title: Structure-activity study of phosphoramido acid esters as acetylcholinesterase inhibitors.
abstract: Phosphoramido acid esters (CH(3))(2)NP(O)X(p-OC(6)H(4)-CH(3)) (containing P-Cl (1), P-O (2), P-F (3), P-CN (5), and P-N (4,6) bonds, X for 2, 4 and 6 is OCH(3), (C(2)H(5))(2)N and morpholin) have been synthesized to investigate the structure-activity study of AChE enzyme inhibition, through the parameters logP, delta(31)P and IC(50). After their characterization by (31)P, (31)P{(1)H}, (13)C, (1)H NMR, IR and mass spectroscopy, the parameters logP and delta(31)P ((31)P chemical shift in NMR) were used to evaluated the lipophilicity and electronical properties. The ability of compounds to inhibit human AChE was predicted by PASS software (version 1.193), and experimentally evaluated by a modified Ellman's assay.
authors.affiliation: Department of Chemistry, Imam Hossein University, Tehran, Iran. Ghadimi_Saied@yahoo.com
authors.forename: Saied
authors.initials: S
authors.lastname: Ghadimi
authors.forename: Ali Asghar Ebrahimi
authors.initials: AA
authors.lastname: Valmoozi
authors.forename: Mehrdad
authors.initials: M
authors.lastname: Pourayoubi
authors.forename: Keyvan Asad
authors.initials: KA
authors.lastname: Samani
mesh_terms: D000110:Acetylcholinesterase / Q000737:chemistry / Q000378:metabolism*; D002800:Cholinesterase Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007700:Kinetics; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D002800:Cholinesterase Inhibitors; D004952:Esters; D009943:Organophosphorus Compounds; D000110:Acetylcholinesterase