3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII

The synthesis of 3H-1,2-benzoxaphosphepine 2-oxides and evaluation of their inhibitory activity against human carbonic anhydrase (hCA) isoforms I, II, IX, and XII are described. The target compounds were obtained via a concise synthesis from commercial salicylaldehydes and displayed low to sub-micro...

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Detalles Bibliográficos
Autores principales: Pustenko, Aleksandrs, Balašova, Anastasija, Nocentini, Alessio, Supuran, Claudiu T., Žalubovskis, Raivis
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2022
Materias:
Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9668280/
https://www.ncbi.nlm.nih.gov/pubmed/36377338
http://dx.doi.org/10.1080/14756366.2022.2143496
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author Pustenko, Aleksandrs
Balašova, Anastasija
Nocentini, Alessio
Supuran, Claudiu T.
Žalubovskis, Raivis
author_facet Pustenko, Aleksandrs
Balašova, Anastasija
Nocentini, Alessio
Supuran, Claudiu T.
Žalubovskis, Raivis
author_sort Pustenko, Aleksandrs
collection PubMed
description The synthesis of 3H-1,2-benzoxaphosphepine 2-oxides and evaluation of their inhibitory activity against human carbonic anhydrase (hCA) isoforms I, II, IX, and XII are described. The target compounds were obtained via a concise synthesis from commercial salicylaldehydes and displayed low to sub-micromolar inhibition levels against the tumour-associated isoforms hCA IX and XII. All obtained benzoxaphosphepine 2-oxides possess remarkable selectivity for inhibition of hCA IX/XII over the off-target cytosolic hCA isoforms I and II, whose inhibition may lead to side effects.
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spelling pubmed-96682802022-11-17 3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII Pustenko, Aleksandrs Balašova, Anastasija Nocentini, Alessio Supuran, Claudiu T. Žalubovskis, Raivis J Enzyme Inhib Med Chem Research Paper The synthesis of 3H-1,2-benzoxaphosphepine 2-oxides and evaluation of their inhibitory activity against human carbonic anhydrase (hCA) isoforms I, II, IX, and XII are described. The target compounds were obtained via a concise synthesis from commercial salicylaldehydes and displayed low to sub-micromolar inhibition levels against the tumour-associated isoforms hCA IX and XII. All obtained benzoxaphosphepine 2-oxides possess remarkable selectivity for inhibition of hCA IX/XII over the off-target cytosolic hCA isoforms I and II, whose inhibition may lead to side effects. Taylor & Francis 2022-11-14 /pmc/articles/PMC9668280/ /pubmed/36377338 http://dx.doi.org/10.1080/14756366.2022.2143496 Text en © 2022 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 Research Paper
Pustenko, Aleksandrs
Balašova, Anastasija
Nocentini, Alessio
Supuran, Claudiu T.
Žalubovskis, Raivis
3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII
title 3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII
title_full 3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII
title_fullStr 3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII
title_full_unstemmed 3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII
title_short 3H-1,2-Benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase IX and XII
title_sort 3h-1,2-benzoxaphosphepine 2-oxides as selective inhibitors of carbonic anhydrase ix and xii
topic Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9668280/
https://www.ncbi.nlm.nih.gov/pubmed/36377338
http://dx.doi.org/10.1080/14756366.2022.2143496
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