Literature DB >> 22249124

Inhibition of Dengue virus and West Nile virus proteases by click chemistry-derived benz[d]isothiazol-3(2H)-one derivatives.

Kok-Chuan Tiew1, Dengfeng Dou, Tadahisa Teramoto, Huiguo Lai, Kevin R Alliston, Gerald H Lushington, R Padmanabhan, William C Groutas.   

Abstract

Two click chemistry-derived focused libraries based on the benz[d]isothiazol-3(2H)-one scaffold were synthesized and screened against Dengue virus and West Nile virus NS2B-NS3 proteases. Several compounds (4l, 7j-n) displayed noteworthy inhibitory activity toward Dengue virus NS2B-NS3 protease in the absence and presence of added detergent. These compounds could potentially serve as a launching pad for a hit-to-lead optimization campaign.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID: 22249124      PMCID: PMC3279297          DOI: 10.1016/j.bmc.2011.12.047

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  34 in total

1.  Functional profiling of recombinant NS3 proteases from all four serotypes of dengue virus using tetrapeptide and octapeptide substrate libraries.

Authors:  Jun Li; Siew Pheng Lim; David Beer; Viral Patel; Daying Wen; Christine Tumanut; David C Tully; Jennifer A Williams; Jan Jiricek; John P Priestle; Jennifer L Harris; Subhash G Vasudevan
Journal:  J Biol Chem       Date:  2005-06-01       Impact factor: 5.157

2.  A detergent-based assay for the detection of promiscuous inhibitors.

Authors:  Brian Y Feng; Brian K Shoichet
Journal:  Nat Protoc       Date:  2006       Impact factor: 13.491

Review 3.  The medicinal chemistry of dengue fever.

Authors:  Andrew J Stevens; Michelle E Gahan; Suresh Mahalingam; Paul A Keller
Journal:  J Med Chem       Date:  2009-12-24       Impact factor: 7.446

4.  Small molecule pan-dengue and West Nile virus NS3 protease inhibitors.

Authors:  Lynne Cregar-Hernandez; Guan-Sheng Jiao; Alan T Johnson; Axel T Lehrer; Teri Ann S Wong; Stephen A Margosiak
Journal:  Antivir Chem Chemother       Date:  2011-05-12

5.  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

6.  Modulation of the nucleoside triphosphatase/RNA helicase and 5'-RNA triphosphatase activities of Dengue virus type 2 nonstructural protein 3 (NS3) by interaction with NS5, the RNA-dependent RNA polymerase.

Authors:  Changsuek Yon; Tadahisa Teramoto; Niklaus Mueller; Jessica Phelan; Vannakambadi K Ganesh; Krishna H M Murthy; R Padmanabhan
Journal:  J Biol Chem       Date:  2005-05-24       Impact factor: 5.157

7.  Homology modeling and molecular dynamics simulations of Dengue virus NS2B/NS3 protease: insight into molecular interaction.

Authors:  Kanin Wichapong; Somsak Pianwanit; Wolfgang Sippl; Sirirat Kokpol
Journal:  J Mol Recognit       Date:  2010 May-Jun       Impact factor: 2.137

Review 8.  Strategies for development of Dengue virus inhibitors.

Authors:  Christian G Noble; Yen-Liang Chen; Hongping Dong; Feng Gu; Siew Pheng Lim; Wouter Schul; Qing-Yin Wang; Pei-Yong Shi
Journal:  Antiviral Res       Date:  2010-01-08       Impact factor: 5.970

9.  Serotype-specific structural differences in the protease-cofactor complexes of the dengue virus family.

Authors:  Sumana Chandramouli; Jeremiah S Joseph; Sophie Daudenarde; Jovylyn Gatchalian; Cromwell Cornillez-Ty; Peter Kuhn
Journal:  J Virol       Date:  2009-12-30       Impact factor: 5.103

10.  Histone deacetylase inhibitors through click chemistry.

Authors:  Jie Shen; Robert Woodward; James Patrick Kedenburg; Xianwei Liu; Min Chen; Lanyan Fang; Duxin Sun; Peng George Wang
Journal:  J Med Chem       Date:  2008-12-11       Impact factor: 7.446

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  14 in total

1.  Conformational flexibility of DENV NS2B/NS3pro: from the inhibitor effect to the serotype influence.

Authors:  Erika Piccirillo; Benjamin Merget; Christoph A Sotriffer; Antonia T do Amaral
Journal:  J Comput Aided Mol Des       Date:  2016-02-29       Impact factor: 3.686

2.  C-terminal residue optimization and fragment merging: discovery of a potent Peptide-hybrid inhibitor of dengue protease.

Authors:  Mira A M Behnam; Christoph Nitsche; Sérgio M Vechi; Christian D Klein
Journal:  ACS Med Chem Lett       Date:  2014-07-18       Impact factor: 4.345

3.  Identification of new potent inhibitors of dengue virus NS3 protease from traditional Chinese medicine database.

Authors:  Vivek Dhar Dwivedi; Indra Prasad Tripathi; Shiv Bharadwaj; Aman Chandra Kaushik; Sarad Kumar Mishra
Journal:  Virusdisease       Date:  2016-07-20

4.  Inhibitors of Dengue virus and West Nile virus proteases based on the aminobenzamide scaffold.

Authors:  Sridhar Aravapalli; Huiguo Lai; Tadahisa Teramoto; Kevin R Alliston; Gerald H Lushington; Eron L Ferguson; R Padmanabhan; William C Groutas
Journal:  Bioorg Med Chem       Date:  2012-05-10       Impact factor: 3.641

Review 5.  Targeting the protease of West Nile virus.

Authors:  Saan Voss; Christoph Nitsche
Journal:  RSC Med Chem       Date:  2021-05-26

6.  Design, synthesis and characterization of novel 1,2-benzisothiazol-3(2H)-one and 1,3,4-oxadiazole hybrid derivatives: potent inhibitors of Dengue and West Nile virus NS2B/NS3 proteases.

Authors:  Huiguo Lai; Dengfeng Dou; Sridhar Aravapalli; Tadahisa Teramoto; Gerald H Lushington; Tom M Mwania; Kevin R Alliston; David M Eichhorn; Radhakrishnan Padmanabhan; William C Groutas
Journal:  Bioorg Med Chem       Date:  2012-11-15       Impact factor: 3.641

Review 7.  The flavivirus protease as a target for drug discovery.

Authors:  Matthew Brecher; Jing Zhang; Hongmin Li
Journal:  Virol Sin       Date:  2013-11-14       Impact factor: 4.327

8.  New binding site conformations of the dengue virus NS3 protease accessed by molecular dynamics simulation.

Authors:  Hugo de Almeida; Izabela M D Bastos; Bergmann M Ribeiro; Bernard Maigret; Jaime M Santana
Journal:  PLoS One       Date:  2013-08-21       Impact factor: 3.240

9.  Synthesis of 1,2,3-triazole derivatives and in vitro antifungal evaluation on Candida strains.

Authors:  Reginaldo G Lima-Neto; Nery N M Cavalcante; Rajendra M Srivastava; Francisco J B Mendonça Junior; Almir G Wanderley; Rejane P Neves; Janaína V dos Anjos
Journal:  Molecules       Date:  2012-05-16       Impact factor: 4.411

10.  Computer Aided Screening of Phytochemicals from Garcinia against the Dengue NS2B/NS3 Protease.

Authors:  Tahir Ul Qamar; Arooj Mumtaz; Usman Ali Ashfaq; Samia Azhar; Tabeer Fatima; Muhammad Hassan; Syed Sajid Hussain; Waheed Akram; Sobia Idrees
Journal:  Bioinformation       Date:  2014-03-19
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