Syntheses of Cannabinoid Metabolites: Ajulemic Acid and HU-210.

ABSTRACT: Cannabinoid metabolites have been reported to be more potent than their parent compounds. Among them, ajulemic acid (AJA) is a side-chain analog of Δ⁹-THC-11-oic acid, which would be a good template structure for the discovery of more potent analogues. Herein, we optimized the key allylic oxidation step to introduce the C-11 hydroxy group with a high yield. A series of compounds was prepared with this condition applied including HU-210, 11-nor-Δ⁸-tetrahydrocannabinol (THC)-carboxylic acid and Δ⁹-THC-carboxylic acid.

SUBMITTER: Shao W 

PROVIDER: S-EPMC10818984 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature