Microbial transformation of cycloastragenol

Phytochemistry. 2013 Apr:88:99-104. doi: 10.1016/j.phytochem.2012.12.007. Epub 2013 Jan 26.

Abstract

The microbial transformation of cycloastragenol by the fungi Cunninghamella blakesleeana NRRL 1369 and Glomerella fusarioides ATCC 9552, and the bacterium Mycobacterium sp. NRRL 3805 were investigated. Both fungi mainly provided hydroxylated metabolites together with products formed by cyclization, dehydrogenation and Baeyer-Villiger oxidation resulting in a ring cleavage. The bacteria yielded only a single oxidation product, namely, 3-oxo-cycloastragenol. Structures of the metabolites were elucidated by 1-D ((1)H,(13)C), 2-D NMR (COSY, HMBC, HMQC) and HRMS analyses.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biotransformation
  • Cunninghamella / chemistry*
  • Cunninghamella / metabolism
  • Fungi / chemistry
  • Fungi / metabolism
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Mycobacterium / chemistry*
  • Mycobacterium / metabolism*
  • Phyllachorales / chemistry*
  • Phyllachorales / metabolism
  • Sapogenins / chemistry*
  • Sapogenins / metabolism

Substances

  • Sapogenins
  • cycloastragenol