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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...

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Autores principales: Gul, Halise Inci, Mete, Ebru, Taslimi, Parham, Gulcin, Ilhami, Supuran, Claudiu T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2016
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.
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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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