Regioselective hydroxylation and glucosylation of alpha- and beta-pinenes with cultured cells of Eucalyptus perriniana

Nat Prod Commun. 2013 Jul;8(7):847-9.

Abstract

Cultured plant cells of Eucalyptus perriniana regioselectively hydroxylated (+)- and (-)-alpha-pinenes to the corresponding (+)- and (-)-verbenols. In addition, (+)- and (-)-verbenols were converted into mono-beta-D-glucosides. On the other hand, (+)- and (-)-beta-pinenes were transformed into (+)- and (-)-pinocarveol 3-O-beta-D-glucosides via (+)- and (-)-pinocarveols.

MeSH terms

  • Bicyclic Monoterpenes
  • Bridged Bicyclo Compounds / metabolism*
  • Cells, Cultured
  • Eucalyptus / cytology
  • Eucalyptus / metabolism*
  • Glycosylation
  • Hydroxylation
  • Monoterpenes / metabolism*

Substances

  • Bicyclic Monoterpenes
  • Bridged Bicyclo Compounds
  • Monoterpenes
  • beta-pinene
  • alpha-pinene