A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors

A small series of 2,4-dioxothiazolidinyl acetic acids was prepared from thiourea, chloroacetic acid, aromatic aldehydes, and ethyl-2-bromoacetate. They were assayed for the inhibition of four physiologically relevant carbonic anhydrase (CA, EC 4.2.1.1) isoforms of human (h) origin, the cytosolic hCA...

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Autores principales: Alhameed, Rakia Abd, Berrino, Emanuela, Almarhoon, Zainab, El-Faham, Ayman, Supuran, Claudiu T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2020
Materias:
Short Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7006686/
https://www.ncbi.nlm.nih.gov/pubmed/31967484
http://dx.doi.org/10.1080/14756366.2020.1715388
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author Alhameed, Rakia Abd
Berrino, Emanuela
Almarhoon, Zainab
El-Faham, Ayman
Supuran, Claudiu T.
author_facet Alhameed, Rakia Abd
Berrino, Emanuela
Almarhoon, Zainab
El-Faham, Ayman
Supuran, Claudiu T.
author_sort Alhameed, Rakia Abd
collection PubMed
description A small series of 2,4-dioxothiazolidinyl acetic acids was prepared from thiourea, chloroacetic acid, aromatic aldehydes, and ethyl-2-bromoacetate. They were assayed for the inhibition of four physiologically relevant carbonic anhydrase (CA, EC 4.2.1.1) isoforms of human (h) origin, the cytosolic hCA I and II, and the transmembrane hCA IX and XII, involved among others in tumorigenesis (hCA IX and XII) and glaucoma (hCA II and XII). The two cytosolic isoforms were not inhibited by these carboxylates, which were also rather ineffective as hCA IX inhibitors. On the other hand, they showed submicromolar hCA XII inhibition, with K(I)s in the range of 0.30–0.93 µM, making them highly CA XII-selective inhibitors.
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spelling pubmed-70066862020-02-20 A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors Alhameed, Rakia Abd Berrino, Emanuela Almarhoon, Zainab El-Faham, Ayman Supuran, Claudiu T. J Enzyme Inhib Med Chem Short Communication A small series of 2,4-dioxothiazolidinyl acetic acids was prepared from thiourea, chloroacetic acid, aromatic aldehydes, and ethyl-2-bromoacetate. They were assayed for the inhibition of four physiologically relevant carbonic anhydrase (CA, EC 4.2.1.1) isoforms of human (h) origin, the cytosolic hCA I and II, and the transmembrane hCA IX and XII, involved among others in tumorigenesis (hCA IX and XII) and glaucoma (hCA II and XII). The two cytosolic isoforms were not inhibited by these carboxylates, which were also rather ineffective as hCA IX inhibitors. On the other hand, they showed submicromolar hCA XII inhibition, with K(I)s in the range of 0.30–0.93 µM, making them highly CA XII-selective inhibitors. Taylor & Francis 2020-01-22 /pmc/articles/PMC7006686/ /pubmed/31967484 http://dx.doi.org/10.1080/14756366.2020.1715388 Text en © 2020 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. https://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/ (https://creativecommons.org/licenses/by/4.0/) ), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Short Communication
Alhameed, Rakia Abd
Berrino, Emanuela
Almarhoon, Zainab
El-Faham, Ayman
Supuran, Claudiu T.
A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors
title A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors
title_full A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors
title_fullStr A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors
title_full_unstemmed A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors
title_short A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors
title_sort class of carbonic anhydrase ix/xii – selective carboxylate inhibitors
topic Short Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7006686/
https://www.ncbi.nlm.nih.gov/pubmed/31967484
http://dx.doi.org/10.1080/14756366.2020.1715388
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