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Synthesis and Anticholinergic Activity of 4‐hydroxycoumarin Derivatives Containing Substituted Benzyl‐1,2,3‐triazole Moiety
Author(s) -
Bagheri Sahar Mohammad,
Khoobi Mehdi,
Nadri Hamid,
Moradi Alireza,
Emami Saeed,
JaliliBaleh Leili,
Jafarpour Farnaz,
Homayouni Moghadam Farshad,
Foroumadi Alireza,
Shafiee Abbas
Publication year - 2015
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/cbdd.12588
Subject(s) - tacrine , chemistry , moiety , triazole , aché , stereochemistry , 1,2,3 triazole , acetylcholinesterase , docking (animal) , combinatorial chemistry , click chemistry , 4 hydroxycoumarin , enzyme , organic chemistry , catalysis , medicine , nursing
A series of 4‐hydroxycoumarin‐derived compounds 8a‐p containing N ‐benzyl‐1,2,3‐triazole motif were designed as AC hE inhibitors. The title compounds were obtained conveniently using multicomponent click reaction. The in vitro anticholinesterase evaluation of synthesized compounds against AC hE and BuChE showed that some of them are potent and selective inhibitors of AC hE. Among them, 2‐chlorobenzyl derivative 8k showed the most potent activity against AC hE ( IC 50 = 0.18 μ m ). 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.