Microbial transformation of 20(S)-protopanaxatriol by Mucor spinosus

Biotechnol Lett. 2015 Feb;37(2):397-402. doi: 10.1007/s10529-014-1680-5. Epub 2014 Sep 26.

Abstract

Microbial transformation of 20(S)-protopanaxatriol (1) by Mucor spinosus afforded two new and eight known metabolites. The structures of the metabolites were identified as 12-oxo-20(S)-protopanaxatriol (2), 23,24-en-25-methoxyl-20(S)-protopanaxatriol (3), 29-hydroxyl-20(S)-protopanaxatriol (4), 20(S),24(S)-epoxy-dammaran-3β,6α,12β,25-triol (5), 12-oxo-27-hydroxyl-20(S)-protopanaxatriol (6), 12-oxo-26-hydroxyl-20(S)-protopanaxatriol (7), 12-oxo-23β-hydroxyl-20(S)-protopanaxatriol (8), 12-oxo-11β-hydroxyl-20(S)-protopanaxatriol (9), 12-oxo-15α-hydroxyl-20(S)-protopanaxatriol (10), and 12-oxo-25,26-en-15α-hydroxyl-20(S)-protopanaxatriol (11). Among them, 3 and 11 are new compounds. The metabolites 3, 10 and 11 showed the more potent inhibitory effects against seven cell lines than the substrate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biotransformation
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Chlorocebus aethiops
  • Humans
  • Mucor / metabolism*
  • Sapogenins / chemistry*
  • Sapogenins / metabolism*
  • Sapogenins / pharmacology*
  • Vero Cells

Substances

  • Sapogenins
  • protopanaxatriol