Novel 1′,1′-Chain Substituted Δ8-Tetrahydrocannabinols.
✍ Scribed by Demetris P. Papahatjis; Spyros P. Nikas; Thanos Andreou; Alexandros Makriyannis
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 200 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Condensatzon of I,&bzs(trunethylszloxyl-I-methoxybutadiene wzth the aced chloride ;z gave methyl olivetolate (;?I. Condensatzon of 22 wzth (+I-p-mentha-2,8-dzenl-01 gave methyl Al-tetrahydrocannabinolate (14) zn 55% zsolated yzeld. Alkalzne hydrolyses of lg gave Al-tetrahydrocannabznol-72, Al-THCI.
Novel Conformationally Restricted Tetracyclic Analogues of ∆ 8 -Tetrahydrocannabinol. -The novel compounds are tested for their cannabinoid receptor binding activity. It is shown that the desired activity depends on the orientation of the side chain and also on the distance to phenol ring with (IX)
It is well documented 2,3,4,5 that the primary reaction in the metabolism of A'-and Al(e) -THCs\* (la and 2a) is oxidation to the 7-hydroxy derivatives J& and &.
The first synthesis of 4"-hydroxy-A1-THC-7-oic acid, one of the three major metabolites of AI-THC identified in human urine is discussed. Methyl 4-(3,5-dihydroxyphenyl)butanoate (8) was prepared from 3,5-dihydmxybenzoic acid in an overall yield of 15%. 8 was condensed with a terpene synthon (9) unde