Stereochemical requirements for cannabinoid activity
- 1 October 1980
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 23 (10) , 1068-1072
- https://doi.org/10.1021/jm00184a002
Abstract
Several pairs of cannabinoid isomers were synthesized and tested for pyschotropic activity in rhesus monkeys. Two regularities were observed: In the absence of the other substitutents, the equatorial stereochemistry of the substituent at C-1 determines activity. Groups (2) of .DELTA.9-Tetrahydrocannabinol type cannabinoids which differ only in that the chemical groupings in 1 of them at C-1, C-2 are situated at C-1, C-6 in the other (but retain their stereochemistry) have almost equivalent pyschotropic activity.This publication has 4 references indexed in Scilit:
- Structure-Activity Studies on Tetrahydro- and Hexahydrocannabinol DerivativesJournal of Pharmaceutical Sciences, 1979
- Identification of metabolites of Δ1- and Δ1(6)-tetrahydrocannabinol containing a reduced double bondJournal of Pharmacy and Pharmacology, 1977
- 9-Nor-9-hydroxyhexahydrocannabinols. Synthesis, some behavioral and analgesic properties, and comparison with the tetrahydrocannabinolsJournal of Medicinal Chemistry, 1976
- Transformations of 9 α, 10 α‐Epoxy‐Hexahydrocannabinol AcetateHelvetica Chimica Acta, 1976