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Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches
Sulfonamides are a classic group of chemotherapeutic drugs with a broad spectrum of pharmacological action, including anticancer activity. In this work, reversed-phase high-performance liquid chromatography and biomimetic chromatography were applied to characterize the lipophilicity of sulfonamide d...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9268166/ https://www.ncbi.nlm.nih.gov/pubmed/35807212 http://dx.doi.org/10.3390/molecules27133965 |
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author | Pastewska, Monika Żołnowska, Beata Kovačević, Strahinja Kapica, Hanna Gromelski, Maciej Stoliński, Filip Sławiński, Jarosław Sawicki, Wiesław Ciura, Krzesimir |
author_facet | Pastewska, Monika Żołnowska, Beata Kovačević, Strahinja Kapica, Hanna Gromelski, Maciej Stoliński, Filip Sławiński, Jarosław Sawicki, Wiesław Ciura, Krzesimir |
author_sort | Pastewska, Monika |
collection | PubMed |
description | Sulfonamides are a classic group of chemotherapeutic drugs with a broad spectrum of pharmacological action, including anticancer activity. In this work, reversed-phase high-performance liquid chromatography and biomimetic chromatography were applied to characterize the lipophilicity of sulfonamide derivatives with proven anticancer activities against human colon cancer. Chromatographically determined lipophilicity parameters were compared with obtained logP, employing various computational approaches. Similarities and dissimilarities between experimental and computational logP were studied using principal component analysis, cluster analysis, and the sum of ranking differences. Furthermore, quantitative structure–retention relationship modeling was applied to understand the influences of sulfonamide’s molecular properties on lipophilicity and affinity to phospholipids. |
format | Online Article Text |
id | pubmed-9268166 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-92681662022-07-09 Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches Pastewska, Monika Żołnowska, Beata Kovačević, Strahinja Kapica, Hanna Gromelski, Maciej Stoliński, Filip Sławiński, Jarosław Sawicki, Wiesław Ciura, Krzesimir Molecules Article Sulfonamides are a classic group of chemotherapeutic drugs with a broad spectrum of pharmacological action, including anticancer activity. In this work, reversed-phase high-performance liquid chromatography and biomimetic chromatography were applied to characterize the lipophilicity of sulfonamide derivatives with proven anticancer activities against human colon cancer. Chromatographically determined lipophilicity parameters were compared with obtained logP, employing various computational approaches. Similarities and dissimilarities between experimental and computational logP were studied using principal component analysis, cluster analysis, and the sum of ranking differences. Furthermore, quantitative structure–retention relationship modeling was applied to understand the influences of sulfonamide’s molecular properties on lipophilicity and affinity to phospholipids. MDPI 2022-06-21 /pmc/articles/PMC9268166/ /pubmed/35807212 http://dx.doi.org/10.3390/molecules27133965 Text en © 2022 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 (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Pastewska, Monika Żołnowska, Beata Kovačević, Strahinja Kapica, Hanna Gromelski, Maciej Stoliński, Filip Sławiński, Jarosław Sawicki, Wiesław Ciura, Krzesimir Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches |
title | Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches |
title_full | Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches |
title_fullStr | Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches |
title_full_unstemmed | Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches |
title_short | Modeling of Anticancer Sulfonamide Derivatives Lipophilicity by Chemometric and Quantitative Structure-Retention Relationships Approaches |
title_sort | modeling of anticancer sulfonamide derivatives lipophilicity by chemometric and quantitative structure-retention relationships approaches |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9268166/ https://www.ncbi.nlm.nih.gov/pubmed/35807212 http://dx.doi.org/10.3390/molecules27133965 |
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