Design, synthesis, and characterization of novel class of 2-quinolon-3-oxime reactivators for acetylcholinesterase inhibited by organophosphorus compounds

Abstract

The biological effects of organophosphorus (OP) compounds are the results of the irreversible inhibition of acetylcholinesterase (AChE), an important neuro mediator acetylcholine (ACh) splitting enzyme in the human body at the synaptic clefts. Due to the non-availability of AChE, accumulation of ACh takes place, which in turn over stimulates parasympathetic nerve receptors, and causes a fatal cholinergic crisis. Out of various AChE reactivators, the oxime derivatives remains as one of the most resourceful prototypes and paves the way for the search of more effective AChE reactivators. In the present work, various 2-quinolon-3-oxime were synthesized by 3-Acetyl-4-methoxy-1-phenyl/methyl-quinolin-2(1H)-one with different benzaldehyde, followed by oximation with hydroxylamine hydrochloride. The Synthesized compounds tested against OP inhibited AChE and the results so obtained were compared with standard pralidoxime. Among tested compounds, compound having a nitro substitution at 3rd (5g) and 4th (5f) positions gave potent activity against chlorpyrifos and methyl parathion inhibited AChE.