Cannabinoid ester constituents from high-potency Cannabis sativa

被引：85

作者：

Ahmed, Safwat A. ^{[1
]}

Ross, Samir A. ^{[1
,2
]}

Slade, Desmond ^{[1
]}

Radwan, Mohamed M. ^{[1
]}

Zulfiqar, Fazila ^{[1
]}

ElSohly, Mahmoud A. ^{[1
,3
]}

机构：

[1] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Natl Ctr Nat Prod Res, University, MS 38677 USA

[2] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Dept Pharmacognosy, University, MS 38677 USA

[3] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Dept Pharmaceut, University, MS 38677 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 04期

关键词：

D O I：

10.1021/np070454a

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Eleven new cannabinoid esters, together with three known cannabinoid acids and Delta(9)-tetrahydrocannabinol (Delta(9)-THC), were isolated from a high-potency variety of Cannabis sativa. The structures were determined by extensive spectroscopic analyses to be beta-fenchyl Delta(9)-tetrahydrocannabinolate (1), epi-bornyl Delta(9)-tetrahydrocannabinolate (2), alpha-terpenyl Delta(9)-tetrahydrocannabinolate (3), 4-terpenyl Delta(9)-tetrahydrocannabinolate (4), alpha-cadinyl Delta(9)-tetrahydrocannabinolate (5), gamma-eudesmyl Delta(9)-tetrahydrocannabinol ate (6), gamma-eudesmyl cannabigerolate (7), 4-terpenyl cannabinolate (8), bomyl Delta(9)-tetrahydrocannabinol ate (9), cc-fenchyl Delta(9)-tetrahydrocannabinolate (10), alpha-cadinyl cannabigerolate (11), Delta(9)-tetrahydrocannabinol (Delta(9)-THC), Delta(9)-tetrahydrocannabinolic acid A (Delta(9)-THCA), cannabinolic acid A (CBNA), and cannabigerolic acid (CBGA). Compound 8 showed moderate antimicrobial activity against Candida albicans ATCC 90028 with an IC50 value of 8.5 mu g/mL. CB-1 receptor assay indicated that the esters, as well as the parent acids, are not active.

引用

页码：536 / 542

页数：7

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