Transformation of jervine by Cunninghamella elegans ATCC 9245

Phytochemistry. 2000 Sep;55(1):19-22. doi: 10.1016/s0031-9422(00)00202-8.

Abstract

Preparative-scale fermentation of the known C-nor-D-homosteroidal jerveratrum alkaloid jervine with Cunninghamella elegans (ATCC 9245) has resulted in the isolation of (-)-jervinone as the major metabolite. In addition, C. elegans ATCC 9245 was able to epimerize C-3 of jervine, producing 3-epi-jervine. This epimerization reaction was similar to that reported for tomatidine, the known spirosolane-type Solanum alkaloid. The structure elucidation of both metabolites was based primarily on 1D- and 2D-NMR analyses.

MeSH terms

  • Fermentation
  • Mucorales / metabolism*
  • Spectrum Analysis
  • Veratrum Alkaloids / metabolism*

Substances

  • Veratrum Alkaloids
  • jervine