A facile method for the preparation of deuterium labeled salvinorin A: synthesis of [2,2,2-2H3]-salvinorin A.
Kevin Tidgewell, Wayne W Harding, Mark S Schmidt, Kenneth G Holden, Daryl J Murry, Thomas E Prisinzano
Bioorganic & Medicinal Chemistry Letters October 18, 2004 DOI: 10.1016/j.bmcl.2004.07.081 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Method development Peer reviewed |
|---|---|
| Topics | Salvia divinorum |
| Keywords | Drug metabolism Analytical methods Therapeutic potential |
| Citations | 68 |
| Key points | A deuterium-labeled analog of salvinorin A was synthesized and can be used as an internal standard for LC-MS detection of salvinorin A and its metabolites in biological fluids. |
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.
Citations in the library
Cited by 48
- Opioid receptors and legal highs:Salvia divinorumand Kratom Clinical Toxicology 2008
- Psychopharmacology of the hallucinogenic sage Salvia divinorum. Life Sciences December 22, 2005
- Synthesis and κ-opioid receptor activity of furan-substituted salvinorin A analogues. Journal of Medicinal Chemistry December 26, 2014
- Neuropharmacology of the naturally occurring kappa-opioid hallucinogen salvinorin A. Pharmacological Reviews June 1, 2011
- Pharmacokinetics of the potent hallucinogen, salvinorin A in primates parallels the rapid onset and short duration of effects in humans. Neuroimage July 1, 2008
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Cites 10
- Evidence for 5-HT2 involvement in the mechanism of action of hallucinogenic agents. Life Sciences December 17, 1984
- Salvinorin, a new trans-neoclerodane diterpene from Salvia divinorum(Labiatae) Journal of the Chemical Society Perkin Transactions 1 1982
- Divinorin A, a psychotropic terpenoid, and divinorin B from the hallucinogenic Mexican mint, Salvia divinorum The Journal of Organic Chemistry November 1, 1984
- Ethnopharmacology of ska María Pastora (Salvia divinorum, Epling and Játiva-M.). Journal of Ethnopharmacology May 1, 1983
- Salvinorin C, a new neoclerodane diterpene from a bioactive fraction of the hallucinogenic Mexican mint Salvia divinorum. Organic Letters November 29, 2001
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