Literature DB >> 22063754

Cyclosulfamide-based derivatives as inhibitors of noroviruses.

Dengfeng Dou1, Sivakoteswara R Mandadapu, Kevin R Alliston, Yunjeong Kim, Kyeong-Ok Chang, William C Groutas.   

Abstract

An optimization campaign focused on improving pharmacological activity and physicochemical properties of a recently-identified class of cyclosulfamide-based norovirus inhibitors has been carried out. Dimeric compound 4 was found to be a ∼10-fold more potent norovirus inhibitor (ED(50) 0.4 μM) compared to the original hit, however, isonipecotic acid ester derivatives 7e and 10a were shown to have superior therapeutic indices.
Copyright © 2011 Elsevier Masson SAS. All rights reserved.

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Year:  2011        PMID: 22063754      PMCID: PMC3259182          DOI: 10.1016/j.ejmech.2011.10.019

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  16 in total

1.  "Double-click" protocol for synthesis of heterobifunctional multivalent ligands: toward a focused library of specific norovirus inhibitors.

Authors:  Julie Guiard; Brigitte Fiege; Pavel I Kitov; Thomas Peters; David R Bundle
Journal:  Chemistry       Date:  2011-04-05       Impact factor: 5.236

2.  Targeting norovirus infection-multivalent entry inhibitor design based on NMR experiments.

Authors:  Christoph Rademacher; Julie Guiard; Pavel I Kitov; Brigitte Fiege; Kevin P Dalton; Francisco Parra; David R Bundle; Thomas Peters
Journal:  Chemistry       Date:  2011-05-12       Impact factor: 5.236

3.  Biodegradable nanogels for oral delivery of interferon for norovirus infection.

Authors:  Yunjeong Kim; Mahendra Thapa; Duy H Hua; Kyeong-Ok Chang
Journal:  Antiviral Res       Date:  2010-12-07       Impact factor: 5.970

Review 4.  Privileged scaffolds for library design and drug discovery.

Authors:  Matthew E Welsch; Scott A Snyder; Brent R Stockwell
Journal:  Curr Opin Chem Biol       Date:  2010-03-18       Impact factor: 8.822

5.  Stable expression of a Norwalk virus RNA replicon in a human hepatoma cell line.

Authors:  Kyeong-Ok Chang; Stanislav V Sosnovtsev; Gaël Belliot; Adriene D King; Kim Y Green
Journal:  Virology       Date:  2006-07-14       Impact factor: 3.616

6.  Role of cholesterol pathways in norovirus replication.

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

7.  Malaria-infected mice are cured by oral administration of new artemisinin derivatives.

Authors:  Gary H Posner; Wonsuk Chang; Lindsey Hess; Lauren Woodard; Sandra Sinishtaj; Aimee R Usera; William Maio; Andrew S Rosenthal; Alvin S Kalinda; John G D'Angelo; Kimberly S Petersen; Remo Stohler; Jacques Chollet; Josefina Santo-Tomas; Christopher Snyder; Matthias Rottmann; Sergio Wittlin; Reto Brun; Theresa A Shapiro
Journal:  J Med Chem       Date:  2008-01-31       Impact factor: 7.446

8.  Interferons and ribavirin effectively inhibit Norwalk virus replication in replicon-bearing cells.

Authors:  Kyeong-Ok Chang; David W George
Journal:  J Virol       Date:  2007-09-12       Impact factor: 5.103

Review 9.  Norovirus gastroenteritis, increased understanding and future antiviral options.

Authors:  Ming Tan; Xi Jiang
Journal:  Curr Opin Investig Drugs       Date:  2008-02

Review 10.  Antiviral strategies to control calicivirus infections.

Authors:  Jacques Rohayem; Mirko Bergmann; Julia Gebhardt; Ernest Gould; Paul Tucker; Andrea Mattevi; Torsten Unge; Rolf Hilgenfeld; Johan Neyts
Journal:  Antiviral Res       Date:  2010-05-21       Impact factor: 5.970

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  17 in total

1.  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

2.  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

3.  Inhibition of noroviruses by piperazine derivatives.

Authors:  Dengfeng Dou; Guijia He; Sivakoteswara Rao Mandadapu; Sridhar Aravapalli; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Bioorg Med Chem Lett       Date:  2011-11-15       Impact factor: 2.823

4.  Asymmetric Palladium-Catalyzed Alkene Carboamination Reactions for the Synthesis of Cyclic Sulfamides.

Authors:  Zachary J Garlets; Kaia R Parenti; John P Wolfe
Journal:  Chemistry       Date:  2016-03-10       Impact factor: 5.236

Review 5.  Treatment of norovirus infections: moving antivirals from the bench to the bedside.

Authors:  Stuart S Kaufman; Kim Y Green; Brent E Korba
Journal:  Antiviral Res       Date:  2014-02-25       Impact factor: 5.970

6.  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

7.  Influence of catalyst structure and reaction conditions on anti- versus syn-aminopalladation pathways in Pd-catalyzed alkene carboamination reactions of N-allylsulfamides.

Authors:  Ryan M Fornwald; Jonathan A Fritz; John P Wolfe
Journal:  Chemistry       Date:  2014-06-17       Impact factor: 5.236

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

Review 10.  Anti-norovirus therapeutics: a patent review (2010-2015).

Authors:  Anushka C Galasiti Kankanamalage; Pathum M Weerawarna; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Expert Opin Ther Pat       Date:  2016       Impact factor: 6.674

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