Huffman J W, Liddle J, Duncan S G, Yu S, Martin B R, Wiley J L
Howard L. Hunter Laboratory, Clemson University, SC 29634-1905, USA.
Bioorg Med Chem. 1998 Dec;6(12):2383-96. doi: 10.1016/s0968-0896(98)80014-x.
The synthesis of the 3-heptyl, and the eleven isomeric 3-methylheptyl-delta8-tetrahydrocannabinols (3-7, R and S methyl epimers, and 8) has been carried out. The synthetic approach entailed the synthesis of substituted resorcinols, which were subjected to acid catalyzed condensation with trans-para-menthadienol to provide the delta8-THC analogue. The 1'-, 2'- and 3'-methylheptyl analogues (3-5) are considerably more potent than delta8-THC. The 4'-, 5'- and 6'-methylheptyl isomers (6-8) are approximately equal in potency to delta8-THC.
已完成3-庚基以及11种异构的3-甲基庚基-δ8-四氢大麻酚(3-7,R和S甲基差向异构体,以及8)的合成。合成方法包括合成取代间苯二酚,使其与反式对薄荷二烯醇进行酸催化缩合以得到δ8-THC类似物。1'-、2'-和3'-甲基庚基类似物(3-5)的效力比δ8-THC强得多。4'-、5'-和6'-甲基庚基异构体(6-8)的效力与δ8-THC大致相当。