A Review of the Synthesis of Quaternary Acetylcholinesterase Reactivators

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F18%3A50014800" target="_blank" >RIV/62690094:18470/18:50014800 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00179906:_____/18:10380717 RIV/60162694:G44__/18:43889582

Výsledek na webu

<a href="http://www.eurekaselect.com/163684/article" target="_blank" >http://www.eurekaselect.com/163684/article</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.2174/1385272822666180711123529" target="_blank" >10.2174/1385272822666180711123529</a>

Jazyk výsledku

angličtina

Název v původním jazyce

A Review of the Synthesis of Quaternary Acetylcholinesterase Reactivators

Popis výsledku v původním jazyce

Acetylcholinesterase (AChE) is well-known enzyme studied in many fields of research, e.g. in Alzheimer’s disease, Parkinson’s disease, or in eco-toxicology as a biological marker. Many inhibitors of AChE have been identified in nature as well as prepared in chemical labs as a result of systematic synthetic efforts. The organophosphorus (OP) inhibitors of AChE are one of the oldest artificial inhibitors being purposely developed as military nerve agents (e.g. sarin, soman, tabun, VX, RVX). Some of the compounds with decreased toxicity are currently used in agriculture as pesticides (e.g. parathion, chlorpyrifos, paraoxon) or in the industry as softening agents and flame retardants. The common mechanism of action of all organophosphate compounds is the irreversible inhibition of AChE via a binding to the hydroxyl group of the serine residue within the active site of the enzyme. Subsequently, AChE loses its ability to fulfill its physiological role in cholinergic transmission, which leads to the cholinergic crisis with the possibility of respiratory failure and death. The reactivators of AChE are classified as strong nucleophilic agents capable to cleave the non-aged organophosphate-serine adduct and thereby restoring the activity of the enzyme. This work provides a unique overview of the most potent oximes reactivators of inhibited AChE since 1955 to the present. In this review article, we have reviewed different synthetic approaches of known and widely used oxime reactivators of AChE such as pralidoxime, methoxime, trimedoxime, obidoxime, asoxime (HI-6), HS-6, HLö-7, K027, K048, K203, K075 and BI-6. The review covers the original articles as well as patented research.

Název v anglickém jazyce

A Review of the Synthesis of Quaternary Acetylcholinesterase Reactivators

Popis výsledku anglicky

Acetylcholinesterase (AChE) is well-known enzyme studied in many fields of research, e.g. in Alzheimer’s disease, Parkinson’s disease, or in eco-toxicology as a biological marker. Many inhibitors of AChE have been identified in nature as well as prepared in chemical labs as a result of systematic synthetic efforts. The organophosphorus (OP) inhibitors of AChE are one of the oldest artificial inhibitors being purposely developed as military nerve agents (e.g. sarin, soman, tabun, VX, RVX). Some of the compounds with decreased toxicity are currently used in agriculture as pesticides (e.g. parathion, chlorpyrifos, paraoxon) or in the industry as softening agents and flame retardants. The common mechanism of action of all organophosphate compounds is the irreversible inhibition of AChE via a binding to the hydroxyl group of the serine residue within the active site of the enzyme. Subsequently, AChE loses its ability to fulfill its physiological role in cholinergic transmission, which leads to the cholinergic crisis with the possibility of respiratory failure and death. The reactivators of AChE are classified as strong nucleophilic agents capable to cleave the non-aged organophosphate-serine adduct and thereby restoring the activity of the enzyme. This work provides a unique overview of the most potent oximes reactivators of inhibited AChE since 1955 to the present. In this review article, we have reviewed different synthetic approaches of known and widely used oxime reactivators of AChE such as pralidoxime, methoxime, trimedoxime, obidoxime, asoxime (HI-6), HS-6, HLö-7, K027, K048, K203, K075 and BI-6. The review covers the original articles as well as patented research.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30107 - Medicinal chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2018

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Current organic chemistry

ISSN

1385-2728

e-ISSN

—

Svazek periodika

22

Číslo periodika v rámci svazku

16

Stát vydavatele periodika

AE - Spojené arabské emiráty

Počet stran výsledku

30

Strana od-do

1619-1648

Kód UT WoS článku

000445405200004

EID výsledku v databázi Scopus

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