Literature DB >> 19914829

Benzylidene cyclopentenediones: First irreversible inhibitors against botulinum neurotoxin A's zinc endopeptidase.

Katerina Capková1, Mark S Hixon, Sabine Pellett, Joseph T Barbieri, Eric A Johnson, Kim D Janda.   

Abstract

A series of benzylidene cyclopentenedione-based inhibitors, acting through covalent modification of the active site of botulinum neurotoxin A light chain metalloprotease, are reported. Copyright 2009 Elsevier Ltd. All rights reserved.

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Year:  2009        PMID: 19914829      PMCID: PMC2818383          DOI: 10.1016/j.bmcl.2009.10.129

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


  11 in total

1.  Intimate details of the most poisonous poison.

Authors:  B R Singh
Journal:  Nat Struct Biol       Date:  2000-08

2.  Identification of a potent botulinum neurotoxin a protease inhibitor using in situ lead identification chemistry.

Authors:  Grant E Boldt; Jack P Kennedy; Kim D Janda
Journal:  Org Lett       Date:  2006-04-13       Impact factor: 6.005

3.  A neuronal cell-based botulinum neurotoxin assay for highly sensitive and specific detection of neutralizing serum antibodies.

Authors:  Sabine Pellett; William H Tepp; Colin M Clancy; Gary E Borodic; Eric A Johnson
Journal:  FEBS Lett       Date:  2007-09-12       Impact factor: 4.124

Review 4.  Covalent modifiers: an orthogonal approach to drug design.

Authors:  Michele H Potashman; Mark E Duggan
Journal:  J Med Chem       Date:  2009-03-12       Impact factor: 7.446

5.  Toward the discovery of potent inhibitors of botulinum neurotoxin A: development of a robust LC MS based assay operational from low to subnanomolar enzyme concentrations.

Authors:  Katerina Capková; Mark S Hixon; Laura A McAllister; Kim D Janda
Journal:  Chem Commun (Camb)       Date:  2008-07-03       Impact factor: 6.222

Review 6.  The strange case of the botulinum neurotoxin: using chemistry and biology to modulate the most deadly poison.

Authors:  Bert Willis; Lisa M Eubanks; Tobin J Dickerson; Kim D Janda
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

7.  A high-throughput screening approach to anthrax lethal factor inhibition.

Authors:  Sherida L Johnson; Li-Hsing Chen; Maurizio Pellecchia
Journal:  Bioorg Chem       Date:  2007-02-22       Impact factor: 5.275

8.  Synthesis and structure-activity relationships of second-generation hydroxamate botulinum neurotoxin A protease inhibitors.

Authors:  Katerina Capková; Yoshiyuki Yoneda; Tobin J Dickerson; Kim D Janda
Journal:  Bioorg Med Chem Lett       Date:  2007-10-09       Impact factor: 2.823

9.  N-Phenyl and N-phenylalkyl-maleimides acting against Candida spp.: time-to-kill, stability, interaction with maleamic acids.

Authors:  Maximiliano Sortino; Valdir Cechinel Filho; Rogério Corrêa; Susana Zacchino
Journal:  Bioorg Med Chem       Date:  2007-08-24       Impact factor: 3.641

10.  Structures of Clostridium botulinum Neurotoxin Serotype A Light Chain complexed with small-molecule inhibitors highlight active-site flexibility.

Authors:  Nicholas R Silvaggi; Grant E Boldt; Mark S Hixon; Jack P Kennedy; Saul Tzipori; Kim D Janda; Karen N Allen
Journal:  Chem Biol       Date:  2007-05
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  14 in total

1.  Targeting botulinum A cellular toxicity: a prodrug approach.

Authors:  Peter Silhár; Lisa M Eubanks; Hajime Seki; Sabine Pellett; Sacha Javor; William H Tepp; Eric A Johnson; Kim D Janda
Journal:  J Med Chem       Date:  2013-10-15       Impact factor: 7.446

2.  Benzoquinones as inhibitors of botulinum neurotoxin serotype A.

Authors:  Paul T Bremer; Mark S Hixon; Kim D Janda
Journal:  Bioorg Med Chem       Date:  2014-06-16       Impact factor: 3.641

3.  Catch and Anchor Approach To Combat Both Toxicity and Longevity of Botulinum Toxin A.

Authors:  Lucy Lin; Margaret E Olson; Takashi Sugane; Lewis D Turner; Margarita A Tararina; Alexander L Nielsen; Elbek K Kurbanov; Sabine Pellett; Eric A Johnson; Seth M Cohen; Karen N Allen; Kim D Janda
Journal:  J Med Chem       Date:  2020-09-18       Impact factor: 7.446

4.  Time-dependent botulinum neurotoxin serotype A metalloprotease inhibitors.

Authors:  Bing Li; Steven C Cardinale; Michelle M Butler; Ramdas Pai; Jonathan E Nuss; Norton P Peet; Sina Bavari; Terry L Bowlin
Journal:  Bioorg Med Chem       Date:  2011-10-26       Impact factor: 3.641

5.  Covalent Modifiers: A Chemical Perspective on the Reactivity of α,β-Unsaturated Carbonyls with Thiols via Hetero-Michael Addition Reactions.

Authors:  Paul A Jackson; John C Widen; Daniel A Harki; Kay M Brummond
Journal:  J Med Chem       Date:  2016-12-20       Impact factor: 7.446

6.  Synthesis and biological evaluation of botulinum neurotoxin a protease inhibitors.

Authors:  Bing Li; Ramdas Pai; Steven C Cardinale; Michelle M Butler; Norton P Peet; Donald T Moir; Sina Bavari; Terry L Bowlin
Journal:  J Med Chem       Date:  2010-03-11       Impact factor: 7.446

7.  Analysis of Botulinum Neurotoxin Serotype A Metalloprotease Inhibitors: Analogs of a Chemotype for Therapeutic Development in the Context of a Three-Zone Pharmacophore.

Authors:  James C Burnett; Bing Li; Ramdas Pai; Steven C Cardinale; Michelle M Butler; Norton P Peet; Donald Moir; Sina Bavari; Terry Bowlin
Journal:  Open Access Bioinformatics       Date:  2010-04-01

8.  Paclitaxel is an inhibitor and its boron dipyrromethene derivative is a fluorescent recognition agent for botulinum neurotoxin subtype A.

Authors:  Saedeh Dadgar; Zack Ramjan; Wely B Floriano
Journal:  J Med Chem       Date:  2013-03-29       Impact factor: 7.446

9.  Natural Compounds and Their Analogues as Potent Antidotes against the Most Poisonous Bacterial Toxin.

Authors:  Kruti B Patel; Shuowei Cai; Michael Adler; Brajendra K Singh; Virinder S Parmar; Bal Ram Singh
Journal:  Appl Environ Microbiol       Date:  2018-11-30       Impact factor: 4.792

10.  3-Hydroxy-1-alkyl-2-methylpyridine-4(1H)-thiones: Inhibition of the Pseudomonas aeruginosa Virulence Factor LasB.

Authors:  Amanda L Garner; Anjali K Struss; Jessica L Fullagar; Arpita Agrawal; Amira Y Moreno; Seth M Cohen; Kim D Janda
Journal:  ACS Med Chem Lett       Date:  2012-06-19       Impact factor: 4.345

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