A facile method for the preparation of deuterium labeled salvinorin A: Synthesis of [2,2,2- 2H 3]-salvinorin a

Kevin Tidgewell, Wayne W. Harding, Mark Schmidt, Kenneth G. Holden, Daryl J. Murry, Thomas E. Prisinzano

Research output: Contribution to journalArticlepeer-review

58 Scopus citations

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.

Original languageEnglish
Pages (from-to)5099-5102
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number20
DOIs
StatePublished - Oct 18 2004

Bibliographical note

Funding Information:
The authors thank the College of Pharmacy and the Biological Sciences Funding Program of the University of Iowa for financial support.

Keywords

  • Deuterium
  • Hallucinogen
  • Salvia divinorum
  • Salvinorin A

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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