Labdane-type diterpenoids from hairy root cultures of Coleus forskohlii, possible intermediates in the biosynthesis of forskolin

Phytochemistry. 2012 Jul:79:141-6. doi: 10.1016/j.phytochem.2012.03.007. Epub 2012 May 1.

Abstract

Significant attention has been devoted to studying hairy root cultures as a promising strategy for production of various valuable secondary metabolites. These offer many advantages, such as high growth rate, genetic stability and being hormone-free. In this study, a detailed phytochemical investigation of the secondary metabolites of Coleus forskohlii hairy root cultures was undertaken and which resulted in the isolation of 22 compounds, including four forskolin derivatives and a monoterpene. Their structures were elucidated by extensive spectroscopic analyses. These compounds could be classified into four groups viz.: labdane-type diterpenes, monoterpenes, triterpenes and phenylpropanoid dimers. Apart from one compound, all labdane type diterpenes are oxygenated at C-11 as in forskolin and a scheme showing their biosynthetic relationships is proposed.

MeSH terms

  • Coleus / chemistry
  • Coleus / growth & development*
  • Coleus / metabolism*
  • Colforsin / analogs & derivatives
  • Colforsin / metabolism*
  • Culture Techniques
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / metabolism*
  • Models, Molecular
  • Molecular Conformation
  • Monoterpenes / chemistry
  • Plant Roots / chemistry*
  • Plant Roots / metabolism

Substances

  • Diterpenes
  • Monoterpenes
  • labdane
  • Colforsin