Syntheses of Cannabinoid Metabolites: Ajulemic Acid and HU-210-Reference-Cited by-同舟云学术

Syntheses of Cannabinoid Metabolites: Ajulemic Acid and HU-210

Published:2024-01-21 Issue:2 Volume:29 Page:526
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Shao Wenbin¹²,Liao Pingyong¹²,Zhang Xiaoyan³,Fan Binbin³,Chen Ruijia¹²,Chen Xilong¹²,Zhao Xuejun¹²,Liu Wenbin¹²

Affiliation:

1. Shanghai Key Laboratory of Crime Scene Evidence, Shanghai Research Institute of Criminal Science and Technology, Shanghai 200072, China

2. Shanghai Yuansi Standard Science and Technology Co., Ltd., Shanghai 200072, China

3. State Key Laboratory of Bio-Fibers and Eco-Textiles, Institute of Marine Biobased Materials, Collage of Materials Science and Engineering, Qingdao University, Qingdao 266071, China

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.

Funder

National Key Research and Development Program of China

National Natural Science Foundation of China

Science and Technology Development Fund of Shanghai Municipal Public Security Bureau

Shanghai Scientific and Technological Innovation Project

Publisher

MDPI AG

Link

https://www.mdpi.com/1420-3049/29/2/526/pdf

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