Combinatorial Synthesis of SSAO Inhibitors Using Sonogashira Coupling: SAR of Aryl Propargylics Amines

Abstract

The structure-activity relationships for semicarbazide-sensitive amine oxidase (SSAO) inhibitors based on arylpropynylamines was investigated using solution-phase combinatorial Sonogashira coupling. The results suggest that binding to the active site occurs by coordination of the amine to the proximal copper(II) and formation of a n-complex between topaquinone and the electron-rich aryl group of the inhibitor.