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Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines
4-(3-(4-Substituted-phenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl) benzenesulfonamides (9–16) were successfully synthesized and their chemical structures were confirmed by (1)H NMR, (13)C NMR, and HRMS spectra. Carbonic anhydrase I and II inhibitory effects of the compounds were investigated. K(i) va...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6010057/ https://www.ncbi.nlm.nih.gov/pubmed/27774818 http://dx.doi.org/10.1080/14756366.2016.1244533 |
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author | Gul, Halise Inci Mete, Ebru Taslimi, Parham Gulcin, Ilhami Supuran, Claudiu T. |
author_facet | Gul, Halise Inci Mete, Ebru Taslimi, Parham Gulcin, Ilhami Supuran, Claudiu T. |
author_sort | Gul, Halise Inci |
collection | PubMed |
description | 4-(3-(4-Substituted-phenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl) benzenesulfonamides (9–16) were successfully synthesized and their chemical structures were confirmed by (1)H NMR, (13)C NMR, and HRMS spectra. Carbonic anhydrase I and II inhibitory effects of the compounds were investigated. K(i) values of the compounds were in the range of 316.7 ± 9.6–533.1 ± 187.8 nM towards hCA I and 412.5 ± 115.4–624.6 ± 168.2 nM towards hCA II isoenzymes. While K(i) values of the reference compound Acetazolamide were 278.8 ± 44.3 nM and 293.4 ± 46.4 nM towards hCA I and hCA II izoenzymes, respectively. Compound 14 with bromine and compound 13 with fluorine substituents can be considered as the leader compounds of the series because of the lowest K(i) values in series to make further detailed carbonic anhydrase inhibiton studies. |
format | Online Article Text |
id | pubmed-6010057 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
spelling | pubmed-60100572018-07-11 Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines Gul, Halise Inci Mete, Ebru Taslimi, Parham Gulcin, Ilhami Supuran, Claudiu T. J Enzyme Inhib Med Chem Original Article 4-(3-(4-Substituted-phenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl) benzenesulfonamides (9–16) were successfully synthesized and their chemical structures were confirmed by (1)H NMR, (13)C NMR, and HRMS spectra. Carbonic anhydrase I and II inhibitory effects of the compounds were investigated. K(i) values of the compounds were in the range of 316.7 ± 9.6–533.1 ± 187.8 nM towards hCA I and 412.5 ± 115.4–624.6 ± 168.2 nM towards hCA II isoenzymes. While K(i) values of the reference compound Acetazolamide were 278.8 ± 44.3 nM and 293.4 ± 46.4 nM towards hCA I and hCA II izoenzymes, respectively. Compound 14 with bromine and compound 13 with fluorine substituents can be considered as the leader compounds of the series because of the lowest K(i) values in series to make further detailed carbonic anhydrase inhibiton studies. Taylor & Francis 2016-10-24 /pmc/articles/PMC6010057/ /pubmed/27774818 http://dx.doi.org/10.1080/14756366.2016.1244533 Text en © 2016 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 | Original Article Gul, Halise Inci Mete, Ebru Taslimi, Parham Gulcin, Ilhami Supuran, Claudiu T. Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines |
title | Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines |
title_full | Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines |
title_fullStr | Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines |
title_full_unstemmed | Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines |
title_short | Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines |
title_sort | synthesis, carbonic anhydrase i and ii inhibition studies of the 1,3,5-trisubstituted-pyrazolines |
topic | Original Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6010057/ https://www.ncbi.nlm.nih.gov/pubmed/27774818 http://dx.doi.org/10.1080/14756366.2016.1244533 |
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