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Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases

Lipophilicity study of selected NSAIDs, the group of the bioactive compounds usually used in humans and animals medicine, with the use of experimental and calculation methods was evaluated. LogP values are proposed and compared as descriptors of the lipophilicity of eleven compounds (from oxicams an...

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Autores principales: Starek, Małgorzata, Plenis, Alina, Zagrobelna, Marta, Dąbrowska, Monika
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8064060/
https://www.ncbi.nlm.nih.gov/pubmed/33805056
http://dx.doi.org/10.3390/pharmaceutics13040440
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author Starek, Małgorzata
Plenis, Alina
Zagrobelna, Marta
Dąbrowska, Monika
author_facet Starek, Małgorzata
Plenis, Alina
Zagrobelna, Marta
Dąbrowska, Monika
author_sort Starek, Małgorzata
collection PubMed
description Lipophilicity study of selected NSAIDs, the group of the bioactive compounds usually used in humans and animals medicine, with the use of experimental and calculation methods was evaluated. LogP values are proposed and compared as descriptors of the lipophilicity of eleven compounds (from oxicams and coxibs). Obtained data were designated by thin-layer chromatography (TLC) in various chromatographic conditions, with stationary phases with different properties. The mobile phase systems were prepared by mixing the respective amounts of water and organic modifier, methanol and acetone, in the range of 30 to 80% (v/v) in 5% increments. Retention parameters (R(F), R(M) and R(M0)) were calculated and statistically evaluated to establish correlations. All experimentally determined R(M0) values were compared with partition coefficients obtained by computational methods using linear regression analysis. Moreover, in order to extract information about the lipophilicity of compounds from large retention datasets, two chemometric approaches, namely principal component analysis (PCA) and cluster analysis (CA) were carried out. Established models of lipophilicity may have the potential to predict the biological activity of a number of drugs. The presented knowledge may also be of use during drug discovery processes, broadening the knowledge of potential ways to modify the physicochemical properties of chemical compounds.
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spelling pubmed-80640602021-04-24 Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases Starek, Małgorzata Plenis, Alina Zagrobelna, Marta Dąbrowska, Monika Pharmaceutics Article Lipophilicity study of selected NSAIDs, the group of the bioactive compounds usually used in humans and animals medicine, with the use of experimental and calculation methods was evaluated. LogP values are proposed and compared as descriptors of the lipophilicity of eleven compounds (from oxicams and coxibs). Obtained data were designated by thin-layer chromatography (TLC) in various chromatographic conditions, with stationary phases with different properties. The mobile phase systems were prepared by mixing the respective amounts of water and organic modifier, methanol and acetone, in the range of 30 to 80% (v/v) in 5% increments. Retention parameters (R(F), R(M) and R(M0)) were calculated and statistically evaluated to establish correlations. All experimentally determined R(M0) values were compared with partition coefficients obtained by computational methods using linear regression analysis. Moreover, in order to extract information about the lipophilicity of compounds from large retention datasets, two chemometric approaches, namely principal component analysis (PCA) and cluster analysis (CA) were carried out. Established models of lipophilicity may have the potential to predict the biological activity of a number of drugs. The presented knowledge may also be of use during drug discovery processes, broadening the knowledge of potential ways to modify the physicochemical properties of chemical compounds. MDPI 2021-03-24 /pmc/articles/PMC8064060/ /pubmed/33805056 http://dx.doi.org/10.3390/pharmaceutics13040440 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ).
spellingShingle Article
Starek, Małgorzata
Plenis, Alina
Zagrobelna, Marta
Dąbrowska, Monika
Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases
title Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases
title_full Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases
title_fullStr Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases
title_full_unstemmed Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases
title_short Assessment of Lipophilicity Descriptors of Selected NSAIDs Obtained at Different TLC Stationary Phases
title_sort assessment of lipophilicity descriptors of selected nsaids obtained at different tlc stationary phases
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8064060/
https://www.ncbi.nlm.nih.gov/pubmed/33805056
http://dx.doi.org/10.3390/pharmaceutics13040440
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