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Microwave-assisted synthesis and bioevaluation of new sulfonamides

In this study, 4-[5-(4-hydroxyphenyl)-3-aryl-4,5-dihydro-1H-pyrazol-1-yl]benzenesulfonamide derivatives (8-14) were synthesized for the first time by microwave irradiation and their chemical structures were confirmed by (1)H NMR, (13)C NMR and HRMS. Cytotoxic activities and inhibitory effects on car...

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Autores principales: Gul, Halise Inci, Yamali, Cem, Yesilyurt, Fatma, Sakagami, Hiroshi, Kucukoglu, Kaan, Gulcin, Ilhami, Gul, Mustafa, Supuran, Claudiu T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009867/
https://www.ncbi.nlm.nih.gov/pubmed/28260401
http://dx.doi.org/10.1080/14756366.2016.1254207
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author Gul, Halise Inci
Yamali, Cem
Yesilyurt, Fatma
Sakagami, Hiroshi
Kucukoglu, Kaan
Gulcin, Ilhami
Gul, Mustafa
Supuran, Claudiu T.
author_facet Gul, Halise Inci
Yamali, Cem
Yesilyurt, Fatma
Sakagami, Hiroshi
Kucukoglu, Kaan
Gulcin, Ilhami
Gul, Mustafa
Supuran, Claudiu T.
author_sort Gul, Halise Inci
collection PubMed
description In this study, 4-[5-(4-hydroxyphenyl)-3-aryl-4,5-dihydro-1H-pyrazol-1-yl]benzenesulfonamide derivatives (8-14) were synthesized for the first time by microwave irradiation and their chemical structures were confirmed by (1)H NMR, (13)C NMR and HRMS. Cytotoxic activities and inhibitory effects on carbonic anhydrase I and II isoenzymes of the compounds were investigated. The compounds 9 (PSE = 4.2), 12 (PSE = 4.1) and 13 (PSE = 3.9) with the highest potency selectivity expression (PSE) values in cytotoxicity experiments and the compounds 13 (Ki = 3.73 ± 0.91 nM toward hCA I) and 14 (Ki = 3.85 ± 0.57 nM toward hCA II) with the lowest Ki values in CA inhibition studies can be considered as leader compounds for further studies.
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spelling pubmed-60098672018-07-11 Microwave-assisted synthesis and bioevaluation of new sulfonamides Gul, Halise Inci Yamali, Cem Yesilyurt, Fatma Sakagami, Hiroshi Kucukoglu, Kaan Gulcin, Ilhami Gul, Mustafa Supuran, Claudiu T. J Enzyme Inhib Med Chem Research Article In this study, 4-[5-(4-hydroxyphenyl)-3-aryl-4,5-dihydro-1H-pyrazol-1-yl]benzenesulfonamide derivatives (8-14) were synthesized for the first time by microwave irradiation and their chemical structures were confirmed by (1)H NMR, (13)C NMR and HRMS. Cytotoxic activities and inhibitory effects on carbonic anhydrase I and II isoenzymes of the compounds were investigated. The compounds 9 (PSE = 4.2), 12 (PSE = 4.1) and 13 (PSE = 3.9) with the highest potency selectivity expression (PSE) values in cytotoxicity experiments and the compounds 13 (Ki = 3.73 ± 0.91 nM toward hCA I) and 14 (Ki = 3.85 ± 0.57 nM toward hCA II) with the lowest Ki values in CA inhibition studies can be considered as leader compounds for further studies. Taylor & Francis 2017-03-06 /pmc/articles/PMC6009867/ /pubmed/28260401 http://dx.doi.org/10.1080/14756366.2016.1254207 Text en © 2017 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group http://creativecommons.org/Licenses/by/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/Licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Gul, Halise Inci
Yamali, Cem
Yesilyurt, Fatma
Sakagami, Hiroshi
Kucukoglu, Kaan
Gulcin, Ilhami
Gul, Mustafa
Supuran, Claudiu T.
Microwave-assisted synthesis and bioevaluation of new sulfonamides
title Microwave-assisted synthesis and bioevaluation of new sulfonamides
title_full Microwave-assisted synthesis and bioevaluation of new sulfonamides
title_fullStr Microwave-assisted synthesis and bioevaluation of new sulfonamides
title_full_unstemmed Microwave-assisted synthesis and bioevaluation of new sulfonamides
title_short Microwave-assisted synthesis and bioevaluation of new sulfonamides
title_sort microwave-assisted synthesis and bioevaluation of new sulfonamides
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009867/
https://www.ncbi.nlm.nih.gov/pubmed/28260401
http://dx.doi.org/10.1080/14756366.2016.1254207
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