Synthesis of novel carbazole based macrocyclic amides as potential antimicrobial agents

Eur J Med Chem. 2009 Jul;44(7):3040-5. doi: 10.1016/j.ejmech.2008.07.031. Epub 2008 Jul 31.

Abstract

A series of carbazole based macrocyclic diamides with thia and oxy linkages have been synthesized and the inhibitory activity of the cyclophane amides against human pathogenic bacteria and plant pathogenic fungi are documented. (S)-1,10-Bi-2-naphthol [(S)-BINOL] based chiral carbazolophane amide emerged as the most interesting compound in this series exhibiting excellent antibacterial and antifungal activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis
  • Amides / chemistry*
  • Amides / pharmacology*
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Bacteria / drug effects
  • Carbazoles / chemistry*
  • Drug Design*
  • Fungi / drug effects
  • Humans
  • Macrocyclic Compounds / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Plants / microbiology

Substances

  • Amides
  • Anti-Infective Agents
  • Carbazoles
  • Macrocyclic Compounds
  • carbazole