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Article
Cannabinoid ester constituents from high-potency Cannabis sativa
Journal of Natural Products
  • Safwat A Ahmed, The University of Mississippi
  • Samir A Ross, The University of Mississippi
  • Desmond Slade, The University of Mississippi
  • Mohamed M Radwan, The University of Mississippi
  • Fazila Zulfiqar, The University of Mississippi
  • Rae R Matsumoto, The University of Mississippi
  • Yan-Tong Xu, The University of Mississippi
  • Eddy Viard, The University of Mississippi
  • Robert C Speth, The University of Mississippi
  • Vardan T Karamyan, The University of Mississippi
  • M A ElSohly, The University of Mississippi
Document Type
Article
Publication Date
4-1-2008
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]

ORCID ID

0000-0002-6434-2188

DOI
10.1021/np070454a
Citation Information
Safwat A Ahmed, Samir A Ross, Desmond Slade, Mohamed M Radwan, et al.. "Cannabinoid ester constituents from high-potency Cannabis sativa" Journal of Natural Products Vol. 71 Iss. 4 (2008) p. 536 - 42 ISSN: 0163-3864
Available at: http://works.bepress.com/robert-speth/92/