Acetylcholinesterase inhibition by two phosphoric 4-nitroanilides.
Two phosphoric 4-nitroanilides Z2P(O)NH-phi-NO2 (A, Z = Me; B, Z = NMe2) have been prepared and purified by chromatographic techniques. Their spectral data (uv, ir and 1H-nmr) have been determined, and compared with those of other similar compounds. Their ability to inhibit acetylcholinesterase has been measured by a modification of Ellman's method. The data, as computed according to the Michaelis scheme, indicate that A is not an inhibitor, whereas B is a reversible mixed one. These differences are discussed in terms of hydrophobic interactions.
Bollinger
J C
JC
Laboratoire de Chimie générale et analytique, Faculté des Sciences, Limoges, France.
Levy-Serpier
J
J
Debord
J
J
Penicaut
B
B
D000110:Acetylcholinesterase / Q000378:metabolism; D000813:Anilides / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis*; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D004593:Electrophorus; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D013053:Spectrophotometry; D013329:Structure-Activity Relationship
D000813:Anilides; D002800:Cholinesterase Inhibitors; D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; C067337:N-(4-nitrophenyl)dimethylphosphinamide; C067338:N,N,N',N'-tetramethyl-N''-(4-nitrophenyl)phosphoric triamide; D000110:Acetylcholinesterase