Isatin compounds as noncovalent SARS coronavirus 3C-like protease inhibitors
Identifieur interne : 004435 ( Main/Exploration ); précédent : 004434; suivant : 004436Isatin compounds as noncovalent SARS coronavirus 3C-like protease inhibitors
Auteurs : LU ZHOU [République populaire de Chine] ; YING LIU [République populaire de Chine] ; WEILIN ZHANG [République populaire de Chine] ; PING WEI [République populaire de Chine] ; CHANGKANG HUANG [République populaire de Chine] ; JIANFENG PEI [République populaire de Chine] ; YAXIA YUAN [République populaire de Chine] ; LUHUA LAI [République populaire de Chine]Source :
- Journal of medicinal chemistry : (Print) [ 0022-2623 ] ; 2006.
Descripteurs français
- Pascal (Inist)
- Isatine, Virus syndrome respiratoire aigu sévère, Inhibiteur protease, Relation structure activité, In vitro, Sélectivité, Synthèse chimique, Naphtalène dérivé, Carboxamide, Indole dérivé, Peptidases, Inhibiteur enzyme, Antiviral, Indole-5-carboxamide(2,3-dihydro-2,3-dioxo-1-[2-naphtylméthyl]), Liaison non covalente.
English descriptors
- KwdEn :
Abstract
A series of isatin derivatives were synthesized and tested against SARS CoV 3C-like protease. Substitutions at the N-1 and C-5 positions were examined to elucidate the differences in substrate binding sites of the rhinovirus 3C protease and SARS CoV 3C-like protease. Compound 5f shows significant inhibition with an IC50 of 0.37 μM. Further study showed that, unlike the irreversible covalent binding of isatin derivatives to human rhinovirus 3C protease, the compounds tested in this study are all noncovalent reversible inhibitors.
Affiliations:
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type="capitale">Pékin</region></placeName></affiliation><affiliation wicri:level="4"><inist:fA14 i1="02"><s1>Center for Theoretical Biology, Peking University</s1><s2>Beijing 100871</s2><s3>CHN</s3><sZ>6 aut.</sZ><sZ>8 aut.</sZ></inist:fA14><country>République populaire de Chine</country><placeName><settlement type="city">Pékin</settlement></placeName><orgName type="university">Université de Pékin</orgName><placeName><settlement type="city">Pékin</settlement><region type="capitale">Pékin</region></placeName></affiliation></author><author><name sortKey="Yaxia Yuan" sort="Yaxia Yuan" uniqKey="Yaxia Yuan" last="Yaxia Yuan">YAXIA YUAN</name><affiliation wicri:level="4"><inist:fA14 i1="01"><s1>State Key Laboratory for Structural Chemistry of Unstable and Stable Species, College of Chemistry and Molecular Engineering, Peking University</s1><s2>Beijing 100871</s2><s3>CHN</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ><sZ>5 aut.</sZ><sZ>6 aut.</sZ><sZ>7 aut.</sZ><sZ>8 aut.</sZ></inist:fA14><country>République populaire de Chine</country><placeName><settlement type="city">Pékin</settlement></placeName><orgName type="university">Université de Pékin</orgName><placeName><settlement type="city">Pékin</settlement><region type="capitale">Pékin</region></placeName></affiliation></author><author><name sortKey="Luhua Lai" sort="Luhua Lai" uniqKey="Luhua Lai" last="Luhua Lai">LUHUA LAI</name><affiliation wicri:level="4"><inist:fA14 i1="01"><s1>State Key Laboratory for Structural Chemistry of Unstable and Stable Species, College of Chemistry and Molecular Engineering, Peking University</s1><s2>Beijing 100871</s2><s3>CHN</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ><sZ>5 aut.</sZ><sZ>6 aut.</sZ><sZ>7 aut.</sZ><sZ>8 aut.</sZ></inist:fA14><country>République populaire de Chine</country><placeName><settlement type="city">Pékin</settlement></placeName><orgName type="university">Université de Pékin</orgName><placeName><settlement type="city">Pékin</settlement><region type="capitale">Pékin</region></placeName></affiliation><affiliation wicri:level="4"><inist:fA14 i1="02"><s1>Center for Theoretical Biology, Peking University</s1><s2>Beijing 100871</s2><s3>CHN</s3><sZ>6 aut.</sZ><sZ>8 aut.</sZ></inist:fA14><country>République populaire de Chine</country><placeName><settlement type="city">Pékin</settlement></placeName><orgName type="university">Université de Pékin</orgName><placeName><settlement type="city">Pékin</settlement><region type="capitale">Pékin</region></placeName></affiliation></author></analytic><series><title level="j" type="main">Journal of medicinal chemistry : (Print)</title><title level="j" type="abbreviated">J. med. chem. : (Print)</title><idno type="ISSN">0022-2623</idno><imprint><date when="2006">2006</date></imprint></series></biblStruct></sourceDesc><seriesStmt><title level="j" type="main">Journal of medicinal chemistry : (Print)</title><title level="j" type="abbreviated">J. med. chem. : (Print)</title><idno type="ISSN">0022-2623</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Antiviral</term><term>Carboxamide</term><term>Chemical synthesis</term><term>Enzyme inhibitor</term><term>In vitro</term><term>Indole derivatives</term><term>Naphthalene derivatives</term><term>Non covalent bond</term><term>Peptidases</term><term>Protease inhibitor</term><term>Selectivity</term><term>Severe acute respiratory syndrome virus</term><term>Structure activity relation</term></keywords><keywords scheme="Pascal" xml:lang="fr"><term>Isatine</term><term>Virus syndrome respiratoire aigu sévère</term><term>Inhibiteur protease</term><term>Relation structure activité</term><term>In vitro</term><term>Sélectivité</term><term>Synthèse chimique</term><term>Naphtalène dérivé</term><term>Carboxamide</term><term>Indole dérivé</term><term>Peptidases</term><term>Inhibiteur enzyme</term><term>Antiviral</term><term>Indole-5-carboxamide(2,3-dihydro-2,3-dioxo-1-[2-naphtylméthyl])</term><term>Liaison non covalente</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">A series of isatin derivatives were synthesized and tested against SARS CoV 3C-like protease. Substitutions at the N-1 and C-5 positions were examined to elucidate the differences in substrate binding sites of the rhinovirus 3C protease and SARS CoV 3C-like protease. Compound 5f shows significant inhibition with an IC<sub>50</sub> of 0.37 μM. Further study showed that, unlike the irreversible covalent binding of isatin derivatives to human rhinovirus 3C protease, the compounds tested in this study are all noncovalent reversible inhibitors.</div></front></TEI><affiliations><list><country><li>République populaire de Chine</li></country><region><li>Pékin</li></region><settlement><li>Pékin</li></settlement><orgName><li>Université de Pékin</li></orgName></list><tree><country name="République populaire de Chine"><noRegion><name sortKey="Lu Zhou" sort="Lu Zhou" uniqKey="Lu Zhou" last="Lu Zhou">LU ZHOU</name></noRegion><name sortKey="Changkang Huang" sort="Changkang Huang" uniqKey="Changkang Huang" last="Changkang Huang">CHANGKANG HUANG</name><name sortKey="Jianfeng Pei" sort="Jianfeng Pei" uniqKey="Jianfeng Pei" last="Jianfeng Pei">JIANFENG PEI</name><name sortKey="Jianfeng Pei" sort="Jianfeng Pei" uniqKey="Jianfeng Pei" last="Jianfeng Pei">JIANFENG PEI</name><name sortKey="Luhua Lai" sort="Luhua Lai" uniqKey="Luhua Lai" last="Luhua Lai">LUHUA LAI</name><name sortKey="Luhua Lai" sort="Luhua Lai" uniqKey="Luhua Lai" last="Luhua Lai">LUHUA LAI</name><name sortKey="Ping Wei" sort="Ping Wei" uniqKey="Ping Wei" last="Ping Wei">PING WEI</name><name sortKey="Weilin Zhang" sort="Weilin Zhang" uniqKey="Weilin Zhang" last="Weilin Zhang">WEILIN ZHANG</name><name sortKey="Yaxia Yuan" sort="Yaxia Yuan" uniqKey="Yaxia Yuan" last="Yaxia Yuan">YAXIA YUAN</name><name sortKey="Ying Liu" sort="Ying Liu" uniqKey="Ying Liu" last="Ying Liu">YING LIU</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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