Three new polyketide-terpenoid hybrids from Penicillium sp

Org Lett. 2008 Mar 6;10(5):845-8. doi: 10.1021/ol7029867. Epub 2008 Feb 1.

Abstract

Three novel hybrid polyketide-terpenoid metabolites were isolated from a Penicillium minioluteum strain. Their structures were determined by NMR spectroscopic analyses and X-ray crystallography. The proposed biosynthetic pathway including a unique retro-Claisen migration of methyl carbonate correlates the three compounds with berkeleydione and berkeleytrione.

MeSH terms

  • Crystallography, X-Ray
  • Macrolides / isolation & purification*
  • Macrolides / pharmacology
  • Methicillin Resistance / drug effects
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Penicillium / chemistry*
  • Staphylococcus aureus / drug effects
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology

Substances

  • 22-epoxyberkeleydione
  • Macrolides
  • Terpenes
  • berkeleydione
  • berkeleytrione
  • miniolutelide A
  • miniolutelide B