TY  - JOUR
AU  - Ciura, Krzesimir
AU  - Fedorowicz, Joanna
AU  - Andrić, Filip
AU  - Greber, Katarzyna E.
AU  - Gurgielewicz, Alina
AU  - Sawicki, Wiesław
AU  - Saczewski, Jaroslaw
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3740
AB  - Lipophilicity is a vital physicochemical parameter of a molecule, which affects several biological processes such as absorption, tissue distribution, and pharmacokinetic properties. In this study, evaluation of lipophilicities of a series of novel fluoroquinolone-Safirinium dye hybrids using chromatographic and computational methods is presented. Fluoroquinolone-Safirinium dye hybrids have been synthesized as new dual-acting hydrophilic antibacterial agents. Reversed phase thin-layer chromatography and micellar electrokinetic chromatography experiments were carried out. Furthermore, logP values of the target structures were predicted by means of different software platforms and algorithms. In order to assess similarities and dissimilarities of the obtained lipophilicity indexes, cluster analysis and sum of ranking differences were performed. The significant differences of calculated logP values (α = 0.05, p < 0.001) indicated that an experimental approach is necessary for lipophilicity prediction of this class of antibiotics. Chromatographic data indicated that the newly synthesized hybrid (fluoro)quinolone-based quaternary ammonium derivatives show less lipophilic character than the parent (fluoro)quinolones. Additionally, the chromatographically obtained lipophilicity indexes were evaluated for possible application in quantitative retention–activity relationships. The established lipophilicity models have the potential to predict antimicrobial activities of a series of quaternary (fluoro)quinolones against Bacillus subtilis, Escherichia coli, and Proteus vulgaris.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches
VL  - 20
IS  - 21
DO  - 10.3390/ijms20215288
ER  - 

@article{
author = "Ciura, Krzesimir and Fedorowicz, Joanna and Andrić, Filip and Greber, Katarzyna E. and Gurgielewicz, Alina and Sawicki, Wiesław and Saczewski, Jaroslaw",
year = "2019",
abstract = "Lipophilicity is a vital physicochemical parameter of a molecule, which affects several biological processes such as absorption, tissue distribution, and pharmacokinetic properties. In this study, evaluation of lipophilicities of a series of novel fluoroquinolone-Safirinium dye hybrids using chromatographic and computational methods is presented. Fluoroquinolone-Safirinium dye hybrids have been synthesized as new dual-acting hydrophilic antibacterial agents. Reversed phase thin-layer chromatography and micellar electrokinetic chromatography experiments were carried out. Furthermore, logP values of the target structures were predicted by means of different software platforms and algorithms. In order to assess similarities and dissimilarities of the obtained lipophilicity indexes, cluster analysis and sum of ranking differences were performed. The significant differences of calculated logP values (α = 0.05, p < 0.001) indicated that an experimental approach is necessary for lipophilicity prediction of this class of antibiotics. Chromatographic data indicated that the newly synthesized hybrid (fluoro)quinolone-based quaternary ammonium derivatives show less lipophilic character than the parent (fluoro)quinolones. Additionally, the chromatographically obtained lipophilicity indexes were evaluated for possible application in quantitative retention–activity relationships. The established lipophilicity models have the potential to predict antimicrobial activities of a series of quaternary (fluoro)quinolones against Bacillus subtilis, Escherichia coli, and Proteus vulgaris.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches",
volume = "20",
number = "21",
doi = "10.3390/ijms20215288"
}

Ciura, K., Fedorowicz, J., Andrić, F., Greber, K. E., Gurgielewicz, A., Sawicki, W.,& Saczewski, J.. (2019). Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches. in International Journal of Molecular Sciences
MDPI., 20(21).
https://doi.org/10.3390/ijms20215288

Ciura K, Fedorowicz J, Andrić F, Greber KE, Gurgielewicz A, Sawicki W, Saczewski J. Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches. in International Journal of Molecular Sciences. 2019;20(21).
doi:10.3390/ijms20215288 .

Ciura, Krzesimir, Fedorowicz, Joanna, Andrić, Filip, Greber, Katarzyna E., Gurgielewicz, Alina, Sawicki, Wiesław, Saczewski, Jaroslaw, "Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches" in International Journal of Molecular Sciences, 20, no. 21 (2019),
https://doi.org/10.3390/ijms20215288 . .

TY  - DATA
AU  - Ciura, Krzesimir
AU  - Fedorowicz, Joanna
AU  - Andrić, Filip
AU  - Greber, Katarzyna E.
AU  - Gurgielewicz, Alina
AU  - Sawicki, Wiesław
AU  - Saczewski, Jaroslaw
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3741
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3741
ER  - 

@misc{
author = "Ciura, Krzesimir and Fedorowicz, Joanna and Andrić, Filip and Greber, Katarzyna E. and Gurgielewicz, Alina and Sawicki, Wiesław and Saczewski, Jaroslaw",
year = "2019",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3741"
}

Ciura, K., Fedorowicz, J., Andrić, F., Greber, K. E., Gurgielewicz, A., Sawicki, W.,& Saczewski, J.. (2019). Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288. in International Journal of Molecular Sciences
MDPI..
https://hdl.handle.net/21.15107/rcub_cherry_3741

Ciura K, Fedorowicz J, Andrić F, Greber KE, Gurgielewicz A, Sawicki W, Saczewski J. Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288. in International Journal of Molecular Sciences. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3741 .

Ciura, Krzesimir, Fedorowicz, Joanna, Andrić, Filip, Greber, Katarzyna E., Gurgielewicz, Alina, Sawicki, Wiesław, Saczewski, Jaroslaw, "Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288" in International Journal of Molecular Sciences (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3741 .