Microbial transformation of the anti-diabetic agent corosolic acid by Cunninghamella echinulata

J Asian Nat Prod Res. 2017 Jul;19(7):645-650. doi: 10.1080/10286020.2016.1187140. Epub 2016 May 30.

Abstract

The pentacyclic triterpenoid corosolic acid was metabolized by Cunninghamella echinulata CGMCC 3.2000 to its C-24 aldehyde group metabolite and five other hydroxylated metabolites: madasiatic acid (2), 2α, 3β, 7β-trihydroxyurs-12-en-28-oic acid (3), 2α, 3β, 15α-trihydroxyurs-12-en-28-oic acid (4), 2α, 3β, 6β, 7β-tetrahydroxyurs-12-en-28-oic acid (5), 2α, 3β, 7β, 15α-tetrahydroxyurs-12-en-28-oic acid (6), and 2α, 3β,7β-trihydroxy-24-al-urs-12-en-28-oic acid (7); compounds 3, 5, and 7 were new compounds. The α-glucosidase inhibitory effects of the metabolites were also evaluated.

Keywords: Cunninghamella echinulata; Triterpenoid; anti-diabetic; biotransformation; corosolic acid.

MeSH terms

  • Biotransformation
  • Cunninghamella / metabolism*
  • Diabetes Mellitus / drug therapy
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / pharmacology*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology*
  • Molecular Structure
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / pharmacology*
  • alpha-Glucosidases / drug effects
  • alpha-Glucosidases / metabolism

Substances

  • Glycoside Hydrolase Inhibitors
  • Hypoglycemic Agents
  • Triterpenes
  • corosolic acid
  • alpha-Glucosidases