Encapsulation of oxime acetylcholinesterase reactivators: influence of physiological conditions on the stability of oxime-cucurbit[7]uril complexes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F20%3A50016981" target="_blank" >RIV/62690094:18470/20:50016981 - isvavai.cz</a>
Alternative codes found
RIV/60162694:G44__/20:00556107
Result on the web
<a href="https://pubs.rsc.org/en/content/articlelanding/2020/NJ/D0NJ03102J#!divAbstract" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2020/NJ/D0NJ03102J#!divAbstract</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d0nj03102j" target="_blank" >10.1039/d0nj03102j</a>
Alternative languages
Result language
angličtina
Original language name
Encapsulation of oxime acetylcholinesterase reactivators: influence of physiological conditions on the stability of oxime-cucurbit[7]uril complexes
Original language description
Oxime-based acetylcholinesterase reactivators are a specific group of drugs used for the treatment of organophosphate intoxication. However, high hydrophilicity and poor blood-brain barrier penetration limit their physiological potential. Cucurbit[7]urile (CB[7]) was used in this work as a potential carrier of oxime molecules to increase their treatment effectiveness. The host-guest chemistry of CB[7] with five clinically used oximes (trimedoxime, asoxime, obidoxime, pralidoxim and methoxime) and two new pre-clinical oximes (K027 and K048) was characterized under simulated physiological conditions using titration experiments with UV-vis detection. CB[7] forms stable complexes of 1 : 1 stoichiometry with all tested oximes. The decrease of complex stability was observed at a pH above the pK(a)of oxime, which limits the applicability of the complexation for oximes with pK(a)below the physiological pH. The combination of physiological ionic strength and pH causes partial decrease of the complex stability. The effect of organic solvent used in the sample pretreatment step before spectral analysis of oxime-CB[7] complexes in biological samples was demonstrated. Methanol is a more suitable solvent with low effect on complex stability. Finally, the ability of mass spectrometry with electrospray ionization was demonstrated for the analysis of oxime-CB[7] complexes.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
30107 - Medicinal chemistry
Result continuities
Project
<a href="/en/project/GA18-08937S" target="_blank" >GA18-08937S: Research of oxime-CB(7) complexes for central nervous system penetration of quaternary acetylcholinesterase reactivator</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
New journal of chemistry
ISSN
1144-0546
e-ISSN
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Volume of the periodical
44
Issue of the periodical within the volume
34
Country of publishing house
GB - UNITED KINGDOM
Number of pages
6
Pages from-to
14367-14372
UT code for WoS article
000564479900005
EID of the result in the Scopus database
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