Minor oxygenated cannabinoids from high potency Cannabis sativa L.

被引：65

作者：

Ahmed, Safwat A. ^{[1
,2
]}

Ross, Samir A. ^{[1
,3
]}

Slade, Desmond ^{[1
]}

Radwan, Mohamed M. ^{[1
,4
]}

Khan, Ikhlas A. ^{[1
,3
]}

ElSohly, Mahmoud A. ^{[1
,5
]}

机构：

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

[2] Suez Canal Univ, Fac Pharm, Dept Pharmacognosy, Ismailia, Egypt

[3] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA

[4] Univ Alexandria, Fac Pharm, Dept Pharmacognosy, Alexandria, Egypt

[5] Univ Mississippi, Sch Pharm, Dept Pharmaceut, University, MS 38677 USA

来源：

PHYTOCHEMISTRY | 2015年 / 117卷

关键词：

Cananbis; Cannabis sativa; Cannabaceae; High potency; Oxygenated cannabinoids; Anti-bacterial; Anti-leishmanial; Anti-malarial; ABSOLUTE-CONFIGURATION; CHEMICAL-SHIFTS; CONSTITUENTS; DERIVATIVES; VARIETY; HASHISH;

D O I：

10.1016/j.phytochem.2015.04.007

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Nine oxygenated cannabinoids were isolated from a high potency Cannabis sativa L. variety. Structure elucidation was achieved using spectroscopic techniques, including 1D and 2D NMR, HRMS and GC-MS. These minor compounds include four hexahydrocannabinols, four tetrahydrocannabinols, and one hydroxylated cannabinol, namely 9 alpha-hydroxyhexahydrocannabinol, 7-oxo-9 alpha-hydroxyhexa-hydrocannabinol, 10 alpha-hydroxyhexahydrocannabinol, 10aR-hydroxyhexahydrocannabinol, Delta(9)-THC aldehyde A, 8-oxo-Delta(9)-THC, 10a alpha-hydroxy-10-oxo-Delta(9)-THC, 9 alpha-hydroxy-10-oxo-Delta(6a,10a)-THC, and 1'S-hydroxycannabinol, respectively. The latter compound showed moderate anti-MRSa (IC50 10.0 mu g/mL), moderate antileishmanial (IC50 14.0 mu g/mL) and mild antimalarial activity against Plasmodium falciparum (D6 clone) and P. falciparum (W2 clone) with IC50 values of 3.4 and 2.3 mu g/mL, respectively. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：194 / 199

页数：6

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