Xenofuranones A and B: phenylpyruvate dimers from Xenorhabdus szentirmaii

J Nat Prod. 2006 Dec;69(12):1830-2. doi: 10.1021/np060409n.

Abstract

Xenofuranones A (1) and B (2) have been isolated from cultures of the insect-pathogenic bacterium Xenorhabdus szentirmaii, and their structures were elucidated by NMR and mass spectroscopy. Both compounds show similarities to fungal furanones, and their biosynthesis was studied using a reversed approach by feeding putative 12C precursors to an overall 13C background in small-scale experiments followed by gas chromatographic analysis coupled to mass spectrometry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Feeding Behavior / drug effects
  • Furans / chemistry
  • Furans / isolation & purification*
  • Furans / pharmacology
  • Insecta / drug effects
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenylpyruvic Acids / chemistry
  • Phenylpyruvic Acids / isolation & purification*
  • Phenylpyruvic Acids / pharmacology
  • Xenorhabdus / chemistry*
  • Xenorhabdus / pathogenicity

Substances

  • Furans
  • Phenylpyruvic Acids
  • xenofuranone A
  • xenofuranone B