Isolation and structure elucidation of pentahydroxyscirpene, a trichothecene Fusarium mycotoxin

J Nat Prod. 2014 Jan 24;77(1):188-92. doi: 10.1021/np4008365. Epub 2013 Dec 24.

Abstract

Pentahydroxyscirpene, a novel trichothecene-type compound, was isolated from Fusarium-inoculated rice. The structure of pentahydroxyscirpene was elucidated by 1D and 2D NMR spectroscopy and X-ray single-crystal diffraction. The conformation in solution was determined by NOESY experiments supported by quantum chemical calculations. In vitro toxicity tests showed that pentahydroxyscirpene inhibits protein synthesis as do other trichothecenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Fusarium / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Mycotoxins / chemistry
  • Mycotoxins / isolation & purification*
  • Mycotoxins / pharmacology*
  • Nuclear Magnetic Resonance, Biomolecular
  • Oryza / microbiology
  • Protein Synthesis Inhibitors / chemistry
  • Protein Synthesis Inhibitors / isolation & purification*
  • Protein Synthesis Inhibitors / pharmacology
  • Trichothecenes / chemistry
  • Trichothecenes / isolation & purification*
  • Trichothecenes / pharmacology

Substances

  • Mycotoxins
  • Protein Synthesis Inhibitors
  • Trichothecenes
  • pentahydroxyscirpene