Biosynthesis of salvinorin A
E G Ostrozhenkova
IOP Conference Series: Earth and Environmental Science December 1, 2020 DOI: 10.1088/1755-1315/613/1/012101 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Experimental plant labeling study Peer reviewed |
|---|---|
| Population | Salvia divinorum plants |
| Duration | 4-hour 13CO2 labeling pulse followed by a 10-day chase period |
| Measures | NMR spectroscopy |
| Topics | Salvia divinorum |
| Key findings | The presence of triple 13C-labeled isotopologues in salvinorin A indicates that its IPP and DMAPP precursors are predominantly biosynthesized via the non-mevalonate pathway, with the labeled compound assembled from a mixture of labeled and unlabeled precursors during the chase period. |
Abstract
Abstract Salvia divinorum plants were exposed to a synthetic atmosphere containing 600 ppm 13CO2 for 4 hours with white light illumination and were subsequently cultured for a chase period of 10 days under standard greenhouse conditions. Salvinorin A was obtained by solvent extraction of the leaves and was purified chromatographically. The isotopolgue composition of salvinorin A was determined by NMR spectroscopy. The presence of multiply 13C-labeled isotopologues in considerable excess over their natural occurrence showed that the 13C labeling pulse had afforded multiply 13C-labeled biosynthate. Consecutive catabolic and anabolic reactions during the chase period afforded salvinorin A that was a mosaic revealing its origin from a mixture of labeled and unlabeled precursors. The presence of triple labeled isotopologues demonstrated that the IPP and DMAPP precursors of the diterpene, salvinorin A, were predominantly biosynthesized via the recently discovered non-mevalonate pathway.
Comparable studies
Other experimental studies on salvia divinorum, most cited first.
| Study | Year | Design | Participants |
|---|---|---|---|
| Salvinorin A: a potent naturally occurring nonnitrogenous kappa opioid selective agonist. | 2002 | Experimental study | |
| Salvinorin A, an active component of the hallucinogenic sage salvia divinorum is a highly efficacious kappa-opioid receptor agonist: structural and functional considerations. Cloned human kappa-opioid receptors expressed in human embryonic kidney-293 cells and... | 2004 | Experimental study | |
| Synthesis and κ-opioid receptor activity of furan-substituted salvinorin A analogues. Animal model | 2014 | Experimental study | |
| Identification of the molecular mechanisms by which the diterpenoid salvinorin A binds to kappa-opioid receptors. | 2005 | Experimental study | |
| Dopamine D2High receptors stimulated by phencyclidines, lysergic acid diethylamide, salvinorin A, and modafinil. Rat brain striatum homogenates | 2009 | Laboratory experiment |