Design and synthesis of novel N-benzylidenesulfonohydrazide inhibitors of MurC and MurD as potential antibacterial agents

Molecules. 2008 Jan 11;13(1):11-30. doi: 10.3390/molecules13010011.

Abstract

A series of novel N-benzylidenesulfonohydrazide compounds were designed and synthesized as inhibitors of UDP-N-acetylmuramic acid: L-alanine ligase (MurC) and UDP-N-acetylmuramoyl-L-alanine: D-glutamate ligase (MurD) from E. coli, involved in the biosynthesis of bacterial cell-walls. Some compounds possessed inhibitory activity against both enzymes with IC(50) values as low as 30 microM. In addition, a new, one-pot synthesis of amidobenzaldehydes is reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis / drug effects
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Escherichia coli / drug effects
  • Escherichia coli / enzymology*
  • Escherichia coli Proteins / antagonists & inhibitors*
  • Oxidation-Reduction / drug effects
  • Peptide Synthases / antagonists & inhibitors*
  • Polymers
  • Pyridazines / chemical synthesis*
  • Pyridazines / chemistry
  • Pyridazines / pharmacology*
  • Rhodanine / chemistry

Substances

  • Enzyme Inhibitors
  • Escherichia coli Proteins
  • Polymers
  • Pyridazines
  • Rhodanine
  • Peptide Synthases
  • UDP-N-acetylmuramoyl-alanine synthetase
  • UDP-N-acetylmuramoylalanine-D-glutamate ligase