Literature DB >> 21802286

Design, synthesis, and evaluation of inhibitors of Norwalk virus 3C protease.

Kok-Chuan Tiew1, Guijia He, Sridhar Aravapalli, Sivakoteswara Rao Mandadapu, Mallikarjuna Reddy Gunnam, Kevin R Alliston, Gerald H Lushington, Yunjeong Kim, Kyeong-Ok Chang, William C Groutas.   

Abstract

The first series of peptidyl aldehyde inhibitors that incorporate in their structure a glutamine surrogate has been designed and synthesized based on the known substrate specificity of Norwalk virus 3C protease. The inhibitory activity of the compounds with the protease and with a norovirus cell-based replicon system was investigated. Members of this class of compounds exhibited noteworthy activity both in vitro and in a cell-based replicon system.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID： 21802286      PMCID： PMC3159713          DOI： 10.1016/j.bmcl.2011.07.016

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  19 in total

Review 1.  Drug-like properties and the causes of poor solubility and poor permeability.

Authors:  C A Lipinski
Journal:  J Pharmacol Toxicol Methods       Date:  2000 Jul-Aug       Impact factor: 1.950

2.  Processing of Norwalk virus nonstructural proteins by a 3C-like cysteine proteinase.

Authors:  Susan J Blakeney; Adriana Cahill; Patricia A Reilly
Journal:  Virology       Date:  2003-04-10       Impact factor: 3.616

Review 3.  The graphical representation of ADME-related molecule properties for medicinal chemists.

Authors:  Timothy J Ritchie; Peter Ertl; Richard Lewis
Journal:  Drug Discov Today       Date:  2010-11-10       Impact factor: 7.851

4.  Novel CADD-based peptidyl vinyl ester derivatives as potential proteasome inhibitors.

Authors:  Ke Mou; Bo Xu; Chao Ma; Xiaoming Yang; Xiaomin Zou; Yang Lü; Ping Xu
Journal:  Bioorg Med Chem Lett       Date:  2008-02-02       Impact factor: 2.823

5.  Molecular properties that influence the oral bioavailability of drug candidates.

Authors:  Daniel F Veber; Stephen R Johnson; Hung-Yuan Cheng; Brian R Smith; Keith W Ward; Kenneth D Kopple
Journal:  J Med Chem       Date:  2002-06-06       Impact factor: 7.446

6.  Discovery of potent sulfonamide P4-capped ketoamide second generation inhibitors of hepatitis C virus NS3 serine protease with favorable pharmacokinetic profiles in preclinical species.

Authors:  Stéphane L Bogen; Ashok Arasappan; Francisco Velazquez; Melissa Blackman; Regina Huelgas; Weidong Pan; Elise Siegel; Latha G Nair; Srikanth Venkatraman; Zhuyan Guo; Ronald Doll; Neng-Yang Shih; F George Njoroge
Journal:  Bioorg Med Chem       Date:  2010-01-25       Impact factor: 3.641

7.  Role of cholesterol pathways in norovirus replication.

Authors:  Kyeong-Ok Chang
Journal:  J Virol       Date:  2009-06-10       Impact factor: 5.103

8.  Substrate specificity of the Norwalk virus 3C-like proteinase.

Authors:  Michele E Hardy; Tammera J Crone; Jessica E Brower; Khalil Ettayebi
Journal:  Virus Res       Date:  2002-10       Impact factor: 3.303

9.  Tripeptide aldehyde inhibitors of human rhinovirus 3C protease: design, synthesis, biological evaluation, and cocrystal structure solution of P1 glutamine isosteric replacements.

Authors:  S E Webber; K Okano; T L Little; S H Reich; Y Xin; S A Fuhrman; D A Matthews; R A Love; T F Hendrickson; A K Patick; J W Meador; R A Ferre; E L Brown; C E Ford; S L Binford; S T Worland
Journal:  J Med Chem       Date:  1998-07-16       Impact factor: 7.446

10.  A structural study of norovirus 3C protease specificity: binding of a designed active site-directed peptide inhibitor.

Authors:  Robert J Hussey; Leighton Coates; Raj S Gill; Peter T Erskine; Shu-Fen Coker; Ed Mitchell; Jonathan B Cooper; Steve Wood; Robert Broadbridge; Ian N Clarke; Paul R Lambden; Peter M Shoolingin-Jordan
Journal:  Biochemistry       Date:  2010-12-15       Impact factor: 3.162
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  36 in total

1.  Nonnucleoside inhibitors of norovirus RNA polymerase: scaffolds for rational drug design.

Authors:  Auda A Eltahla; Kun Lee Lim; John-Sebastian Eden; Andrew G Kelly; Jason M Mackenzie; Peter A White
Journal:  Antimicrob Agents Chemother       Date:  2014-03-17       Impact factor: 5.191

2.  The p4-p2' amino acids surrounding human norovirus polyprotein cleavage sites define the core sequence regulating self-processing order.

Authors:  Jared May; Prasanth Viswanathan; Kenneth K-S Ng; Alexei Medvedev; Brent Korba
Journal:  J Virol       Date:  2014-07-02       Impact factor: 5.103

3.  Structural and inhibitor studies of norovirus 3C-like proteases.

Authors:  Daisuke Takahashi; Yunjeong Kim; Scott Lovell; Om Prakash; William C Groutas; Kyeong-Ok Chang
Journal:  Virus Res       Date:  2013-09-17       Impact factor: 3.303

4.  Potent inhibition of norovirus by dipeptidyl α-hydroxyphosphonate transition state mimics.

Authors:  Sivakoteswara Rao Mandadapu; Mallikarjuna Reddy Gunnam; Anushka C Galasiti Kankanamalage; Roxanne Adeline Z Uy; Kevin R Alliston; Gerald H Lushington; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Bioorg Med Chem Lett       Date:  2013-08-22       Impact factor: 2.823

5.  Caspase-mediated cleavage of nucleocapsid protein of a protease-independent porcine epidemic diarrhea virus strain.

Authors:  Changin Oh; Yunjeong Kim; Kyeong-Ok Chang
Journal:  Virus Res       Date:  2020-05-18       Impact factor: 3.303

6.  Potent inhibition of Norwalk virus by cyclic sulfamide derivatives.

Authors:  Dengfeng Dou; Kok-Chuan Tiew; Guijia He; Sivakoteswara Rao Mandadapu; Sridhar Aravapalli; Kevin R Alliston; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Bioorg Med Chem       Date:  2011-08-27       Impact factor: 3.641

7.  Structure-guided design and optimization of dipeptidyl inhibitors of norovirus 3CL protease. Structure-activity relationships and biochemical, X-ray crystallographic, cell-based, and in vivo studies.

Authors:  Anushka C Galasiti Kankanamalage; Yunjeong Kim; Pathum M Weerawarna; Roxanne Adeline Z Uy; Vishnu C Damalanka; Sivakoteswara Rao Mandadapu; Kevin R Alliston; Nurjahan Mehzabeen; Kevin P Battaile; Scott Lovell; Kyeong-Ok Chang; William C Groutas
Journal:  J Med Chem       Date:  2015-03-19       Impact factor: 7.446

Review 8.  Recent Advances in the Discovery of Norovirus Therapeutics.

Authors:  Yunjeong Kim; Anushka C Galasiti Kankanamalage; Kyeong-Ok Chang; William C Groutas
Journal:  J Med Chem       Date:  2015-08-17       Impact factor: 7.446

9.  Inhibition of norovirus 3CL protease by bisulfite adducts of transition state inhibitors.

Authors:  Sivakoteswara Rao Mandadapu; Mallikarjuna Reddy Gunnam; Kok-Chuan Tiew; Roxanne Adeline Z Uy; Allan M Prior; Kevin R Alliston; Duy H Hua; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Bioorg Med Chem Lett       Date:  2012-11-21       Impact factor: 2.823

10.  Broad-spectrum antivirals against 3C or 3C-like proteases of picornaviruses, noroviruses, and coronaviruses.

Authors:  Yunjeong Kim; Scott Lovell; Kok-Chuan Tiew; Sivakoteswara Rao Mandadapu; Kevin R Alliston; Kevin P Battaile; William C Groutas; Kyeong-Ok Chang
Journal:  J Virol       Date:  2012-08-22       Impact factor: 5.103
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