Syntheses of Cannabinoid Metabolites: Ajulemic Acid and HU-210
January 26, 2024
Molecules. 2024 Jan 21;29(2):526. doi: 10.3390/molecules29020526.
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.
PMID:38276604 | DOI:10.3390/molecules29020526