Structure revision of asperjinone using computer-assisted structure elucidation methods

J Nat Prod. 2013 Jan 25;76(1):113-6. doi: 10.1021/np300218g. Epub 2013 Jan 4.

Abstract

The elucidated structure of asperjinone (1), a natural product isolated from thermophilic Aspergillus terreus, was revised using the expert system Structure Elucidator. The reliability of the revised structure (2) was confirmed using 180 structures containing the (3,3-dimethyloxiran-2-yl)methyl fragment (3) as a basis for comparison and whose chemical shifts contradict the suggested structure (1).

MeSH terms

  • Aspergillus / chemistry*
  • Biological Products / chemistry*
  • Lignans / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Reproducibility of Results

Substances

  • Biological Products
  • Lignans
  • asperjinone