Microbial hydroxylation and reduction of the diterpene psiadin

Z Naturforsch C J Biosci. 2001 Mar-Apr;56(3-4):216-22. doi: 10.1515/znc-2001-3-408.

Abstract

Microbial bioconversion studies conducted on the diterpene psiadin have revealed that it was metabolized by Aspergillus niger (NRRL 2295) to give 2alpha-hydroxydeoxopsiadin, Cunninghamella blakesleeana (ATCC 8688a) to give 11beta-hydroxypsiadin, and Cylindrocephalum aureum (ATCC 12720), Gongronella butleri (ATCC 22822), Kloeckera africana (ATCC 20111), and Kluyveromyces marxianus var. lactis (ATCC 2628) to yield 7alpha-hydroxypsiadin. Their structures have been established on the basis of spectral data. The structure and relative stereochemistry of 7alpha-hydroxypsiadin was confirmed by single-crystal X-ray analysis.

MeSH terms

  • Aspergillus niger / metabolism
  • Biotransformation
  • Cunninghamella / metabolism
  • Diterpenes / chemistry
  • Diterpenes / metabolism*
  • Fermentation
  • Fungi / metabolism*
  • Hydroxylation
  • Kluyveromyces / metabolism
  • Models, Molecular
  • Molecular Conformation
  • Oxidation-Reduction

Substances

  • Diterpenes
  • psiadin