Production of Minor Ginsenosides C-K and C-Y from Naturally Occurring Major Ginsenosides Using Crude β-Glucosidase Preparation from Submerged Culture of Fomitella fraxinea

Molecules. 2021 Aug 9;26(16):4820. doi: 10.3390/molecules26164820.

Abstract

Minor ginsenosides, such as compounds (C)-K and C-Y, possess relatively better bioactivity than those of naturally occurring major ginsenosides. Therefore, this study focused on the biotransformation of major ginsenosides into minor ginsenosides using crude β-glucosidase preparation isolated from submerged liquid culture of Fomitella fraxinea (FFEP). FFEP was prepared by ammonium sulfate (30-80%) precipitation from submerged culture of F. fraxinea. FFEP was used to prepare minor ginsenosides from protopanaxadiol (PPD)-type ginsenoside (PPDG-F) or total ginsenoside fraction (TG-F). In addition, biotransformation of major ginsenosides into minor ginsenosides as affected by reaction time and pH were investigated by TLC and HPLC analyses, and the metabolites were also identified by UPLC/negative-ESI-Q-TOF-MS analysis. FFEP biotransformed ginsenosides Rb1 and Rc into C-K via the following pathways: Rd → F2 → C-K for Rb1 and both Rd → F2→ C-K and C-Mc1 → C-Mc → C-K for Rc, respectively, while C-Y is formed from Rb2 via C-O. FFEP can be applied to produce minor ginsenosides C-K and C-Y from PPDG-F or TG-F. To the best of our knowledge, this study is the first to report the production of C-K and C-Y from major ginsenosides by basidiomycete F. fraxinea.

Keywords: Fomitella fraxinea; biotransformation; compound-K; compound-Y; enzyme preparation; major ginsenosides; mushroom.

MeSH terms

  • Biotransformation
  • Cell Culture Techniques
  • Chromatography, High Pressure Liquid
  • Ginsenosides / chemistry
  • Ginsenosides / isolation & purification*
  • Hydrolysis
  • Polyporaceae / enzymology*
  • Sapogenins / chemistry*
  • beta-Glucosidase / chemistry*
  • beta-Glucosidase / pharmacology

Substances

  • Ginsenosides
  • Sapogenins
  • beta-Glucosidase
  • protopanaxadiol

Supplementary concepts

  • Vanderbylia fraxinea