Synthesis and in vitro biological evaluation of carbonyl group-containing inhibitors of vesicular acetylcholine transporter

SMN Efange, AB Khare, K von Hohenberg…

Index: Efange, Simon M. N.; Khare, Anil B.; Von Hohenberg, Krystyna; MacH, Robert H.; Parsons, Stanley M.; Tu, Zhude Journal of Medicinal Chemistry, 2010 , vol. 53, # 7 p. 2825 - 2835

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Citation Number: 16

Abstract

To identify selective high-affinity inhibitors of the vesicular acetylcholine transporter (VAChT), we have interposed a carbonyl group between the phenyl and piperidyl groups of the prototypical VAChT ligand vesamicol and its more potent analogues benzovesamicol and 5-aminobenzovesamicol. Of 33 compounds synthesized and tested, 6 display very high affinity for VAChT (K i, 0.25− 0.66 nM) and greater than 500-fold selectivity for VAChT over ...