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

Bioorganic & Medicinal Chemistry Letters
Kevin TidgewellThomas E Prisinzano

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.

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Citations

May 5, 2005·Bioorganic & Medicinal Chemistry Letters·Cécile BéguinBruce M Cohen
Jan 22, 2005·Journal of Medicinal Chemistry·Thomas A MunroFeng Yan
Apr 4, 2013·Journal of Medicinal Chemistry·Thomas E Prisinzano
Apr 3, 2008·Journal of Medicinal Chemistry·Kevin TidgewellThomas E Prisinzano
Nov 19, 2005·The Journal of Organic Chemistry·Thomas A MunroMark A Rizzacasa
Feb 23, 2011·Journal of Natural Products·Anthony LozamaThomas E Prisinzano
Jul 1, 2005·Organic Letters·Wayne W HardingThomas E Prisinzano
Sep 30, 2005·Natural Product Reports·James R Hanson
Aug 27, 2009·Organic & Biomolecular Chemistry·Denise S SimpsonThomas E Prisinzano
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Oct 25, 2006·The Journal of Pharmacology and Experimental Therapeutics·Eduardo R ButelmanMary Jeanne Kreek
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