Glennon R A, Jacyno J M, Salley J J
J Med Chem. 1982 Jan;25(1):68-70. doi: 10.1021/jm00343a013.
Several dihydro and carbocyclic analogues of tryptamine were evaluated in order to determine the role of the heterocyclic portion of the indole nucleus on the interaction of indolealkylamines with the serotonin receptors of the rat fundus. Reduction of the C2--C3 double bond or replacement of the indole nitrogen with an sp3-hybridized carbon atom results in a 50% decrease in receptor affinity. Complete removal of the five-membered ring of N,N-dimethyltryptamine reduces affinity by an order of magnitude. It appears that an intact indole nucleus, though not entirely necessary, results in an optimal receptor interaction for the indolealkylamines examined.
为了确定吲哚核的杂环部分在吲哚烷基胺与大鼠胃底血清素受体相互作用中的作用，对色胺的几种二氢和碳环类似物进行了评估。C2-C3双键的还原或用sp3杂化碳原子取代吲哚氮会导致受体亲和力降低50%。完全去除N,N-二甲基色胺的五元环会使亲和力降低一个数量级。看来，一个完整的吲哚核，虽然不是完全必要的，但能使所研究的吲哚烷基胺与受体实现最佳相互作用。
