- Antiviraux (), Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Désoxyuridine (), Désoxyuridine (analogues et dérivés), Désoxyuridine (pharmacologie), Désoxyuridine (synthèse chimique), Isoxazoles (), Isoxazoles (pharmacologie), Isoxazoles (synthèse chimique), Simplexvirus (), Structure moléculaire, Techniques de chimie combinatoire, Tests de sensibilité microbienne, Virus à ARN ().
- MESH :
- analogues et dérivés : Désoxyuridine.
- pharmacologie : Antiviraux, Désoxyuridine, Isoxazoles.
- synthèse chimique : Antiviraux, Désoxyuridine, Isoxazoles.
- Antiviraux, Désoxyuridine, Isoxazoles, Simplexvirus, Structure moléculaire, Techniques de chimie combinatoire, Tests de sensibilité microbienne, Virus à ARN.
English descriptors
- KwdEn :
- Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Combinatorial Chemistry Techniques, Deoxyuridine (analogs & derivatives), Deoxyuridine (chemical synthesis), Deoxyuridine (chemistry), Deoxyuridine (pharmacology), Isoxazoles (chemical synthesis), Isoxazoles (chemistry), Isoxazoles (pharmacology), Microbial Sensitivity Tests, Molecular Structure, RNA Viruses (drug effects), Simplexvirus (drug effects).
- MESH :
- chemical , analogs & derivatives : Deoxyuridine.
- chemical , chemical synthesis : Antiviral Agents, Deoxyuridine, Isoxazoles.
- chemical , chemistry : Antiviral Agents, Deoxyuridine, Isoxazoles.
- chemical , pharmacology : Antiviral Agents, Deoxyuridine, Isoxazoles.
- drug effects : RNA Viruses, Simplexvirus.
- Combinatorial Chemistry Techniques, Microbial Sensitivity Tests, Molecular Structure.
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
Affiliations:
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Le document en format XML
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<term>Désoxyuridine ()</term>
<term>Désoxyuridine (analogues et dérivés)</term>
<term>Désoxyuridine (pharmacologie)</term>
<term>Désoxyuridine (synthèse chimique)</term>
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<term>Techniques de chimie combinatoire</term>
<term>Tests de sensibilité microbienne</term>
<term>Virus à ARN ()</term>
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<term>Isoxazoles</term>
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<front><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>
</front>
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<tree><noCountry><name sortKey="Kim, Byeang Hyean" sort="Kim, Byeang Hyean" uniqKey="Kim B" first="Byeang Hyean" last="Kim">Byeang Hyean Kim</name>
<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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<country name="Corée du Sud"><noRegion><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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