Dorrigocins: novel antifungal antibiotics that change the morphology of ras-transformed NIH/3T3 cells to that of normal cells. II. Isolation and elucidation of structures

J Antibiot (Tokyo). 1994 Aug;47(8):870-4. doi: 10.7164/antibiotics.47.870.

Abstract

Two novel antifungal antibiotics, named dorrigocin A and B have been isolated from the fermentation broth and mycelium of Streptomyces platensis subsp. rosaceus. These closely related compounds were separated from one another by countercurrent chromatography on an Ito coil planet centrifuge. The structures of the dorrigocins were determined by NMR and IR spectroscopy and mass spectrometry. Each is a putative propionate-acetate derived straight chain fatty acid terminating in cycloheximide. The dorrigocins differ from one another only in their oxidation pattern.

MeSH terms

  • 3T3 Cells / cytology*
  • 3T3 Cells / drug effects*
  • Animals
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Cell Transformation, Neoplastic / drug effects*
  • Cell Transformation, Neoplastic / genetics*
  • Genes, ras*
  • Magnetic Resonance Spectroscopy / methods
  • Mice
  • Piperidones / chemistry
  • Piperidones / isolation & purification
  • Piperidones / pharmacology
  • Spectrometry, Mass, Fast Atom Bombardment
  • Streptomyces / chemistry*
  • Streptomyces / metabolism

Substances

  • Antifungal Agents
  • Piperidones
  • dorrigocin A
  • dorrigocin B