Syntheses of Cannabinoid Metabolites: Ajulemic Acid and HU-210
oleh: Wenbin Shao, Pingyong Liao, Xiaoyan Zhang, Binbin Fan, Ruijia Chen, Xilong Chen, Xuejun Zhao, Wenbin Liu
| Format: | Article |
|---|---|
| Diterbitkan: | MDPI AG 2024-01-01 |
Deskripsi
Cannabinoid metabolites have been reported to be more potent than their parent compounds. Among them, ajulemic acid (AJA) is a side-chain analog of Δ<sup>9</sup>-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-Δ<sup>8</sup>-tetrahydrocannabinol (THC)-carboxylic acid and Δ<sup>9</sup>-THC-carboxylic acid.