1. Design and synthesis of 7-diethylaminocoumarin-based 1,3,4-oxadiazole derivatives with anti-acetylcholinesterase activities.
- Author
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Yu, Xiang, Zhao, You-Fang, Huang, Guo-Juan, and Chen, Ya-Fang
- Subjects
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ACETYLCHOLINESTERASE , *IN vitro studies , *ALZHEIMER'S disease , *HETEROCYCLIC compounds , *CHOLINESTERASE inhibitors , *DRUG design , *NUCLEAR magnetic resonance spectroscopy , *COMPARATIVE studies , *RESEARCH funding , *MASS spectrometry , *DESCRIPTIVE statistics , *DOSE-effect relationship in pharmacology , *MOLECULAR structure , *COMPUTER-assisted molecular modeling , *BIOLOGICAL assay , *ANTIPSYCHOTIC agents , *DOSAGE forms of drugs , *OXIDATION-reduction reaction , *THIN layer chromatography , *PHARMACODYNAMICS - Abstract
Twelve novel 7-diethylaminocoumarin-based 1,3,4-oxadiazole derivatives were synthesized via iodine-mediated oxidative cyclisation and confirmed by 1H NMR, 13C NMR and HRMS. The result of these derivatives' activities inhibiting acetylcholinesterase in vitro showed that 4 g and 4i had moderate inhibitory activities with 69.19% and 65.06%, respectively. The preliminary structure-activity relationships revealed that introduction of halogen atom on the para-position of phenyl of 7-diethylaminocoumarin-based 1,3,4-oxadiazole derivatives could enhance their activities. Molecular docking study suggested that 4 g possessed an optimal docking pose with interactions inside AChE. [ABSTRACT FROM AUTHOR]
- Published
- 2021
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