Isolation, structure and biological activity of phomafungin, a cyclic lipodepsipeptide from a widespread tropical Phoma sp

Bioorg Med Chem. 2009 Feb 1;17(3):1361-9. doi: 10.1016/j.bmc.2008.12.009. Epub 2008 Dec 14.


We isolated a cyclic lipodepsipeptide, phomafungin, from a Phoma sp. The distinct antifungal activity of phomafungin in the crude extract was initially discovered by mechanistic profiling in the Candida albicans fitness test. The purified compound contains a 28 member ring consisting of eight amino acids and a beta-hydroxy-gamma-methyl-hexadecanoic acid, and displays a broad spectrum of antifungal activity against Candida spp., Aspergillus fumigatus and Trichophyton mentagrophytes with MIC of 2-8 microg/ml, and toxicity to mice at 25 mg/kg. The linear peptide derived from opening of the lactone ring was devoid of antifungal activity as well as toxicity. Phomafungin has been identified in a number of Phoma spp. collected from Africa and the Indian and Pacific Ocean islands.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Antifungal Agents / chemistry*
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology*
  • Ascomycota / chemistry*
  • Aspergillus fumigatus / drug effects
  • Depsipeptides / chemistry*
  • Depsipeptides / isolation & purification
  • Depsipeptides / pharmacology*
  • Lipopeptides / chemistry*
  • Lipopeptides / isolation & purification
  • Lipopeptides / pharmacology*
  • Mice
  • Trichophyton / drug effects


  • Antifungal Agents
  • Depsipeptides
  • Lipopeptides
  • phomafungin