Hymenopsins A and B and a macrophorin analogue from a fungicolous Hymenopsis sp

J Nat Prod. 2010 Mar 26;73(3):404-8. doi: 10.1021/np900613d.

Abstract

Hymenopsin A (1), hymenopsin B (2), and a new macrophorin analogue, 2',3'-epoxy-13-hydroxy-4'-oxomacrophorin A (3), have been isolated from a fungicolous isolate of Hymenopsis sp. (MYC-1703; NRRL 37638). The structures and relative configurations of these compounds were assigned on the basis of 2D NMR and MS data, and the identity of 1 was confirmed by X-ray crystallographic analysis. The absolute configuration of 2 was proposed on the basis of CD analysis using both empirical and computational methods. Compounds 2 and 3 showed antibacterial activity against Staphylococcus aureus and Bacillus subtilis. Compound 3 was also active against Aspergillus flavus and Fusarium verticillioides.

Publication types

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

MeSH terms

  • Bacillus subtilis / drug effects
  • Crystallography, X-Ray
  • Fungi / chemistry*
  • Hawaii
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship

Substances

  • 4'-oxomacrophorin A
  • Sesquiterpenes
  • hymenopsin A
  • hymenopsin B