title: Synthesis of novel N-benzyl substituted piperidine amides of 1H-indole-5-carboxylic acid as potential inhibitors of cholinesterases.
abstract: A series of novel N-benzyl substituted amides of 1H-indole-5-carboxylic acid were synthesized and evaluated for their ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). The target compounds (6b-6e) displayed moderate potency to inhibit BuChE. One of the compounds tested, i.e., 1-benzylpiperidine amide of 1H-indole-5-carboxylic acid (6a) was a weak, non-selective inhibitor for both enzymes. The highest inhibitory activity towards BuChE (30.06% [10 microM]) was determined for compound (6c) which is 1-(3-chloro)benzylpiperidine amide of 1H-indole-5-carboxylic acid.
authors.affiliation: Department of Physicochemical Drug Analysis, Chair of Pharmaceutical Chemistry, Jagiellonian University Medical College, Medyczna 9 St., 30-688 Kraków, Poland.
authors.forename: Anna
authors.initials: A
authors.lastname: Jakubowska
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Kulig
authors.forename: Natalia
authors.initials: N
authors.lastname: Guzior
authors.forename: Barbara
authors.initials: B
authors.lastname: Malawska
mesh_terms: D002091:Butyrylcholinesterase / Q000138:chemical synthesis / Q000737:chemistry; D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry*; D002802:Cholinesterases / Q000378:metabolism*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D002264:Carboxylic Acids; D002800:Cholinesterase Inhibitors; D007211:Indoles; D010880:Piperidines; C071293:1-benzylpiperidine; C030374:indole; D002091:Butyrylcholinesterase; D002802:Cholinesterases