Convenient Synthesis and In Vitro Pharmacological Activity of Thioesters of Salvinorin B
Salvia divinorum is a plant from the mint family that has been used in traditional spiritual practices by the Mazatec Indians of Oaxaca, Mexico. Chewing fresh leaves or smoking dried leaves will produce hallucinogenic-like experiences . These experiences last for an hour and are reported to be potent and intense . The psychoactive component of this plant, the neoclerodane diterpenoid salvinorin A, has been studied intensively as a potent and selective κ-opioid receptor (KOR) agonist . Since its discovery, a large number of analogues have been synthesized . Among these analogs RB-64 (22-thiocyanatosalvinorin A) has high affinity to KOR and is also an irreversible ligand . As part of our continuing efforts to understand ligand-receptor interactions, we designed and synthesized a new series of thioester salvinorin B derivatives and evaluated for their in vitro binding affinity to kappa, mu and delta-opioid receptors.
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