Preparation and Hydro-Lipophilic Properties of Monosubstituted N-Aryl-4-hydroxyquinoline-3-carboxanilides †

0567440 - ÚVGZ 2023 RIV CH eng J - Journal Article
Gonec, T. - Vráblová, L. - Pidnjaková, D. - Strhanský, T. - Oravec, Michal - Jampílek, J.
Preparation and Hydro-Lipophilic Properties of Monosubstituted N-Aryl-4-hydroxyquinoline-3-carboxanilides †.
Chemistry Proceedings. Roč. 2022, č. 12 (2022), č. článku 28. E-ISSN 2673-4583
R&D Projects: GA MŠMT(CZ) LM2018123; GA MŠMT(CZ) EF16_019/0000797
Institutional support: RVO:86652079
Keywords : hydroxyquinoline-carboxanilides * synthesis * lipophilicity
OECD category: Organic chemistry
Method of publishing: Open access
https://www.mdpi.com/2673-4583/12/1/28

A series of twenty-two monosubstituted N-aryl-4-hydroxyquinoline-3-carboxanilides designed as dual anti-invasive agents was prepared and characterized. Lipophilicity significantly affects biological activities of compounds and ADME properties, therefore, the lipo-hydrophilic properties of these 4-hydroxyquinoline-3-carboxanilides were investigated. All the derivatives were analyzed using reversed-phase high-performance liquid chromatography. The procedure was carried out under isocratic conditions with methanol as the organic modifier in the mobile phase using an end-capped non-polar C18 stationary reversed-phase column. In this study, correlations between the logarithm of the capacity factor k and log P/Clog P values calculated using various methods are discussed, as well as the relationships between lipophilicity and chemical structure of the studied compounds.
Permanent Link: https://hdl.handle.net/11104/0338695