A facile method for the preparation of deuterium labeled salvinorin A: synthesis of [2,2,2-2H3]-salvinorin A.
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.
Tidgewell
Kevin
K
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, The University of Iowa, Iowa City, IA 52242, USA.
Harding
Wayne W
WW
Schmidt
Mark
M
Holden
Kenneth G
KG
Murry
Daryl J
DJ
Prisinzano
Thomas E
TE
D001826:Body Fluids / Q000737:chemistry; D002853:Chromatography, Liquid; D003903:Deuterium; D004224:Diterpenes / Q000097:blood / Q000737:chemistry* / Q000302:isolation & purification; D045785:Diterpenes, Clerodane; D006213:Hallucinogens / Q000097:blood / Q000737:chemistry / Q000302:isolation & purification; D006801:Humans; D013058:Mass Spectrometry; D010936:Plant Extracts / Q000737:chemistry; D018515:Plant Leaves / Q000737:chemistry; D015813:Substance Abuse Detection / Q000379:methods
D004224:Diterpenes; D045785:Diterpenes, Clerodane; D006213:Hallucinogens; D010936:Plant Extracts; D003903:Deuterium; C090499:salvinorin A