Thermal isomerization of cannabinoid analogues.
Thermal isomerization of CBC(an) to THC(an) [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 THC(an), although nonaromatic, has a CB(1) receptor binding affinity similar to that of natural THC.
Garcia
Angie
A
Department of Chemistry, University of California, Riverside, California 92521, USA.
Borchardt
Dan
D
Chang
Chia-En A
CE
Marsella
Michael J
MJ
D002186:Cannabinoids / Q000737:chemistry*; D013759:Dronabinol / Q000737:chemistry*; D006358:Hot Temperature; D007536:Isomerism
D002186:Cannabinoids; D013759:Dronabinol; C010695:cannabichromene