Synthesis and Anticholinergic Activity of 4-Hydroxycoumarin Derivatives Containing Substituted Benzyl-1,2,3-Triazole Moiety Publisher Pubmed



Bagheri SM^{1, 2} ; Khoobi M¹ ; Nadri H³ ; Moradi A³ ; Emami S⁴ ; Jalilibaleh L¹ ; Jafarpour F² ; Homayouni Moghadam F⁵ ; Foroumadi A¹ ; Shafiee A¹
Source: Chemical Biology and Drug Design Published:2015

Abstract

A series of 4-hydroxycoumarin-derived compounds 8a-p containing N-benzyl-1,2,3-triazole motif were designed as AChE inhibitors. The title compounds were obtained conveniently using multicomponent click reaction. The in vitro anticholinesterase evaluation of synthesized compounds against AChE and BuChE showed that some of them are potent and selective inhibitors of AChE. Among them, 2-chlorobenzyl derivative 8k showed the most potent activity against AChE (IC50 = 0.18 μm). Its activity was also superior to that of standard drug tacrine. The kinetic study and molecular docking simulation of the most potent compound 8k were also described. A series of 4-hydroxycoumarin derivatives 8a-p containing N-benzyl-1,2,3-triazole motif were designed and synthesized as AChE inhibitors. Among them, 2-chlorobenzyl derivative 8k showed the most potent activity against AChE (IC50 = 0.18 μm). © 2015 John Wiley & Sons A/S.