Literature DB >> 24054123

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

Sivakoteswara Rao Mandadapu1, 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.   

Abstract

The design, synthesis, and evaluation of a series of dipeptidyl α-hydroxyphosphonates is reported. The synthesized compounds displayed high anti-norovirus activity in a cell-based replicon system, as well as high enzyme selectivity.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Inhibitors; Norovirus 3CL protease; Transition state mimics; α-Hydroxyphosphonates

Mesh:

Substances:

Year:  2013        PMID: 24054123      PMCID: PMC4916958          DOI: 10.1016/j.bmcl.2013.08.073

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


  45 in total

1.  Cyclosulfamide-based derivatives as inhibitors of noroviruses.

Authors:  Dengfeng Dou; Sivakoteswara R Mandadapu; Kevin R Alliston; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Eur J Med Chem       Date:  2011-10-20       Impact factor: 6.514

Review 2.  Improving drug candidates by design: a focus on physicochemical properties as a means of improving compound disposition and safety.

Authors:  Nicholas A Meanwell
Journal:  Chem Res Toxicol       Date:  2011-07-26       Impact factor: 3.739

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.  New human renin inhibitors containing an unnatural amino acid, norstatine.

Authors:  K Iizuka; T Kamijo; T Kubota; K Akahane; H Umeyama; Y Kiso
Journal:  J Med Chem       Date:  1988-04       Impact factor: 7.446

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

Authors:  Kok-Chuan Tiew; Guijia He; Sridhar Aravapalli; Sivakoteswara Rao Mandadapu; Mallikarjuna Reddy Gunnam; Kevin R Alliston; Gerald H Lushington; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Bioorg Med Chem Lett       Date:  2011-07-14       Impact factor: 2.823

6.  On the size of the active site in proteases. I. Papain.

Authors:  I Schechter; A Berger
Journal:  Biochem Biophys Res Commun       Date:  1967-04-20       Impact factor: 3.575

7.  Potent norovirus inhibitors based on the acyclic sulfamide scaffold.

Authors:  Dengfeng Dou; Kok-Chuan Tiew; Sivakoteswara Rao Mandadapu; Mallikarjuna Reddy Gunnam; Kevin R Alliston; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Bioorg Med Chem       Date:  2012-02-02       Impact factor: 3.641

8.  alpha-Hydroxy phosphinyl-based inhibitors of human renin.

Authors:  D V Patel; K Rielly-Gauvin; D E Ryono; C A Free; W L Rogers; S A Smith; J M DeForrest; R S Oehl; E W Petrillo
Journal:  J Med Chem       Date:  1995-10-27       Impact factor: 7.446

9.  Role of cholesterol pathways in norovirus replication.

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

10.  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

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  12 in total

1.  Structure-based exploration and exploitation of the S4 subsite of norovirus 3CL protease in the design of potent and permeable inhibitors.

Authors:  Anushka C Galasiti Kankanamalage; Yunjeong Kim; Athri D Rathnayake; Vishnu C Damalanka; Pathum M Weerawarna; Sean T Doyle; Amer F Alsoudi; D M Padmasankha Dissanayake; Gerald H Lushington; Nurjahan Mehzabeen; Kevin P Battaile; Scott Lovell; Kyeong-Ok Chang; William C Groutas
Journal:  Eur J Med Chem       Date:  2016-11-14       Impact factor: 6.514

2.  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 3.  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

Review 4.  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

5.  Oxadiazole-Based Cell Permeable Macrocyclic Transition State Inhibitors of Norovirus 3CL Protease.

Authors:  Vishnu C Damalanka; Yunjeong Kim; Kevin R Alliston; Pathum M Weerawarna; Anushka C Galasiti Kankanamalage; Gerald H Lushington; Nurjahan Mehzabeen; Kevin P Battaile; Scott Lovell; Kyeong-Ok Chang; William C Groutas
Journal:  J Med Chem       Date:  2016-02-08       Impact factor: 7.446

6.  Potent inhibition of enterovirus D68 and human rhinoviruses by dipeptidyl aldehydes and α-ketoamides.

Authors:  Yunjeong Kim; Anushka C Galasiti Kankanamalage; Vishnu C Damalanka; Pathum M Weerawarna; William C Groutas; Kyeong-Ok Chang
Journal:  Antiviral Res       Date:  2015-11-30       Impact factor: 5.970

Review 7.  Antiviral Drug Discovery: Norovirus Proteases and Development of Inhibitors.

Authors:  Kyeong-Ok Chang; Yunjeong Kim; Scott Lovell; Athri D Rathnayake; William C Groutas
Journal:  Viruses       Date:  2019-02-25       Impact factor: 5.048

8.  Highly Diastereoselective Construction of Carbon- Heteroatom Quaternary Stereogenic Centers in the Synthesis of Analogs of Bioactive Compounds: From Monofluorinated Epoxyalkylphosphonates to α-Fluoro-, β-, or γ-Amino Alcohol Derivatives of Alkylphosphonates.

Authors:  Magdalena Rapp; Klaudia Margas-Musielak; Patrycja Kaczmarek; Agnieszka Witkowska; Tomasz Cytlak; Tomasz Siodła; Henryk Koroniak
Journal:  Front Chem       Date:  2021-06-02       Impact factor: 5.221

9.  Structure-based design and synthesis of triazole-based macrocyclic inhibitors of norovirus protease: Structural, biochemical, spectroscopic, and antiviral studies.

Authors:  Pathum M Weerawarna; Yunjeong Kim; Anushka C Galasiti Kankanamalage; Vishnu C Damalanka; Gerald H Lushington; Kevin R Alliston; Nurjahan Mehzabeen; Kevin P Battaile; Scott Lovell; Kyeong-Ok Chang; William C Groutas
Journal:  Eur J Med Chem       Date:  2016-04-25       Impact factor: 6.514

Review 10.  Therapeutics and Immunoprophylaxis Against Noroviruses and Rotaviruses: The Past, Present, and Future.

Authors:  Souvik Ghosh; Yashpal Singh Malik; Nobumichi Kobayashi
Journal:  Curr Drug Metab       Date:  2018       Impact factor: 3.731

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