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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...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2017
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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. |
format | Online Article Text |
id | pubmed-6009867 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
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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