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Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles
Lipophilicity, as one of the most important physicochemical parameters of bioactive molecules, was investigated for twenty-two thiazolyl-carbonyl-thiosemicarbazides and thiazolyl-azoles. The determination was carried out by reversed-phase thin-layer chromatography, using a binary isopropanol-water m...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332165/ https://www.ncbi.nlm.nih.gov/pubmed/26690402 http://dx.doi.org/10.3390/molecules201219841 |
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author | Tamaian, Radu Moţ, Augustin Silaghi-Dumitrescu, Radu Ionuţ, Ioana Stana, Anca Oniga, Ovidiu Nastasă, Cristina Benedec, Daniela Tiperciuc, Brînduşa |
author_facet | Tamaian, Radu Moţ, Augustin Silaghi-Dumitrescu, Radu Ionuţ, Ioana Stana, Anca Oniga, Ovidiu Nastasă, Cristina Benedec, Daniela Tiperciuc, Brînduşa |
author_sort | Tamaian, Radu |
collection | PubMed |
description | Lipophilicity, as one of the most important physicochemical parameters of bioactive molecules, was investigated for twenty-two thiazolyl-carbonyl-thiosemicarbazides and thiazolyl-azoles. The determination was carried out by reversed-phase thin-layer chromatography, using a binary isopropanol-water mobile phase. Chromatographically obtained lipophilicity parameters were correlated with calculated log P and log D and with some biological parameters, determined in order to evaluate the anti-inflammatory and antioxidant potential of the investigated compounds, by using principal component analysis (PCA). The PCA grouped the compounds based on the nature of their substituents (X, R and Y), indicating that their nature, electronic effects and molar volumes influence the lipophilicity parameters and their anti-inflammatory and antioxidant effects. Also, the results of the PCA analysis applied on all the experimental and computed parameters show that the best anti-inflammatory and antioxidant compounds were correlated with medium values of the lipophilicity parameters. On the other hand, the knowledge of the grouping patterns of the tested variables allows the reduction of the number of parameters, determined in order to establish the biological activity. |
format | Online Article Text |
id | pubmed-6332165 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-63321652019-01-24 Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles Tamaian, Radu Moţ, Augustin Silaghi-Dumitrescu, Radu Ionuţ, Ioana Stana, Anca Oniga, Ovidiu Nastasă, Cristina Benedec, Daniela Tiperciuc, Brînduşa Molecules Article Lipophilicity, as one of the most important physicochemical parameters of bioactive molecules, was investigated for twenty-two thiazolyl-carbonyl-thiosemicarbazides and thiazolyl-azoles. The determination was carried out by reversed-phase thin-layer chromatography, using a binary isopropanol-water mobile phase. Chromatographically obtained lipophilicity parameters were correlated with calculated log P and log D and with some biological parameters, determined in order to evaluate the anti-inflammatory and antioxidant potential of the investigated compounds, by using principal component analysis (PCA). The PCA grouped the compounds based on the nature of their substituents (X, R and Y), indicating that their nature, electronic effects and molar volumes influence the lipophilicity parameters and their anti-inflammatory and antioxidant effects. Also, the results of the PCA analysis applied on all the experimental and computed parameters show that the best anti-inflammatory and antioxidant compounds were correlated with medium values of the lipophilicity parameters. On the other hand, the knowledge of the grouping patterns of the tested variables allows the reduction of the number of parameters, determined in order to establish the biological activity. MDPI 2015-12-11 /pmc/articles/PMC6332165/ /pubmed/26690402 http://dx.doi.org/10.3390/molecules201219841 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Tamaian, Radu Moţ, Augustin Silaghi-Dumitrescu, Radu Ionuţ, Ioana Stana, Anca Oniga, Ovidiu Nastasă, Cristina Benedec, Daniela Tiperciuc, Brînduşa Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles |
title | Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles |
title_full | Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles |
title_fullStr | Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles |
title_full_unstemmed | Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles |
title_short | Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles |
title_sort | study of the relationships between the structure, lipophilicity and biological activity of some thiazolyl-carbonyl-thiosemicarbazides and thiazolyl-azoles |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332165/ https://www.ncbi.nlm.nih.gov/pubmed/26690402 http://dx.doi.org/10.3390/molecules201219841 |
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