Thermal Isomerization of Cannabinoid Analogues

被引:26
作者
Garcia, Angie [1 ]
Borchardt, Dan [1 ]
Chang, Chia-En A. [1 ]
Marsella, Michael J. [1 ]
机构
[1] Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
关键词
RECEPTOR;
D O I
10.1021/ja907062v
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Thermal isomerization of CBCan to THCan [nonaromatic analogues of plant cannabinoids cannabichromene (CBC) and Delta(1)-tetrahydrocannabinol (THC), respectively] is predicted in silico and demonstrated experimentally. Density functional theory calculations support a similar isomerization mechanism for the corresponding plant cannabinoids. Docking studies suggest that THCan, although nonaromatic, has a CB1 receptor binding affinity similar to that of natural
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页码:16640 / +
页数:4
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