GONĚC, Tomáš, Lucia VRÁBLOVÁ, Dominika PINDJAKOVÁ, Tomáš STRHÁRSKY, Michal ORAVEC and Josef JAMPÍLEK. Preparation and hydro-lipophilic properties of monosubstituted N-aryl-4-hydroxyquinoline-3-carboxanilides. In The 26th International Electronic Conference on Synthetic Organic Chemistry (ECSOC-26). 2022. Available from: https://dx.doi.org/10.3390/ecsoc-26-13548.
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Basic information
Original name Preparation and hydro-lipophilic properties of monosubstituted N-aryl-4-hydroxyquinoline-3-carboxanilides.
Name in Czech Příprava a hydro-lipofilní vlastnosti monosubstituovaných N-aryl-4-hydroxychinolin-3-karboxanilidů.
Authors GONĚC, Tomáš, Lucia VRÁBLOVÁ, Dominika PINDJAKOVÁ, Tomáš STRHÁRSKY, Michal ORAVEC and Josef JAMPÍLEK.
Edition The 26th International Electronic Conference on Synthetic Organic Chemistry (ECSOC-26), 2022.
Other information
Original language English
Type of outcome Presentations at conferences
Country of publisher Switzerland
Confidentiality degree is not subject to a state or trade secret
WWW URL
Organization unit Faculty of Pharmacy
Doi http://dx.doi.org/10.3390/ecsoc-26-13548
Keywords (in Czech) hydroxychinolin karboxanilid; syntéza, lipofilita
Keywords in English hydroxyquinoline-carboxanilides; synthesis; lipophilicity
Tags International impact, Reviewed
Changed by Changed by: PharmDr. Tomáš Goněc, Ph.D., učo 39112. Changed: 11/5/2023 11:12.
Abstract
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.
Abstract (in Czech)
Byla připravena a charakterizována série dvaceti dvou monosubstituovaných N-aryl-4-hydroxychinolin-3-karboxanilidů navržených jako duální chemotrapeutika. Lipofilita významně ovlivňuje biologické aktivity sloučenin a vlastnosti ADME; proto byly zkoumány lipo-hydrofilní vlastnosti těchto 4-hydroxychinolin-3-karboxanilidů. Všechny deriváty byly analyzovány pomocí vysokoúčinné kapalinové chromatografie na reverzní fázi. Postup byl proveden za izokratických podmínek s methanolem jako organickým modifikátorem v mobilní fázi za použití nepolární C18 stacionární kolony s reverzní fází s koncovým uzávěrem. V této studii jsou diskutovány korelace mezi logaritmem kapacitního faktoru k a hodnotami log P/Clog P vypočtenými různými metodami a také vztahy mezi lipofilitou a chemickou strukturou studovaných sloučenin.
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