Citrafungins A and B, two new fungal metabolite inhibitors of GGTase I with antifungal activity

Org Lett. 2004 Feb 5;6(3):337-40. doi: 10.1021/ol0361249.

Abstract

[structure: see text] Screening of natural products extracts led to the discovery of citrafungins A and B, two new fungal metabolites of the alkylcitrate family that are inhibitors of GGTase I of various pathogenic fungal species with IC(50) values of 2.5-15 microM. These compounds exhibited antifungal activities with MIC values of 0.40-55 microM. The isolation, structure elucidation, relative and absolute stereochemistry, and biological activities of citrafungins are described.

MeSH terms

  • Alkenes / chemistry*
  • Alkenes / pharmacology
  • Alkyl and Aryl Transferases / antagonists & inhibitors*
  • Alkyl and Aryl Transferases / metabolism
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Lactones / chemistry*
  • Lactones / pharmacology
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alkenes
  • Antifungal Agents
  • Enzyme Inhibitors
  • Lactones
  • citrafungin A
  • citrafungin B
  • Alkyl and Aryl Transferases
  • geranylgeranyltransferase type-I