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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...

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Autores principales: Tamaian, Radu, Moţ, Augustin, Silaghi-Dumitrescu, Radu, Ionuţ, Ioana, Stana, Anca, Oniga, Ovidiu, Nastasă, Cristina, Benedec, Daniela, Tiperciuc, Brînduşa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
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.
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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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