Journal of Pain Research
2019
Ulises Coffeen, Francisco Pellicer
33 citations
Salvia divinorum is a herbal plant native to the southwest region of Mexico. Traditional preparations of this plant have been used in illness treatments that converge with inflammatory conditions and pain. Currently, S. divinorum extracts have become popular in several countries as a recreational drug due to its hallucinogenic effects. Its main active component is a diterpene named salvinorin A...
Acta virologica
2019
C J Goh, Y Hahn
4 citations
Betaflexiviridae is a family of plant-infecting RNA viruses with 11 recognized genera, of which genomes have diverse organization with three to six open reading frames (ORFs). A genome sequence of a novel Betaflexiviridae species, named Salvia divinorum RNA virus 1 (SdRV1), was identified in Salvia divinorum, herbal mint plant with hallucinogenic properties. The SdRV1 genome was predicted to...
Molecules
October 11, 2018
Bronwyn M Kivell, Kelly F Paton, Nitin Kumar et al.
45 citations
The acute activation of kappa opioid receptors (KOPr) produces antinociceptive and anti-cocaine effects, however, their side-effects have limited further clinical development. Mesyl Sal B is a potent and selective KOPr analogue of Salvinorin A (Sal A), a psychoactive natural product isolated from the plant Salvia divinorum. We assessed the antinociceptive, anti-cocaine, and side-effects of...
Bioorganic & Medicinal Chemistry Letters
September 1, 2018
Shun Hirasawa, Min Cho, Tarsis F. Brust et al.
Salvinorin A (SalA) is a potent and selective agonist of the kappa-opioid receptor (KOR), but its instability has frustrated medicinal chemistry efforts. Treatment of SalA with weak bases like DBU leads to C8 epimerization with loss of receptor affinity and signaling potency. Here we show that replacement of C20 with H and replacement of O6 with CH2 stabilizes the SalA scaffold relative to its...
Organic Letters
May 22, 2018
Yuzhou Wang, Peter Metz
21 citations
A concise total synthesis of the neoclerodane diterpene salvinorin A from 3-furaldehyde is reported using two highly diastereoselective intramolecular Diels-Alder reactions (IMDA) as the key transformations.
Neuroscience Letters
April 23, 2018
Yan Zhou, Rachel S Crowley, Thomas E Prisinzano et al.
Alcohol relapse plays a major role in alcohol dependence and is an important focus for the treatment of alcoholism. The alcohol deprivation effect (ADE) is a widely used paradigm in rodents to model the relapse episodes that occur in human alcoholics. Mesyl Salvinorin B (MSB) is a potent and selective kappa opioid receptor (KOP-r) full agonist, with fewer side effects (e.g., sedation or...
American Journal on Addictions
April 1, 2018
Joseph El-Khoury, Evelyne Baroud
3 citations
Recreational use of salvia divinorum (salvia), a potent, naturally occurring hallucinogen, is on the rise internationally. Despite the paucity of information about its long-term health effects, salvia is readily available and generally portrayed as a safe non-addictive substance. We report on two patients who presented with an enduring and pervasive pattern of salvia use. Evaluating patients...
Bioorganic & Medicinal Chemistry Letters
March 12, 2018
Jeremy J Roach, Ryan A Shenvi
The plant metabolite salvinorin A potently and selectively agonizes the human kappa-opioid receptor, an emerging target for next-generation analgesics. Here we review analogs of the salvinorin chemotype and their effects on selectivity, affinity and potency. Extensive peripheral modifications using isolated salvinorin A have delivered a trove of SAR information. More deep-seated changes are now...
2018
Luann Wong, S. Stevens, M. Hengel et al.
Salvinorin A, which is present in the natural plant Salvia divinorum, is a unique non-nitrogenous compound with hallucinogenic activity. When salvinorin A isolated from leaves of Salvia divinorum was irradiated with 300 nm UV light in ethyl acetate, it degraded from 100 μg/mL to 2.84 ± 0.05 μg/mL in 30 min. The calculated average rate constant k of this degradation was 0.12/min and the...
ACS Central Science
December 27, 2017
Jeremy J Roach, Yusuke Sasano, Cullen L. Schmid et al.
Salvinorin A (SalA) is a plant metabolite that agonizes the human kappa-opioid receptor (κ-OR) with high affinity and high selectivity over mu- and delta-opioid receptors. Its therapeutic potential has stimulated extensive semisynthetic studies and total synthesis campaigns. However, structural modification of SalA has been complicated by its instability, and efficient total synthesis has been...