title: Synthesis of some new 3-coumaranone and coumarin derivatives as dual inhibitors of acetyl- and butyrylcholinesterase.
abstract: A novel series of coumarin and 3-coumaranone derivatives encompassing the phenacyl pyridinium moiety were synthesized and evaluated for their acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitory activity using Ellman's method. All compounds presented inhibitory activity against both AChE and BuChE in the micromolar range. The molecular docking simulations revealed that all compounds were dual binding site inhibitors of AChE. A kinetic study was performed and the mechanism of enzyme inhibition was proved to be of mixed type. All compounds were tested for their antioxidant activity and no significant activity was observed.
authors.affiliation: School of Chemistry, University College of Science, University of Tehran, Tehran, Iran.
authors.forename: Masoumeh
authors.initials: M
authors.lastname: Alipour
authors.forename: Mehdi
authors.initials: M
authors.lastname: Khoobi
authors.forename: Hamid
authors.initials: H
authors.lastname: Nadri
authors.forename: Amirhossein
authors.initials: A
authors.lastname: Sakhteman
authors.forename: Alireza
authors.initials: A
authors.lastname: Moradi
authors.forename: Mehdi
authors.initials: M
authors.lastname: Ghandi
authors.forename: Alireza
authors.initials: A
authors.lastname: Foroumadi
authors.forename: Abbas
authors.initials: A
authors.lastname: Shafiee
mesh_terms: D000110:Acetylcholinesterase / Q000737:chemistry / Q000378:metabolism*; D000975:Antioxidants / Q000138:chemical synthesis / Q000494:pharmacology; D002091:Butyrylcholinesterase / Q000737:chemistry / Q000378:metabolism*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology*; D003374:Coumarins / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology*; D015195:Drug Design; D007700:Kinetics; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D011487:Protein Conformation; D013329:Structure-Activity Relationship
chemical_list: C585771:3-coumaranone; D000975:Antioxidants; D002800:Cholinesterase Inhibitors; D003374:Coumarins; D000110:Acetylcholinesterase; D002091:Butyrylcholinesterase
keywords: 3-Coumaranone; Actylcholinesterase; Butyrylcholinesterase; Coumarin; Docking study; Phenacyl pyridinium