Syntheses of 10-Oxo, 10.ALPHA.-Hydroxy, and 10.BETA.-Hydroxy Derivatives of a Potent .KAPPA.-Opioid Receptor Agonist, TRK-820

Opioid Kappa Receptor Selective Agonist TRK-820 (Nalfurafine Hydrochloride)

A review of the properties of spiradoline: a potent and selective kappa-opioid receptor agonist.

The selective kappa-opioid receptor agonist spiradoline mesylate (U62,066E), an arylacetamide, was synthesized with the intention of creating an analgesic that, while still retaining its analgesic properties, would be devoid of the, mainly mu receptor mediated, side effects such as physical dependence and respiratory depression associated with morphine. Spiradoline is highly selective for the k...

Studies toward the pharmacophore of salvinorin A, a potent kappa opioid receptor agonist.

Salvinorin A (1), from the sage Salvia divinorum, is a potent and selective kappa opioid receptor (KOR) agonist. We screened other salvinorins and derivatives for binding affinity and functional activity at opioid receptors. Our results suggest that the methyl ester and furan ring are required for activity but that the lactone and ketone functionalities are not. Other salvinorins showed negligi...

Asymmetric synthesis of salvinorin A, a potent kappa opioid receptor agonist.

The neoclerodane diterpene salvinorin A (1) was isolated in 1982 from the rare mint SalVia diVinorum, indigenous to Oaxaca, Mexico.1 Recent efforts established salvinorin A as a potent and selective κ opioid receptor agonist, the only non-alkaloid psychoactive substance, and the most potent naturally occurring hallucinogen.2 As a result of its therapeutic potential, renewed isolation efforts ha...

Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives

A series of hydroxysemicarbazone derivatives of substituted diaryl ketones and acetophenones were synthesized and their structures were confirmed by analytical and spectroscopic methods including elemental analysis, infrared and nuclear magnetic resonance spectroscopy. The derivatives were prepared by a condensation reaction between N-hydroxysemicarbazide and substituted diaryl ketones or aceto...