Microbe-mediate transformation of echinocystic acid by whole cells of filamentous fungus Cunninghamella blakesleana CGMCC 3.910

Mol Biol Rep. 2018 Dec;45(6):2795-2800. doi: 10.1007/s11033-018-4357-7. Epub 2018 Sep 7.

Abstract

Structural modification of echinocystic acid (EA), a pentacyclic triterpenoid with wide spread biological activities was investigated by microbial transformation. Microbe-mediate transformation of EA was carried out by filamentous fungus Cunninghamella blakesleana CGMCC 3.910. Four metabolites 3β, 7β, 16α-trihydroxy-olean-12-en-28-oic acid (EA-2); 3β, 7β, 16β,19β-tetrahydroxy-olean-12-en-28-oic acid (EA-3); 3β, 7β, 16α, 21β-tetrahydroxy-olean-12-en-28-oic acid (EA-4); 3β, 7β, 16α-trihydroxy-olean-11, 13(18)-dien-28-oic acid (EA-5) were produced. Structures of transformed products were elucidated by 1D and 2D NMR and HR-MS data. EA-3 and EA-4 were new compounds.

Keywords: Biocatalysis; Echinocystic acid; Fungus; Pentacyclic triterpenoids.

MeSH terms

  • Biotransformation / genetics
  • Cunninghamella / genetics*
  • Molecular Structure
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / genetics
  • Oleanolic Acid / metabolism
  • Pentacyclic Triterpenes
  • Triterpenes

Substances

  • Pentacyclic Triterpenes
  • Triterpenes
  • Oleanolic Acid
  • echinocystic acid