Combinatorial synthesis of SSAO inhibitors using sonogashira coupling: SAR of aryl propargylic amines |
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Authors: | Conn C Shimmon R Cordaro F Hargraves T L Ibrahim P |
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Affiliation: | Department of Chemistry, Materials and Forensic Sciences, University of Technology, Sydney, PO Box 123, Broadway, NSW 2007, Australia. c.conn@uts.edu.au |
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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 pi-complex between topaquinone and the electron-rich aryl group of the inhibitor. |
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