Identification of novel potent bicyclic peptide deformylase inhibitors

Bioorg Med Chem Lett. 2004 Mar 22;14(6):1477-81. doi: 10.1016/j.bmcl.2004.01.014.

Abstract

Screening of our compound collection using Staphylococcus aureus Ni-Peptide deformylase (PDF) afforded a very potent PDF inhibitor with an IC(50) in the low nanomolar range but with poor antibacterial activity (MIC). Three-dimensional structural information obtained from Pseudomonas aeruginosa Ni-PDF complexed with the inhibitor suggested the synthesis of a variety of analogues that would maintain high binding affinity while attempting to improve antibacterial activity. Many of the compounds synthesized proved to be excellent PDF-Ni inhibitors and some showed increased antibacterial activity in selected strains.

MeSH terms

  • Amidohydrolases / antagonists & inhibitors*
  • Amidohydrolases / metabolism
  • Bridged Bicyclo Compounds / chemistry*
  • Bridged Bicyclo Compounds / pharmacology
  • Crystallography, X-Ray
  • Microbial Sensitivity Tests
  • Protease Inhibitors / chemistry*
  • Protease Inhibitors / pharmacology
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / enzymology

Substances

  • Bridged Bicyclo Compounds
  • Protease Inhibitors
  • Amidohydrolases
  • peptide deformylase

Associated data

  • PDB/1S17