Biologically Active Cannabinoids from High-Potency Cannabis sativa

被引:139
作者
Radwan, Mohamed M. [1 ]
ElSohly, Mahmoud A. [1 ,2 ]
Slade, Desmond [1 ]
Ahmed, Safwat A. [1 ]
Khan, Ikhas A. [1 ,3 ]
Ross, Samir A. [1 ,3 ]
机构
[1] Univ Mississippi, Sch Pharm, Natl Ctr Nat Prod Res, University, MS 38677 USA
[2] Univ Mississippi, Sch Pharm, Dept Pharmaceut, University, MS 38677 USA
[3] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2009年 / 72卷 / 05期
关键词
CONSTITUENTS; CANNABICHROMENE; DERIVATIVES; VARIETY; ANALOGS;
D O I
10.1021/np900067k
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Nine new cannabinoids (1-9) were isolated from a high-potency variety of Cannabis sativa. Their structures were identified as (+/-)-4-acetoxycannabichromene (1), (+/-)-3 ''-hydroxy-Delta((4 '',5 ''))-cannabichromene (2), (-)-7-hydroxycannabichromane (3), (-)-7R-cannabicoumarononic acid A (4), 5-acetyl-4-hydroxycannabigerol (5), 4-acetoxy-2-geranyl-5-hydroxy-3-n-pentylphenol (6), 8-hydroxycannabinol (7), 8-hydroxycannabinolic acid A (8), and 2-geranyl-5-hydroxy-3-n-pentyl-1,4-benzoquinone (9) through 1D and 2D NMR spectroscopy, GC-MS, and HRESIMS. The known sterol beta-sitosterol-3-O-beta-D-glucopyranosyl-6'-acetate was isolated for the first time from cannabis. Compounds 6 and 7 displayed significant antibacterial and antifungal activities, respectively, while 5 displayed strong antileishmanial activity.
引用
收藏
页码:906 / 911
页数:6
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