A facile method for the preparation of deuterium labeled salvinorin A: synthesis of [2,2,2-2H3]-salvinorin A

Bioorg Med Chem Lett. 2004 Oct 18;14(20):5099-102. doi: 10.1016/j.bmcl.2004.07.081.

Abstract

Salvinorin A is a novel hallucinogen isolated from the widely available leaves of Salvia divinorum. Based on its mechanism of action, salvinorin A has shown potential as a stimulant abuse therapeutic. However, there are no methods for the detection of salvinorin A or its metabolites in biological fluids. In order to begin developing salvinorin A as a potential therapeutic, an understanding of its metabolism is needed. Here, a straightforward synthesis of a deuterium labeled analog of salvinorin A and its utility as an internal standard for the detection of salvinorin A and its metabolites in biological fluids by LC-MS is described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Body Fluids / chemistry
  • Chromatography, Liquid
  • Deuterium
  • Diterpenes / blood
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes, Clerodane
  • Hallucinogens / blood
  • Hallucinogens / chemistry
  • Hallucinogens / isolation & purification
  • Humans
  • Mass Spectrometry
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Substance Abuse Detection / methods

Substances

  • Diterpenes
  • Diterpenes, Clerodane
  • Hallucinogens
  • Plant Extracts
  • Deuterium
  • salvinorin A