Lippke K P, Schunack W G, Wenning W, Müller W E
J Med Chem. 1983 Apr;26(4):499-503. doi: 10.1021/jm00358a008.
Several esters of beta-carboline-3-carboxylic acid were synthesized and tested in respect to their affinity for the benzodiazepine receptor in bovine cortex membranes. Out of these derivatives, the methyl, ethyl, and n-propyl ester were clearly the most potent, while the n-butyl, benzyl, and 3-pyridylmethyl ester were considerably less active. Moreover, several beta-carboline-3-carboxylates with ethanol derivatives as ester alcohol components were all less active than the ethyl or n-propyl ester themselves. It is concluded that the affinity of beta-carboline-3-carboxylates to the benzodiazepine receptor is profoundly dependent on molecular size, as well as hydrophobic and electronic parameters of the ester alcohol component.
合成了几种β-咔啉-3-羧酸酯，并测试了它们对牛皮质膜中苯二氮䓬受体的亲和力。在这些衍生物中，甲酯、乙酯和正丙酯的活性明显最强，而正丁酯、苄酯和3-吡啶甲基酯的活性则低得多。此外，几种以乙醇衍生物作为酯醇成分的β-咔啉-3-羧酸盐的活性均低于乙酯或正丙酯本身。得出的结论是，β-咔啉-3-羧酸盐对苯二氮䓬受体的亲和力在很大程度上取决于分子大小以及酯醇成分的疏水和电子参数。
