Cyclic colisporifungin and linear cavinafungins, antifungal lipopeptides isolated from Colispora cavincola

J Nat Prod. 2015 Mar 27;78(3):468-75. doi: 10.1021/np500854j. Epub 2015 Jan 30.

Abstract

Colisporifungin (1), a cyclic depsilipopeptide structurally related to the aselacins, and cavinafungins A and B, two linear peptides, were isolated from liquid culture broths of the hitherto unstudied fungus Colispora cavincola using a Candida albicans whole-cell assay as well as a bioassay to detect compounds potentiating the antifungal activity of caspofungin. The structural elucidation, including the absolute configuration of the new molecules, was accomplished using a combination of spectroscopic and chemical techniques, including 1D and 2D NMR, HRMS, and Marfey's analysis. The cyclic peptide colisporifungin displayed a strong potentiation of the growth inhibitory effect of caspofungin against Aspergillus fumigatus and, to a lesser extent, against Candida albicans. The linear peptides displayed broad-spectrum antifungal activities inhibiting growth of Candida species (MIC values 0.5-4 μg/mL) as well as A. fumigatus with a prominent inhibition of 8 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology*
  • Ascomycota / chemistry*
  • Aspergillus fumigatus / drug effects
  • Candida / drug effects
  • Candida albicans / drug effects
  • Caspofungin
  • Echinocandins / chemistry
  • Echinocandins / isolation & purification*
  • Echinocandins / pharmacology*
  • Lipopeptides / chemistry
  • Lipopeptides / isolation & purification*
  • Lipopeptides / pharmacology*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Antifungal Agents
  • Echinocandins
  • Lipopeptides
  • Caspofungin