Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties

New derivatives were synthesised by reaction of amino-containing aromatic sulphonamides with mono-, bi-, and tricyclic anhydrides. These sulphonamides were investigated as human carbonic anhydrases (hCAs, EC 4.2.1.1) I, II, IX, and XII inhibitors. hCA I was inhibited with inhibition constants (Kis)...

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Autores principales: Sethi, Kalyan K., Mishra, KM Abha, Verma, Saurabh M., Vullo, Daniela, Carta, Fabrizio, Supuran, Claudiu T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8308639/
https://www.ncbi.nlm.nih.gov/pubmed/34358123
http://dx.doi.org/10.3390/ph14070693
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author Sethi, Kalyan K.
Mishra, KM Abha
Verma, Saurabh M.
Vullo, Daniela
Carta, Fabrizio
Supuran, Claudiu T.
author_facet Sethi, Kalyan K.
Mishra, KM Abha
Verma, Saurabh M.
Vullo, Daniela
Carta, Fabrizio
Supuran, Claudiu T.
author_sort Sethi, Kalyan K.
collection PubMed
description New derivatives were synthesised by reaction of amino-containing aromatic sulphonamides with mono-, bi-, and tricyclic anhydrides. These sulphonamides were investigated as human carbonic anhydrases (hCAs, EC 4.2.1.1) I, II, IX, and XII inhibitors. hCA I was inhibited with inhibition constants (Kis) ranging from 49 to >10,000 nM. The physiologically dominant hCA II was significantly inhibited by most of the sulphonamide with the Kis ranging between 2.4 and 4515 nM. hCA IX and hCA XII were inhibited by these sulphonamides in the range of 9.7 to 7766 nM and 14 to 316 nM, respectively. The structure–activity relationships (SAR) are rationalised with the help of molecular docking studies.
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spelling pubmed-83086392021-07-25 Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties Sethi, Kalyan K. Mishra, KM Abha Verma, Saurabh M. Vullo, Daniela Carta, Fabrizio Supuran, Claudiu T. Pharmaceuticals (Basel) Article New derivatives were synthesised by reaction of amino-containing aromatic sulphonamides with mono-, bi-, and tricyclic anhydrides. These sulphonamides were investigated as human carbonic anhydrases (hCAs, EC 4.2.1.1) I, II, IX, and XII inhibitors. hCA I was inhibited with inhibition constants (Kis) ranging from 49 to >10,000 nM. The physiologically dominant hCA II was significantly inhibited by most of the sulphonamide with the Kis ranging between 2.4 and 4515 nM. hCA IX and hCA XII were inhibited by these sulphonamides in the range of 9.7 to 7766 nM and 14 to 316 nM, respectively. The structure–activity relationships (SAR) are rationalised with the help of molecular docking studies. MDPI 2021-07-19 /pmc/articles/PMC8308639/ /pubmed/34358123 http://dx.doi.org/10.3390/ph14070693 Text en © 2021 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
Sethi, Kalyan K.
Mishra, KM Abha
Verma, Saurabh M.
Vullo, Daniela
Carta, Fabrizio
Supuran, Claudiu T.
Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties
title Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties
title_full Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties
title_fullStr Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties
title_full_unstemmed Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties
title_short Synthesis and Human Carbonic Anhydrase I, II, IX, and XII Inhibition Studies of Sulphonamides Incorporating Mono-, Bi- and Tricyclic Imide Moieties
title_sort synthesis and human carbonic anhydrase i, ii, ix, and xii inhibition studies of sulphonamides incorporating mono-, bi- and tricyclic imide moieties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8308639/
https://www.ncbi.nlm.nih.gov/pubmed/34358123
http://dx.doi.org/10.3390/ph14070693
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