Document Type
Article
Publication Date
4-1-2008
Publication Title
Journal of Natural Products
ISSN
0163-3864
Volume
71
Issue/No.
4
First Page
536
Last Page
42
Abstract
Eleven new cannabinoid esters, together with three known cannabinoid acids and Delta9-tetrahydrocannabinol ( Delta9-THC ), were isolated from a high-potency variety of Cannabis sativa. The structures were determined by extensive spectroscopic analyses to be beta-fenchyl Delta9-tetrahydrocannabinolate ( 1), epi-bornyl Delta9-tetrahydrocannabinolate ( 2), alpha-terpenyl Delta9-tetrahydrocannabinolate ( 3), 4-terpenyl Delta 9-tetrahydrocannabinolate ( 4), alpha-cadinyl Delta9-tetrahydrocannabinolate ( 5), gamma-eudesmyl Delta9-tetrahydrocannabinolate ( 6), gamma-eudesmyl cannabigerolate ( 7), 4-terpenyl cannabinolate ( 8), bornyl Delta9-tetrahydrocannabinolate ( 9), alpha-fenchyl Delta9-tetrahydrocannabinolate ( 10), alpha-cadinyl cannabigerolate ( 11), Delta9-tetrahydrocannabinol ( Delta9-THC ), Delta9-tetrahydrocannabinolic acid A ( Delta9-THCA ), cannabinolic acid A ( CBNA), and cannabigerolic acid ( CBGA). Compound 8 showed moderate antimicrobial activity against Candida albicans ATCC 90028 with an IC 50 value of 8.5 microg/mL. The isolated acids and the ester-containing fractions showed low affinity to the CB-1 receptor. [corrected]
NSUWorks Citation
Ahmed, Safwat A.; Ross, Samir A.; Slade, Desmond; Radwan, Mohamed M.; Zulfiqar, Fazila; Matsumoto, Rae R.; Xu, Yan-Tong; Viard, Eddy; Speth, Robert C.; Karamyan, Vardan T.; and ElSohly, M A., "Cannabinoid ester constituents from high-potency Cannabis sativa" (2008). HPD Articles. 95.
https://nsuworks.nova.edu/hpd_facarticles/95
ORCID ID
0000-0002-6434-2188
DOI
10.1021/np070454a
Copyright
Copyright © 2008 The American Chemical Society and American Society of Pharmacognosy
