RP-HPLC determination of the lipophilicity of bispyridinium reactivators of acetylcholinesterase bearing a but-2-ene connecting linker
Language English Country Germany Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
- MeSH
- Drug Contamination MeSH
- Lipids chemistry MeSH
- Molecular Structure MeSH
- Pyridinium Compounds chemistry MeSH
- Cross-Linking Reagents chemistry MeSH
- Cholinesterase Reactivators analysis MeSH
- Stereoisomerism MeSH
- Vinyl Compounds MeSH
- Chromatography, High Pressure Liquid methods MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- but-2-enedioic acid mono-(2-((4-(4-(2-carboxy-2-cyano-vinyl)-phenylazo)-phenyl)-methyl-amino)-ethyl) ester MeSH Browser
- Lipids MeSH
- Pyridinium Compounds MeSH
- Cross-Linking Reagents MeSH
- Cholinesterase Reactivators MeSH
- Vinyl Compounds MeSH
New acetylcholinesterase reactivators with either a (E) or (Z)-but-2-ene connecting linker were recently prepared. The purity of the compounds was checked by HPLC and was found to be sufficient for in-vitro screening. All the discussed bispyridinium reactivators were analyzed by reversed-phase high performance liquid chromatography (RP-HPLC) to measure lipophilicity. The procedure was performed under isocratic conditions with methanol as organic modifier in the mobile phase using an end-capped non-polar C(18) stationary phase RP column. Relationships between the lipophilicity (logarithm of the RP-HPLC capacity factor, log k) and chemical structures of the studied compounds are discussed. Lipophilicity was different for the (E) and (Z) compounds and varied among the compounds in each of these groups. The lipophilicity differences also indicated an apparent influence of intramolecular interactions. Lipophilicity calculations (log P/Clog P) by means of commonly used software were not successful due to the presence of quaternary nitrogen atoms in the molecules of the reactivators.
References provided by Crossref.org
Investigation of Hydro-Lipophilic Properties of N-Alkoxyphenylhydroxynaphthalenecarboxamides †
