New metabolites with nematicidal and antimicrobial activities from the ascomycete Lachnum papyraceum (Karst.) Karst. VI. Structure determination of non-halogenated metabolites structurally related to mycorrhizin A

J Antibiot (Tokyo). 1995 Feb;48(2):154-7. doi: 10.7164/antibiotics.48.154.

Abstract

The structure determination of four new biologically active non-halogenated metabolites isolated from submerged cultures of the ascomycete Lachnum papyraceum is described. The compounds are structurally related to the antibiotic mycorrhizin A: (l'Z)-Dechloromycorrhizin A (12), a stereoisomer of dechloromycorrhizin A (5) previously isolated from the same fungus, as well as papyracon A (13), papyracon B (14) and papyracon C (15) containing an exocyclic double bond. The amounts of the latter three increased significantly when CaBr2 was added to the culture medium. The structures were determined by spectroscopic methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Antinematodal Agents / chemistry*
  • Antinematodal Agents / pharmacology
  • Ascomycota / metabolism*
  • Coumarins / chemistry*
  • Coumarins / pharmacology
  • Halogens / chemistry
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry / methods
  • Molecular Structure

Substances

  • Anti-Bacterial Agents
  • Antinematodal Agents
  • Coumarins
  • Halogens
  • mycorrhizin A