Synthesis and in vitro kinetic study of novel mono-pyridinium oximes as reactivators of organophosphorus (OP) inhibited human acetylcholinesterase (hAChE)
-
Add time:08/29/2019 Source:sciencedirect.com
A series of mono pyridinium oximes linked with arenylacetamides as side chains were synthesized and their in vitro reactivation potential was evaluated against human acetylcholinesterase (hAChE) inhibited by organophosphorus inhibitors (OP) such as sarin, VX and tabun. The reactivation data of the synthesized compounds were compared with those obtained with standard reactivators such as 2-PAM and obidoxime. The dissociation constant (KD) and specific reactivity (kr) of the oximes were also determined by performing reactivation kinetics against OP inhibited hAChE. Among the synthesized compounds, oximes 1-(2-(4-cyanophenylamino)-2-oxoethyl)-4-((hydroxyimino)methyl)pyridinium chloride (12a) and 4-((hydroxyimino)methyl)-1-(2-(4-methoxyphenylamino)-2-oxoethyl)pyridinium chloride (2a) were found most potent reactivators for hAChE inhibited by sarin. In case of VX inhibited hAChE majority of the oximes have shown good reactivation efficacies. Among these oximes 1-(2-(benzylamino)-2-oxoethyl)-4-((hydroxyimino)methyl)pyridinium chloride (18a), 4-((hydroxyimino)methyl)-1-(2-(4-(methoxycarbonyl)phenylamino)-2-oxoethyl)pyridinium-chloride (14a) and 12a were found to surpass the reactivation potential of 2-PAM and obidoxime. However, the synthesized oximes showed marginal reactivation efficacies in case of tabun inhibited hAChE. The pKa value of the oximes were determined and correlated with their observed reactivation potential.
We also recommend Trading Suppliers and Manufacturers of (2-NITROPHENYL)ACETONE OXIME (cas 15582-89-5). Pls Click Website Link as below: cas 15582-89-5 suppliers
Prev:Concurrent esterification and N-acetylation of amino acids with orthoesters: a useful reaction with interesting mechanistic implications
Next:Oxime functionality in surfactant self-assembly: An overview on combating toxicity of organophosphates) - 【Back】【Close 】【Print】【Add to favorite 】
- Related Information
- Inhibition, recovery and oxime-induced reactivation of muscle esterases following chlorpyrifos exposure in the earthworm Lumbricus terrestris09/04/2019
- Synthesis and immobilization of oxime-derived palladacycles as effective and reusable catalysts for the degradation of phosphorothionate pesticides09/03/2019
- Thermal fragmentation and rearrangement of some N-phenylbenzamide oxime dervatives II. Synthesis of benzimidazoles☆09/02/2019
- In vitro reactivation potency of novel symmetrical bis-pyridinium oximes for electric eel acetylcholinesterase inhibited by nerve agent sarin09/01/2019
- CuBr2-promoted intramolecular bromocyclization of N-allylamides and aryl allyl ketone oximes08/31/2019
- Oxime functionality in surfactant self-assembly: An overview on combating toxicity of organophosphates08/30/2019
