Preparation and hydro-lipophilic properties of monosubstituted
N-aryl-4-hydroxyquinoline-3-carboxanilides.

k 2022

Preparation and hydro-lipophilic properties of monosubstituted N-aryl-4-hydroxyquinoline-3-carboxanilides.

GONĚC, Tomáš, Lucia VRÁBLOVÁ, Dominika PINDJAKOVÁ, Tomáš STRHÁRSKY, Michal ORAVEC et. al.

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

Language

English

Type of outcome

Prezentace na konferencích

Country of publisher

Switzerland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

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

Abstract

ORIG CZ

V originále

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.

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.

Citovat

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.

@proceedings{2281657,
   author = {Goněc, Tomáš and Vráblová, Lucia and Pindjaková, Dominika and Strhársky, Tomáš and Oravec, Michal and Jampílek, Josef},
   booktitle = {The 26th International Electronic Conference on Synthetic Organic Chemistry (ECSOC-26)},
   doi = {http://dx.doi.org/10.3390/ecsoc-26-13548},
   keywords = {hydroxyquinoline-carboxanilides; synthesis; lipophilicity},
   language = {eng},
   title = {Preparation and hydro-lipophilic properties of monosubstituted N-aryl-4-hydroxyquinoline-3-carboxanilides.},
   url = {https://doi.org/10.3390/ecsoc-26-13548},
   year = {2022}
}

TY  - CONF
ID  - 2281657
AU  - Goněc, Tomáš - Vráblová, Lucia - Pindjaková, Dominika - Strhársky, Tomáš - Oravec, Michal - Jampílek, Josef
PY  - 2022
TI  - Preparation and hydro-lipophilic properties of monosubstituted N-aryl-4-hydroxyquinoline-3-carboxanilides.
KW  - hydroxyquinoline-carboxanilides
KW  - synthesis
KW  - lipophilicity
UR  - https://doi.org/10.3390/ecsoc-26-13548
N2  - 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.
ER  -

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 \textit{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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