A functional genomics approach to tanshinone biosynthesis provides stereochemical insights

Org Lett. 2009 Nov 19;11(22):5170-3. doi: 10.1021/ol902051v.

Abstract

Tanshinones are abietane-type norditerpenoid quinone natural products that are the bioactive components of the Chinese medicinal herb Salvia miltiorrhiza Bunge. The initial results from a functional genomics-based investigation of tanshinone biosynthesis, specifically the functional identification of the relevant diterpene synthases from S. miltiorrhiza, are reported. The cyclohexa-1,4-diene arrangement of the distal ring poises the resulting miltiradiene for the ensuing aromatization and hydroxylation to ferruginol suggested for tanshinone biosynthesis.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abietanes
  • Biological Factors / chemistry*
  • Biological Factors / metabolism
  • Drugs, Chinese Herbal / chemistry*
  • Drugs, Chinese Herbal / metabolism
  • Genomics*
  • Molecular Structure
  • Phenanthrenes / chemistry*
  • Phenanthrenes / metabolism
  • Stereoisomerism

Substances

  • Abietanes
  • Biological Factors
  • Drugs, Chinese Herbal
  • Phenanthrenes
  • tanshinone