A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles

A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles

(E)-2-(benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles are described as a new class of selective inhibitors of acetylcholinesterase (AChE). The most potent compound in the series exhibited good AChE inhibitory activity (IC50 = 64 µM). Compound 7f was found to be more selective than ga...

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Bibliographic Details
Main Authors: Jorge Trilleras, Margarita Gutiérrez Cabrera, Jans H. Alzate-Morales, Jairo Quiroga, Julio Caballero, Luis Astudillo Saavedra, Pedro de la Torre
Format: Article
Language:English
Published: MDPI AG 2012-10-01
Series:Molecules
Subjects:
Knoevenagel condensation
acrylonitriles
AChE inhibitors
docking
ligand-protein interactions
selectivity
Online Access:http://www.mdpi.com/1420-3049/17/10/12072
Description
Summary:(E)-2-(benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles are described as a new class of selective inhibitors of acetylcholinesterase (AChE). The most potent compound in the series exhibited good AChE inhibitory activity (IC50 = 64 µM). Compound 7f was found to be more selective than galanthamine in inhibiting AChE and it showed a moderate selectivity index. Kinetic studies on AChE indicated that a competitive type of inhibition pattern exist for these acrylonitrile derivates. Molecular docking models of the ligand-AChE complexes suggest that compound 7g is located on the periphery of the AChE active site.
ISSN:1420-3049

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