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.

Funding

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

FundersFunder number
Iowa Environmental Mesonet at Iowa State University

    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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