New beauveriolides produced by amino acid-supplemented fermentation of Beauveria sp. FO-6979

J Antibiot (Tokyo). 2004 Jan;57(1):1-9. doi: 10.7164/antibiotics.57.1.

Abstract

Five new beauveriolides were isolated from the acetone extracts of Beauveria sp. FO-6979 mycelia fermented in amino acid-supplemented media. The structures were elucidated by spectroscopic studies including NMR experiments and chemical degradation. All the beauveriolides are cyclodepsipeptides consisting of one 3-hydroxy-4-methyl fatty acid, two L-amino acids and one D-amino acid in common. Beauveriolide VII with the structure of cyclo-[3-hydroxy-4-methyloctanoyl-L-phenylalanyl-L-alanyl-D-valyl] inhibited lipid droplet formation and cholesteryl ester synthesis in macrophages, but the other beauveriolides showed only slight or almost no effect on lipid droplet formation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / metabolism*
  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Ascomycota / chemistry
  • Ascomycota / metabolism*
  • Cholesterol Esters / metabolism
  • Chromatography, Gel
  • Depsipeptides*
  • Fermentation
  • Lipid Metabolism
  • Macrophages, Peritoneal / drug effects
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Peptides, Cyclic / biosynthesis*
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / isolation & purification
  • Peptides, Cyclic / pharmacology
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Amino Acids
  • Anti-Bacterial Agents
  • Cholesterol Esters
  • Depsipeptides
  • Peptides, Cyclic
  • beauverolides