Penifulvin A: a sesquiterpenoid-derived metabolite containing a novel dioxa[5,5,5,6]fenestrane ring system from a fungicolous isolate of Penicillium griseofulvum

Org Lett. 2006 Mar 16;8(6):1225-8. doi: 10.1021/ol060107c.

Abstract

[structure: see text] Penifulvin A (1), a new fungal metabolite with a previously undescribed ring system, has been isolated from cultures of an isolate of Penicillium griseofulvum (NRRL 35584) obtained from a white mycelial growth on a dead hardwood branch collected in a Hawaiian forest. The structure was assigned by analysis of NMR data and confirmed by single-crystal X-ray diffraction analysis. Penifulvin A (1) shows significant activity in dietary assays against the fall armyworm Spodoptera frugiperda.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Hawaii
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Molecular Structure
  • Penicillium / chemistry*
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Spodoptera / drug effects*

Substances

  • Sesquiterpenes
  • penifulvin A