Novel antiinsectan oxalicine alkaloids from two undescribed fungicolous Penicillium spp

Org Lett. 2003 Mar 6;5(5):773-6. doi: 10.1021/ol0340686.

Abstract

15-Deoxyoxalicine B (1) and decaturins A (2) and B (3) have been isolated from Penicillium decaturense and Penicillium thiersii, two previously undescribed species obtained as colonists of wood-decay fungi. The structures were determined by 2D NMR experiments and/or single-crystal X-ray diffraction analysis. These compounds are members of a rare structural class, and decaturins A and B feature a new polycyclic ring system. Decaturin B (3) exhibited potent antiinsectan activity against the fall armyworm (Spodoptera frugiperda).

Publication types

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

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Animals
  • Crystallography, X-Ray
  • Insecticides / chemistry*
  • Insecticides / isolation & purification
  • Models, Molecular
  • Nuclear Magnetic Resonance, Biomolecular
  • Penicillium / chemistry*
  • Pyrones / chemistry*
  • Pyrones / isolation & purification
  • Spiro Compounds / chemistry*
  • Spiro Compounds / isolation & purification
  • Spodoptera

Substances

  • 15-dexoyoxalicine B
  • Alkaloids
  • Insecticides
  • Pyrones
  • Spiro Compounds
  • decaturin A
  • decaturin B