Human pharmacology of 1S and 1R enantiomers of delta-3-tetrahydrocannabinol
- 46 Downloads
Two enantiomers (1S and 1R) of delta-3-tetrahydrocannabinol were assayed in man for psychoactivity. The 1S enantiomer had definite psychic actions, qualitatively similar to those of delta-1-tetrahydrocannabinol, but quantitatively less potent (1:3 to 1:6). Adding the two enantiomers together did not increase the effect, confirming that activity was solely in the one enantiomer and that there was no interaction between them.
Key wordsEnantiomers 1S and 1R Delta-3-tetrahydrocannabinol Psychoactivity
Unable to display preview. Download preview PDF.
- Hilliard CJ, Harris RA, Bloom AS (1985) Effects of the cannabinoids on physical properties of brain membranes and phospholipid vesicles: fluorescence studies. J Pharmacol Exp Ther 232:579–588Google Scholar
- Hollister LE (1970) Tetrahydrocannabinol isomers and homologues: contrasted effects of smoking. Nature 227:968–969Google Scholar
- Hollister LE, Overall JE (1976) Dimensions of marijuana experience. Drug Alcohol Depend 1:155–164Google Scholar
- Lawrence DK, Gill EW (1975) The effects of delta-9-THC and other cannabinoids on spin-labelled liposomes and their relationship to mechanism of general anesthesia. Mol Pharmacol 11:595–602Google Scholar
- Mechoulam R, Lander N, Varkony TH, Kimmel I, Becker O, Ben-Zvi Z (1980) Stereochemical requirement for cannabinoid activity. J Med Chem 23:1068–1072Google Scholar
- Ohlsson A, Lindgren J-E, Wahlen A, Agurell S, Hollister LE, Gillespie HK (1980) Plasma delta-9-tetrahydrocannabinol concentrations and clinical effects after oral and intravenous administration and smoking. Clin Pharmacol Ther 28:409–416Google Scholar
- Srebnik M, Lander N, Breuer A, Mechoulam R (1984) Base-catalyzed double-bond isomerizations of cannabinoids: Structural and stereochemical aspects. J Chem Soc Perkin Trans I:2881–2884Google Scholar
- Tamir I, Lichtenberg D, Mechoulam R (1978) Interaction of cannabinoids with model membranes — NMR studies. In: Pullman B (ed) NMR Spectroscopy in Molecular Biology. D. Reidel, Dordrecht, pp 405–422Google Scholar