title: Prospective acetylcholinesterase inhibitory activity of indole and its analogs.
abstract: Acetylcholinesterase (AChE) inhibitory activity is one of the proposed targets for indole analogs. Simple indoles with substitution of methoxy, carboxy or hydroxy at the benzene ring showed a low percent of inhibitory activity in eel-AChE. Adding a side chain at the pyrrole ring, such as serotonin, β-carbolines and quinolines (the bioisostere of indole), improved the inhibitory activity significantly. However, proper substitution and conformation of the ring were required for good binding. The result of inhibition in human-AChE of serotonin, β-carbolines and quinolines showed similar profile as eel-AChE with lower magnitude. The data from molecular docking showed that they shared the same binding site as galantamine.
authors.affiliation: Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmaceutical Sciences, Naresuan University, Phitsanulok 65000, Thailand. nantakak@nu.ac.th
authors.forename: Nantaka
authors.initials: N
authors.lastname: Khorana
authors.forename: Kanokwan
authors.initials: K
authors.lastname: Changwichit
authors.forename: Kornkanok
authors.initials: K
authors.lastname: Ingkaninan
authors.forename: Maleeruk
authors.initials: M
authors.lastname: Utsintong
mesh_terms: D000110:Acetylcholinesterase / Q000378:metabolism; D001665:Binding Sites; D002243:Carbolines / Q000737:chemistry / Q000494:pharmacology; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004789:Enzyme Activation / Q000187:drug effects; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008968:Molecular Conformation; D011804:Quinolines / Q000737:chemistry / Q000494:pharmacology
chemical_list: D002243:Carbolines; D002800:Cholinesterase Inhibitors; D007211:Indoles; D011804:Quinolines; D000110:Acetylcholinesterase