Biologically active cannabinoids from high-potency Cannabis sativa.
Biologically active cannabinoids from high-potency Cannabis sativa.
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来自高效大麻的生物活性大麻素。
DOI：
10.1021/np900067k
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发表时间：
2009-05-22
影响因子：
5.1
通讯作者：
Ross SA
中科院分区：
文献类型：
--
作者：
Radwan MM;Elsohly MA;Slade D;Ahmed SA;Khan IA;Ross SA
从高效大麻品种中分离得到9个新的大麻素类化合物(1-9)。其结构鉴定为(±)-4-乙酰氧基大麻红烯(1)，(±)-3“-羟基-大麻红烯(4”，5“)-大麻红烯(2)，(−)-7-羟基大麻酚(3)，(−)-7R-大麻香豆酸A(4)，5-乙酰基-4-羟基大麻酚(5)，(6)，8-羟基大麻酚(7)，8-羟基大麻酚A(8)。和2-geranyl-5-hydroxy-3-n-pentyl-1，4-benzoquinone(9)。通过1D和2D核磁共振波谱、GC-MS和HRESIMS。已知的甾醇β-sitosterol-3-O-β-d-glucopyranosyl-6′-acetate是首次从大麻中分离得到。化合物6和7分别具有显著的抗菌和抗真菌活性，化合物5具有较强的抗利什曼原虫活性。
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-Δ(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 β-sitosterol-3-O-β-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.