Microbial biotransformation of veratramine

J Nat Prod. 1998 Jan;61(1):149-51. doi: 10.1021/np9703611.

Abstract

Preparative-scale fermentation of the known C-nor-D-homosteroidal alkaloid veratramine (1) with Nocardia species ATCC 21145 has resulted in the isolation of three new metabolites, 2-4. The structure elucidation of these compounds was conducted primarily by 2D NMR analysis. The microbe Nocardia species ATCC 21145 was able to metabolize rings A and B of veratramine but failed to metabolize its nitrogen-containing side chain, an observation consistent with previous fermentation studies on steroidal alkaloids.

MeSH terms

  • Animals
  • Antimalarials / metabolism*
  • Antimalarials / pharmacology
  • Biotransformation
  • Fungi / metabolism
  • Nocardia / metabolism*
  • Plasmodium falciparum / drug effects
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Ultraviolet
  • Veratrum Alkaloids / metabolism*
  • Veratrum Alkaloids / pharmacology

Substances

  • Antimalarials
  • Veratrum Alkaloids
  • veratramine