Sustainable ionic liquids-based molecular platforms for designing acetylcholinesterase reactivators
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00179906%3A_____%2F23%3A10471255" target="_blank" >RIV/00179906:_____/23:10471255 - isvavai.cz</a>
Nalezeny alternativní kódy
RIV/60162694:G44__/24:00560706 RIV/62690094:18470/23:50020765 RIV/00216208:11160/23:10471255
Výsledek na webu
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=4cIS~Oo-UR" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=4cIS~Oo-UR</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.cbi.2023.110735" target="_blank" >10.1016/j.cbi.2023.110735</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Sustainable ionic liquids-based molecular platforms for designing acetylcholinesterase reactivators
Popis výsledku v původním jazyce
We report a green chemistry approach for preparation of oxime-functionalized ILs as AChE reactivators: amide/ester linked IL, L-alanine, and L-phenylalanine derived salts bearing pyridinium aldoxime moiety. The reactivation capacities of the novel oximes were evaluated towards AChE inhibited by typical toxic organophosphates, sarin (GB), VX, and paraoxon (PON). The studied compounds are mostly non-toxic up to the highest concentrations screened (2 mM) towards Gram-negative and Gram-positive bacteria cell lines and both filamentous fungi and yeasts in the in vitro screening experiments as well as towards the eukaryotic cell (CHO-K1 cell line). Introduction of the oxime moiety in initially biodegradable structure decreases its ability to biodegradation. The compound 3d was shown to reveal remarkable activity against the AChE inhibited by VX, exceeding conventional reactivators 2-PAM and obidoxime. The regularities on antidotal activity, cell viability, plasma stability, biodegradability as well as molecular docking study of the newly synthesized oximes will be used for further improvement of their structures.
Název v anglickém jazyce
Sustainable ionic liquids-based molecular platforms for designing acetylcholinesterase reactivators
Popis výsledku anglicky
We report a green chemistry approach for preparation of oxime-functionalized ILs as AChE reactivators: amide/ester linked IL, L-alanine, and L-phenylalanine derived salts bearing pyridinium aldoxime moiety. The reactivation capacities of the novel oximes were evaluated towards AChE inhibited by typical toxic organophosphates, sarin (GB), VX, and paraoxon (PON). The studied compounds are mostly non-toxic up to the highest concentrations screened (2 mM) towards Gram-negative and Gram-positive bacteria cell lines and both filamentous fungi and yeasts in the in vitro screening experiments as well as towards the eukaryotic cell (CHO-K1 cell line). Introduction of the oxime moiety in initially biodegradable structure decreases its ability to biodegradation. The compound 3d was shown to reveal remarkable activity against the AChE inhibited by VX, exceeding conventional reactivators 2-PAM and obidoxime. The regularities on antidotal activity, cell viability, plasma stability, biodegradability as well as molecular docking study of the newly synthesized oximes will be used for further improvement of their structures.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
30104 - Pharmacology and pharmacy
Návaznosti výsledku
Projekt
<a href="/cs/project/GA22-12859S" target="_blank" >GA22-12859S: Nervově paralytické látky ze skupiny novičoků - toxicita a léčba</a><br>
Návaznosti
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Ostatní
Rok uplatnění
2023
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
Chemico-Biological Interactions
ISSN
0009-2797
e-ISSN
1872-7786
Svazek periodika
385
Číslo periodika v rámci svazku
November
Stát vydavatele periodika
NL - Nizozemsko
Počet stran výsledku
16
Strana od-do
110735
Kód UT WoS článku
001094248800001
EID výsledku v databázi Scopus
2-s2.0-85173949552