A NOVEL PROBE FOR THE CANNABINOID RECEPTOR

被引：150

作者：

DEVANE, WA ^{[1
]}

BREUER, A ^{[1
]}

SHESKIN, T ^{[1
]}

JARBE, TUC ^{[1
]}

EISEN, MS ^{[1
]}

MECHOULAM, R ^{[1
]}

机构：

[1] UNIV UPPSALA,DEPT PSYCHOL,S-75105 UPPSALA,SWEDEN

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1992年 / 35卷 / 11期

关键词：

D O I：

10.1021/jm00089a018

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The 1,1-dimethylheptyl (DMH) homologue of 7-hydroxy-DELTA-6-tetrahydrocannabinol (3) is the most potent cannabimimetic substance reported so far. Hydrogenation of 3 leads to a mixture of the epimers of 5'-(1,1-dimethylheptyl)-7-hydroxyhexahydrocannabinol or to either the equatorial (7) or to the axial epimer (8), depending on the catalysts and conditions used. Compound 7 discriminates for DELTA-1-THC (2) in pigeons (ED50 = 0.002 mg/kg, after 4.5 h), at the potency level of 3, and binds to the cannabinoid receptor with a K(D) Of 45 pM, considerably lower than the K(i) of 180 pM measured for compound 3 and the K(i) of 2.0 nM measured for CP-55940 (1), at widely employed ligand. Tritiated 7 was used as a novel probe for the cannabinoid receptor.

引用

页码：2065 / 2069

页数：5

共 34 条

[1] CANNABINOID RECEPTORS AND MODULATION OF CYCLIC-AMP ACCUMULATION IN THE RAT-BRAIN [J].