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

doi:10.1016/j.bmcl.2004.07.081

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 journal › Article › peer-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 language	English
Pages (from-to)	5099-5102
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	20
DOIs	https://doi.org/10.1016/j.bmcl.2004.07.081
State	Published - 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

Access to Document

10.1016/j.bmcl.2004.07.081

Cite this

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

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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author = "Kevin Tidgewell and Harding, {Wayne W.} and Mark Schmidt and Holden, {Kenneth G.} and Murry, {Daryl J.} and {E. Prisinzano}, Thomas",

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

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AU - Harding, Wayne W.

AU - Schmidt, Mark

AU - Holden, Kenneth G.

AU - Murry, Daryl J.

AU - E. Prisinzano, Thomas

N1 - Funding Information: The authors thank the College of Pharmacy and the Biological Sciences Funding Program of the University of Iowa for financial support.

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