Synthesis and evaluation of novel alpha-amino cyclic boronates as inhibitors of HCV NS3 protease.
Identifieur interne : 001694 ( PubMed/Corpus ); précédent : 001693; suivant : 001695Synthesis and evaluation of novel alpha-amino cyclic boronates as inhibitors of HCV NS3 protease.
Auteurs : Xianfeng Li ; Yong-Kang Zhang ; Yang Liu ; Charles Z. Ding ; Qun Li ; Yasheen Zhou ; Jacob J. Plattner ; Stephen J. Baker ; Xuelei Qian ; Dazhong Fan ; Liang Liao ; Zhi-Jie Ni ; Gemma V. White ; Jackie E. Mordaunt ; Linos X. Lazarides ; Martin J. Slater ; Richard L. Jarvest ; Pia Thommes ; Malcolm Ellis ; Colin M. Edge ; Julia A. Hubbard ; Don Somers ; Paul Rowland ; Pamela Nassau ; Bill Mcdowell ; Tadeusz J. Skarzynski ; Wieslaw M. Kazmierski ; Richard M. Grimes ; Lois L. Wright ; Gary K. Smith ; Wuxin Zou ; Jon Wright ; Lewis E. PennicottSource :
- Bioorganic & medicinal chemistry letters [ 1464-3405 ] ; 2010.
English descriptors
- KwdEn :
- Boronic Acids (chemical synthesis), Boronic Acids (pharmacology), Boronic Acids (therapeutic use), Catalytic Domain, Drug Design, Hepacivirus (drug effects), Hepacivirus (enzymology), Molecular Structure, Serine (chemistry), Structure-Activity Relationship, Viral Nonstructural Proteins (antagonists & inhibitors).
- MESH :
- chemical , antagonists & inhibitors : Viral Nonstructural Proteins.
- chemical , chemical synthesis : Boronic Acids.
- chemical , chemistry : Serine.
- chemical , pharmacology : Boronic Acids.
- chemical , therapeutic use : Boronic Acids.
- drug effects : Hepacivirus.
- enzymology : Hepacivirus.
- Catalytic Domain, Drug Design, Molecular Structure, Structure-Activity Relationship.
Abstract
We have designed and synthesized a novel series of alpha-amino cyclic boronates and incorporated them successfully in several acyclic templates at the P1 position. These compounds are inhibitors of the HCV NS3 serine protease, and structural studies show that they inhibit the NS3 protease by trapping the Ser-139 hydroxyl group in the active site. Synthetic methodologies and SARs of this series of compounds are described.
DOI: 10.1016/j.bmcl.2010.04.129
PubMed: 20493689
Links to Exploration step
pubmed:20493689Le document en format XML
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<front><div type="abstract" xml:lang="en">We have designed and synthesized a novel series of alpha-amino cyclic boronates and incorporated them successfully in several acyclic templates at the P1 position. These compounds are inhibitors of the HCV NS3 serine protease, and structural studies show that they inhibit the NS3 protease by trapping the Ser-139 hydroxyl group in the active site. Synthetic methodologies and SARs of this series of compounds are described.</div>
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<Abstract><AbstractText>We have designed and synthesized a novel series of alpha-amino cyclic boronates and incorporated them successfully in several acyclic templates at the P1 position. These compounds are inhibitors of the HCV NS3 serine protease, and structural studies show that they inhibit the NS3 protease by trapping the Ser-139 hydroxyl group in the active site. Synthetic methodologies and SARs of this series of compounds are described.</AbstractText>
<CopyrightInformation>Copyright 2010 Elsevier Ltd. All rights reserved.</CopyrightInformation>
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<AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Li</LastName>
<ForeName>Xianfeng</ForeName>
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<PubMedPubDate PubStatus="revised"><Year>2010</Year>
<Month>04</Month>
<Day>26</Day>
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<PubMedPubDate PubStatus="accepted"><Year>2010</Year>
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<PubMedPubDate PubStatus="medline"><Year>2010</Year>
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<ArticleIdList><ArticleId IdType="pubmed">20493689</ArticleId>
<ArticleId IdType="pii">S0960-894X(10)00607-4</ArticleId>
<ArticleId IdType="doi">10.1016/j.bmcl.2010.04.129</ArticleId>
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