Lipophilicity Studies on Thiosemicarbazide Derivatives

The lipophilicity of two series of thiosemicarbazide derivatives was assessed by the RP-HPLC method with the RP-18 chromatographic column and the methanol–water mixture as the mobile phase. Distribution coefficients logP(HPLC) were compared to calculated values generated by commonly used AClogP soft...

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Autores principales: Paneth, Agata, Hawrył, Anna, Plech, Tomasz, Hawrył, Mirosław, Świeboda, Ryszard, Janowska, Dominika, Wujec, Monika, Paneth, Piotr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152747/
https://www.ncbi.nlm.nih.gov/pubmed/28594381
http://dx.doi.org/10.3390/molecules22060952
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author Paneth, Agata
Hawrył, Anna
Plech, Tomasz
Hawrył, Mirosław
Świeboda, Ryszard
Janowska, Dominika
Wujec, Monika
Paneth, Piotr
author_facet Paneth, Agata
Hawrył, Anna
Plech, Tomasz
Hawrył, Mirosław
Świeboda, Ryszard
Janowska, Dominika
Wujec, Monika
Paneth, Piotr
author_sort Paneth, Agata
collection PubMed
description The lipophilicity of two series of thiosemicarbazide derivatives was assessed by the RP-HPLC method with the RP-18 chromatographic column and the methanol–water mixture as the mobile phase. Distribution coefficients logP(HPLC) were compared to calculated values generated by commonly used AClogP software and quantum chemical calculations. The reliability of the predictions was evaluated using the correlation matrix and PCA. For 4-benzoylthiosemicarbazides, a high correlation between theoretical and experimental logP parameters was obtained using the XlogP3 algorithm, while for 4-aryl/(cyclohexyl)thiosemicarbazides, the XlogP2 parameter was strongly correlated with the experimentally obtained logP.
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spelling pubmed-61527472018-11-13 Lipophilicity Studies on Thiosemicarbazide Derivatives Paneth, Agata Hawrył, Anna Plech, Tomasz Hawrył, Mirosław Świeboda, Ryszard Janowska, Dominika Wujec, Monika Paneth, Piotr Molecules Article The lipophilicity of two series of thiosemicarbazide derivatives was assessed by the RP-HPLC method with the RP-18 chromatographic column and the methanol–water mixture as the mobile phase. Distribution coefficients logP(HPLC) were compared to calculated values generated by commonly used AClogP software and quantum chemical calculations. The reliability of the predictions was evaluated using the correlation matrix and PCA. For 4-benzoylthiosemicarbazides, a high correlation between theoretical and experimental logP parameters was obtained using the XlogP3 algorithm, while for 4-aryl/(cyclohexyl)thiosemicarbazides, the XlogP2 parameter was strongly correlated with the experimentally obtained logP. MDPI 2017-06-08 /pmc/articles/PMC6152747/ /pubmed/28594381 http://dx.doi.org/10.3390/molecules22060952 Text en © 2017 by the authors. 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/).
spellingShingle Article
Paneth, Agata
Hawrył, Anna
Plech, Tomasz
Hawrył, Mirosław
Świeboda, Ryszard
Janowska, Dominika
Wujec, Monika
Paneth, Piotr
Lipophilicity Studies on Thiosemicarbazide Derivatives
title Lipophilicity Studies on Thiosemicarbazide Derivatives
title_full Lipophilicity Studies on Thiosemicarbazide Derivatives
title_fullStr Lipophilicity Studies on Thiosemicarbazide Derivatives
title_full_unstemmed Lipophilicity Studies on Thiosemicarbazide Derivatives
title_short Lipophilicity Studies on Thiosemicarbazide Derivatives
title_sort lipophilicity studies on thiosemicarbazide derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152747/
https://www.ncbi.nlm.nih.gov/pubmed/28594381
http://dx.doi.org/10.3390/molecules22060952
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