Design and synthesis of peptidomimetic severe acute respiratory syndrome chymotrypsin-like protease inhibitors.
Identifieur interne : 001229 ( Ncbi/Checkpoint ); précédent : 001228; suivant : 001230Design and synthesis of peptidomimetic severe acute respiratory syndrome chymotrypsin-like protease inhibitors.
Auteurs : Arun K. Ghosh [États-Unis] ; Kai Xi ; Kiira Ratia ; Bernard D. Santarsiero ; Wentao Fu ; Brian H. Harcourt ; Paul A. Rota ; Susan C. Baker ; Michael E. Johnson ; Andrew D. MesecarSource :
- Journal of medicinal chemistry [ 0022-2623 ] ; 2005.
Descripteurs français
- KwdFr :
- Animaux, Antiviraux (), Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Cellules cultivées, Chymases, Cinétique, Conception de médicament, Cristallographie aux rayons X, Dipeptides (), Humains, Inhibiteurs de la sérine protéinase (), Inhibiteurs de la sérine protéinase (pharmacologie), Inhibiteurs de la sérine protéinase (synthèse chimique), Isoxazoles (), Isoxazoles (pharmacologie), Isoxazoles (synthèse chimique), Lactames (), Lactames (pharmacologie), Lactames (synthèse chimique), Mimétisme moléculaire, Modèles moléculaires, Peptides (), Relation structure-activité, Serine endopeptidases (), Serine endopeptidases (métabolisme), Stéréoisomérie, Virus du SRAS (), Virus du SRAS (enzymologie).
- MESH :
- enzymologie : Virus du SRAS.
- métabolisme : Serine endopeptidases.
- pharmacologie : Antiviraux, Inhibiteurs de la sérine protéinase, Isoxazoles, Lactames.
- synthèse chimique : Antiviraux, Inhibiteurs de la sérine protéinase, Isoxazoles, Lactames.
- Animaux, Antiviraux, Cellules cultivées, Chymases, Cinétique, Conception de médicament, Cristallographie aux rayons X, Dipeptides, Humains, Inhibiteurs de la sérine protéinase, Isoxazoles, Lactames, Mimétisme moléculaire, Modèles moléculaires, Peptides, Relation structure-activité, Serine endopeptidases, Stéréoisomérie, Virus du SRAS.
English descriptors
- KwdEn :
- Animals, Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Cells, Cultured, Chymases, Crystallography, X-Ray, Dipeptides (chemistry), Drug Design, Humans, Isoxazoles (chemical synthesis), Isoxazoles (chemistry), Isoxazoles (pharmacology), Kinetics, Lactams (chemical synthesis), Lactams (chemistry), Lactams (pharmacology), Models, Molecular, Molecular Mimicry, Peptides (chemistry), SARS Virus (drug effects), SARS Virus (enzymology), Serine Endopeptidases (chemistry), Serine Endopeptidases (metabolism), Serine Proteinase Inhibitors (chemical synthesis), Serine Proteinase Inhibitors (chemistry), Serine Proteinase Inhibitors (pharmacology), Stereoisomerism, Structure-Activity Relationship.
- MESH :
- chemical , chemical synthesis : Antiviral Agents, Isoxazoles, Lactams, Serine Proteinase Inhibitors.
- chemical , chemistry : Antiviral Agents, Dipeptides, Isoxazoles, Lactams, Peptides, Serine Endopeptidases, Serine Proteinase Inhibitors.
- chemical , metabolism : Serine Endopeptidases.
- chemical , pharmacology : Antiviral Agents, Isoxazoles, Lactams, Serine Proteinase Inhibitors.
- drug effects : SARS Virus.
- enzymology : SARS Virus.
- Animals, Cells, Cultured, Chymases, Crystallography, X-Ray, Drug Design, Humans, Kinetics, Models, Molecular, Molecular Mimicry, Stereoisomerism, Structure-Activity Relationship.
Abstract
Design, synthesis, and biological evaluation of peptidomimetic severe acute respiratory syndrome chymotrypsin-like protease (SARS-3CLpro) inhibitors for severe acute respiratory syndrome coronavirus (SARS-CoV) are described. These inhibitors exhibited antiviral activity against SARS-CoV in infected cells in the micromolar range. An X-ray crystal structure of our lead inhibitor (4) bound to SARS-3CLpro provided important drug-design templates for the design of small-molecule inhibitors.
DOI: 10.1021/jm050548m
PubMed: 16250632
Affiliations:
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pubmed:16250632Le document en format XML
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Ghosh</name><affiliation wicri:level="2"><nlm:affiliation>Departments of Chemistry and Medicinal Chemistry, Purdue University, West Lafayette, IN 47907, USA. akghosh@purdue.edu</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Departments of Chemistry and Medicinal Chemistry, Purdue University, West Lafayette, IN 47907</wicri:regionArea><placeName><region type="state">Indiana</region></placeName></affiliation></author><author><name sortKey="Xi, Kai" sort="Xi, Kai" uniqKey="Xi K" first="Kai" last="Xi">Kai Xi</name></author><author><name sortKey="Ratia, Kiira" sort="Ratia, Kiira" uniqKey="Ratia K" first="Kiira" last="Ratia">Kiira Ratia</name></author><author><name sortKey="Santarsiero, Bernard D" sort="Santarsiero, Bernard D" uniqKey="Santarsiero B" first="Bernard D" last="Santarsiero">Bernard D. 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effects)</term><term>SARS Virus (enzymology)</term><term>Serine Endopeptidases (chemistry)</term><term>Serine Endopeptidases (metabolism)</term><term>Serine Proteinase Inhibitors (chemical synthesis)</term><term>Serine Proteinase Inhibitors (chemistry)</term><term>Serine Proteinase Inhibitors (pharmacology)</term><term>Stereoisomerism</term><term>Structure-Activity Relationship</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Animaux</term><term>Antiviraux ()</term><term>Antiviraux (pharmacologie)</term><term>Antiviraux (synthèse chimique)</term><term>Cellules cultivées</term><term>Chymases</term><term>Cinétique</term><term>Conception de médicament</term><term>Cristallographie aux rayons X</term><term>Dipeptides ()</term><term>Humains</term><term>Inhibiteurs de la sérine protéinase ()</term><term>Inhibiteurs de la sérine protéinase (pharmacologie)</term><term>Inhibiteurs de la sérine protéinase (synthèse chimique)</term><term>Isoxazoles ()</term><term>Isoxazoles (pharmacologie)</term><term>Isoxazoles (synthèse chimique)</term><term>Lactames ()</term><term>Lactames (pharmacologie)</term><term>Lactames (synthèse chimique)</term><term>Mimétisme moléculaire</term><term>Modèles moléculaires</term><term>Peptides ()</term><term>Relation structure-activité</term><term>Serine endopeptidases ()</term><term>Serine endopeptidases (métabolisme)</term><term>Stéréoisomérie</term><term>Virus du SRAS ()</term><term>Virus du SRAS (enzymologie)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Antiviral Agents</term><term>Isoxazoles</term><term>Lactams</term><term>Serine Proteinase Inhibitors</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Antiviral Agents</term><term>Dipeptides</term><term>Isoxazoles</term><term>Lactams</term><term>Peptides</term><term>Serine Endopeptidases</term><term>Serine Proteinase Inhibitors</term></keywords><keywords scheme="MESH" 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la sérine protéinase</term><term>Isoxazoles</term><term>Lactames</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Animals</term><term>Cells, Cultured</term><term>Chymases</term><term>Crystallography, X-Ray</term><term>Drug Design</term><term>Humans</term><term>Kinetics</term><term>Models, Molecular</term><term>Molecular Mimicry</term><term>Stereoisomerism</term><term>Structure-Activity Relationship</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Animaux</term><term>Antiviraux</term><term>Cellules cultivées</term><term>Chymases</term><term>Cinétique</term><term>Conception de médicament</term><term>Cristallographie aux rayons X</term><term>Dipeptides</term><term>Humains</term><term>Inhibiteurs de la sérine protéinase</term><term>Isoxazoles</term><term>Lactames</term><term>Mimétisme moléculaire</term><term>Modèles moléculaires</term><term>Peptides</term><term>Relation structure-activité</term><term>Serine endopeptidases</term><term>Stéréoisomérie</term><term>Virus du SRAS</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Design, synthesis, and biological evaluation of peptidomimetic severe acute respiratory syndrome chymotrypsin-like protease (SARS-3CLpro) inhibitors for severe acute respiratory syndrome coronavirus (SARS-CoV) are described. These inhibitors exhibited antiviral activity against SARS-CoV in infected cells in the micromolar range. An X-ray crystal structure of our lead inhibitor (4) bound to SARS-3CLpro provided important drug-design templates for the design of small-molecule inhibitors.</div></front></TEI><affiliations><list><country><li>États-Unis</li></country><region><li>Indiana</li></region></list><tree><noCountry><name sortKey="Baker, Susan C" sort="Baker, Susan C" uniqKey="Baker S" first="Susan C" last="Baker">Susan C. Baker</name><name sortKey="Fu, Wentao" sort="Fu, Wentao" uniqKey="Fu W" first="Wentao" last="Fu">Wentao Fu</name><name sortKey="Harcourt, Brian H" sort="Harcourt, Brian H" uniqKey="Harcourt B" first="Brian H" last="Harcourt">Brian H. Harcourt</name><name sortKey="Johnson, Michael E" sort="Johnson, Michael E" uniqKey="Johnson M" first="Michael E" last="Johnson">Michael E. Johnson</name><name sortKey="Mesecar, Andrew D" sort="Mesecar, Andrew D" uniqKey="Mesecar A" first="Andrew D" last="Mesecar">Andrew D. Mesecar</name><name sortKey="Ratia, Kiira" sort="Ratia, Kiira" uniqKey="Ratia K" first="Kiira" last="Ratia">Kiira Ratia</name><name sortKey="Rota, Paul A" sort="Rota, Paul A" uniqKey="Rota P" first="Paul A" last="Rota">Paul A. Rota</name><name sortKey="Santarsiero, Bernard D" sort="Santarsiero, Bernard D" uniqKey="Santarsiero B" first="Bernard D" last="Santarsiero">Bernard D. Santarsiero</name><name sortKey="Xi, Kai" sort="Xi, Kai" uniqKey="Xi K" first="Kai" last="Xi">Kai Xi</name></noCountry><country name="États-Unis"><region name="Indiana"><name sortKey="Ghosh, Arun K" sort="Ghosh, Arun K" uniqKey="Ghosh A" first="Arun K" last="Ghosh">Arun K. Ghosh</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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