Document Report Card

ID: ALA1122458

Journal: J Med Chem

Title: beta-Carbolines as benzodiazepine receptor ligands. 1. Synthesis and benzodiazepine receptor interaction of esters of beta-carboline-3-carboxylic acid.

Authors: Lippke KP, Schunack WG, Wenning W, Müller WE.

Abstract: 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.

CiteXplore: 6300400

DOI: 10.1021/jm00358a008