Biotransformation of 20(R)-panaxatriol by Mucor racemosus and the anti-hepatic fibrosis activity of some products

Nat Prod Res. 2017 Aug;31(16):1880-1885. doi: 10.1080/14786419.2016.1263850. Epub 2016 Dec 22.

Abstract

Biocatalysis of 20(R)-panaxatriol (PT) was performed by the fungus Mucor racemosus. Six metabolites (1-6) including five new compounds were obtained, and their structures were elucidated as 20(R),25-epoxy-12β,24β-dihydroxydammaran-3,6-dione (2), 20(R),25-epoxy-12β,22β-dihydroxydammaran-3,6-dione (3), 20(R),25-epoxy-23β-hydroxydammaran-3,6,12-trione (4), 20(R),25-epoxy-12β,23α- dihydroxydammaran-3,6-dione (5), and 20(R),25-epoxy-12β-hydroxydammaran-3,6,23-trione (6) by spectroscopic analysis. Pharmacological studies revealed that compounds 2, 3 and 5 exhibited significant antihepatic fibrosis activity, while 4 and 6 showed cytotoxicity against HSC-T6 cells.

Keywords: 20(R)-panaxatriol; Biotransformation; Mucor racemosus; antihepatic fibrosis.

MeSH terms

  • Biotransformation
  • Cell Line
  • Drug Evaluation, Preclinical / methods
  • Ginsenosides / pharmacokinetics*
  • Hepatic Stellate Cells / drug effects
  • Hepatic Stellate Cells / pathology
  • Humans
  • Liver Cirrhosis / drug therapy*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Mucor / metabolism*
  • Triterpenes / chemistry
  • Triterpenes / pharmacology*

Substances

  • 20(R),25-epoxy-12beta,23alpha- dihydroxydammaran-3,6-dione
  • Ginsenosides
  • Triterpenes
  • panaxatriol