New method for the study of Amaryllidaceae alkaloid biosynthesis using biotransformation of deuterium-labeled precursor in tissue cultures

Acta Biochim Pol. 2010;57(1):75-82. Epub 2010 Jan 11.

Abstract

Biotransformation of deuterated-4'-O-methylnorbelladine into alkaloids galanthamine and lycorine in tissue cultures of Leucojum aestivum was demonstrated using HPLC coupled to mass spectrometry. GC-MS screening was also carried to investigate other native and deuterated alkaloids. A total of six labeled alkaloids were identified indicating that 4'-O-methyl-d(3)-norbelladine is incorporated into three different groups of Amaryllidaceae alkaloids that are biosynthesized by three modes of intramolecular oxidative phenol coupling.

MeSH terms

  • Amaryllidaceae Alkaloids / analysis*
  • Amaryllidaceae Alkaloids / chemistry
  • Amaryllidaceae Alkaloids / metabolism
  • Chromatography, High Pressure Liquid / methods*
  • Deuterium
  • Gas Chromatography-Mass Spectrometry / methods*
  • Liliaceae / chemistry
  • Liliaceae / metabolism*
  • Molecular Structure
  • Oxidation-Reduction
  • Phenols / chemistry
  • Phenols / metabolism
  • Tissue Culture Techniques

Substances

  • Amaryllidaceae Alkaloids
  • Phenols
  • Deuterium