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

Bioorg Med Chem Lett. 2010 Jan 1;20(1):206-8. doi: 10.1016/j.bmcl.2009.10.129. Epub 2009 Oct 31.

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.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Benzylidene Compounds / chemistry*
  • Botulinum Toxins, Type A / chemistry*
  • Catalytic Domain
  • Cyclopentanes / chemical synthesis
  • Cyclopentanes / chemistry*
  • Cyclopentanes / pharmacology
  • Metalloendopeptidases / chemistry*
  • Metalloendopeptidases / metabolism
  • Protease Inhibitors / chemical synthesis
  • Protease Inhibitors / chemistry*
  • Protease Inhibitors / pharmacology
  • Zinc / chemistry*

Substances

  • Benzylidene Compounds
  • Cyclopentanes
  • Protease Inhibitors
  • Metalloendopeptidases
  • Botulinum Toxins, Type A
  • Zinc
  • cyclopentenone