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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| Format: | Article |
| Language: | English |
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MDPI AG
2012-10-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/17/10/12072 |
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doaj-5d2f4592b96f413a92dd5d9fcef3773d2020-11-24T23:12:10ZengMDPI AGMolecules1420-30492012-10-011710120721208510.3390/molecules171012072A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitrilesJorge TrillerasMargarita Gutiérrez CabreraJans H. Alzate-MoralesJairo QuirogaJulio CaballeroLuis Astudillo SaavedraPedro de la Torre(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.http://www.mdpi.com/1420-3049/17/10/12072Knoevenagel condensationacrylonitrilesAChE inhibitorsdockingligand-protein interactionsselectivity |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Jorge Trilleras Margarita Gutiérrez Cabrera Jans H. Alzate-Morales Jairo Quiroga Julio Caballero Luis Astudillo Saavedra Pedro de la Torre |
| spellingShingle |
Jorge Trilleras Margarita Gutiérrez Cabrera Jans H. Alzate-Morales Jairo Quiroga Julio Caballero Luis Astudillo Saavedra Pedro de la Torre A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles Molecules Knoevenagel condensation acrylonitriles AChE inhibitors docking ligand-protein interactions selectivity |
| author_facet |
Jorge Trilleras Margarita Gutiérrez Cabrera Jans H. Alzate-Morales Jairo Quiroga Julio Caballero Luis Astudillo Saavedra Pedro de la Torre |
| author_sort |
Jorge Trilleras |
| title |
A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles |
| title_short |
A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles |
| title_full |
A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles |
| title_fullStr |
A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles |
| title_full_unstemmed |
A Novel Class of Selective Acetylcholinesterase Inhibitors: Synthesis and Evaluation of (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles |
| title_sort |
novel class of selective acetylcholinesterase inhibitors: synthesis and evaluation of (e)-2-(benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2012-10-01 |
| description |
(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. |
| topic |
Knoevenagel condensation acrylonitriles AChE inhibitors docking ligand-protein interactions selectivity |
| url |
http://www.mdpi.com/1420-3049/17/10/12072 |
| work_keys_str_mv |
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