Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors

A small series of hydrazonobenzenesulfonamides was designed, synthesized and studied for their human carbonic anhydrase (hCA) inhibitory activity. The synthesized compounds were evaluated against hCA I, II, IX and XII isoforms using acetazolamide (AAZ) as the standard inhibitor. Various hydrazonosul...

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Autores principales: Moi, Davide, Vittorio, Serena, Angeli, Andrea, Balboni, Gianfranco, Supuran, Claudiu T., Onnis, Valentina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822402/
https://www.ncbi.nlm.nih.gov/pubmed/36615285
http://dx.doi.org/10.3390/molecules28010091
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author Moi, Davide
Vittorio, Serena
Angeli, Andrea
Balboni, Gianfranco
Supuran, Claudiu T.
Onnis, Valentina
author_facet Moi, Davide
Vittorio, Serena
Angeli, Andrea
Balboni, Gianfranco
Supuran, Claudiu T.
Onnis, Valentina
author_sort Moi, Davide
collection PubMed
description A small series of hydrazonobenzenesulfonamides was designed, synthesized and studied for their human carbonic anhydrase (hCA) inhibitory activity. The synthesized compounds were evaluated against hCA I, II, IX and XII isoforms using acetazolamide (AAZ) as the standard inhibitor. Various hydrazonosulfonamide derivatives showed inhibitory activity at low nanomolar levels with selectivity against the cytosolic hCA II isoform, as well as the transmembrane, tumor-associated enzymes hCA IX and XII. The most potent and selective hydrazones 8, 9, 10, 11, 19 and 24 were docked into isoforms I, II, IX and XII to better understand their activity and selectivity for the different CA isoforms.
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spelling pubmed-98224022023-01-07 Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors Moi, Davide Vittorio, Serena Angeli, Andrea Balboni, Gianfranco Supuran, Claudiu T. Onnis, Valentina Molecules Article A small series of hydrazonobenzenesulfonamides was designed, synthesized and studied for their human carbonic anhydrase (hCA) inhibitory activity. The synthesized compounds were evaluated against hCA I, II, IX and XII isoforms using acetazolamide (AAZ) as the standard inhibitor. Various hydrazonosulfonamide derivatives showed inhibitory activity at low nanomolar levels with selectivity against the cytosolic hCA II isoform, as well as the transmembrane, tumor-associated enzymes hCA IX and XII. The most potent and selective hydrazones 8, 9, 10, 11, 19 and 24 were docked into isoforms I, II, IX and XII to better understand their activity and selectivity for the different CA isoforms. MDPI 2022-12-22 /pmc/articles/PMC9822402/ /pubmed/36615285 http://dx.doi.org/10.3390/molecules28010091 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Moi, Davide
Vittorio, Serena
Angeli, Andrea
Balboni, Gianfranco
Supuran, Claudiu T.
Onnis, Valentina
Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors
title Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors
title_full Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors
title_fullStr Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors
title_full_unstemmed Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors
title_short Investigation on Hydrazonobenzenesulfonamides as Human Carbonic Anhydrase I, II, IX and XII Inhibitors
title_sort investigation on hydrazonobenzenesulfonamides as human carbonic anhydrase i, ii, ix and xii inhibitors
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822402/
https://www.ncbi.nlm.nih.gov/pubmed/36615285
http://dx.doi.org/10.3390/molecules28010091
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