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Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives

A small library of coumarin and their psoralen analogues EMAC10157a-b-d-g and EMAC10160a-b-d-g has been designed and synthesised to investigate the effect of structural modifications on their inhibition ability and selectivity profile towards carbonic anhydrase isoforms I, II, IX, and XII. None of t...

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Autores principales: Meleddu, Rita, Deplano, Serenella, Maccioni, Elias, Ortuso, Francesco, Cottiglia, Filippo, Secci, Daniela, Onali, Alessia, Sanna, Erica, Angeli, Andrea, Angius, Rossella, Alcaro, Stefano, Supuran, Claudiu T., Distinto, Simona
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7899656/
https://www.ncbi.nlm.nih.gov/pubmed/33602041
http://dx.doi.org/10.1080/14756366.2021.1887171
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author Meleddu, Rita
Deplano, Serenella
Maccioni, Elias
Ortuso, Francesco
Cottiglia, Filippo
Secci, Daniela
Onali, Alessia
Sanna, Erica
Angeli, Andrea
Angius, Rossella
Alcaro, Stefano
Supuran, Claudiu T.
Distinto, Simona
author_facet Meleddu, Rita
Deplano, Serenella
Maccioni, Elias
Ortuso, Francesco
Cottiglia, Filippo
Secci, Daniela
Onali, Alessia
Sanna, Erica
Angeli, Andrea
Angius, Rossella
Alcaro, Stefano
Supuran, Claudiu T.
Distinto, Simona
author_sort Meleddu, Rita
collection PubMed
description A small library of coumarin and their psoralen analogues EMAC10157a-b-d-g and EMAC10160a-b-d-g has been designed and synthesised to investigate the effect of structural modifications on their inhibition ability and selectivity profile towards carbonic anhydrase isoforms I, II, IX, and XII. None of the new compounds exhibited activity towards hCA I and II isozymes. Conversely, both coumarin and psoralen derivatives were active against tumour associated isoforms IX and XII in the low micromolar or nanomolar range of concentration. These data further corroborate our previous findings on analogous derivatives, confirming that both coumarins and psoralens are interesting scaffolds for the design of isozyme selective hCA inhibitors.
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spelling pubmed-78996562021-03-02 Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives Meleddu, Rita Deplano, Serenella Maccioni, Elias Ortuso, Francesco Cottiglia, Filippo Secci, Daniela Onali, Alessia Sanna, Erica Angeli, Andrea Angius, Rossella Alcaro, Stefano Supuran, Claudiu T. Distinto, Simona J Enzyme Inhib Med Chem Brief Report A small library of coumarin and their psoralen analogues EMAC10157a-b-d-g and EMAC10160a-b-d-g has been designed and synthesised to investigate the effect of structural modifications on their inhibition ability and selectivity profile towards carbonic anhydrase isoforms I, II, IX, and XII. None of the new compounds exhibited activity towards hCA I and II isozymes. Conversely, both coumarin and psoralen derivatives were active against tumour associated isoforms IX and XII in the low micromolar or nanomolar range of concentration. These data further corroborate our previous findings on analogous derivatives, confirming that both coumarins and psoralens are interesting scaffolds for the design of isozyme selective hCA inhibitors. Taylor & Francis 2021-02-18 /pmc/articles/PMC7899656/ /pubmed/33602041 http://dx.doi.org/10.1080/14756366.2021.1887171 Text en © 2021 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 Brief Report
Meleddu, Rita
Deplano, Serenella
Maccioni, Elias
Ortuso, Francesco
Cottiglia, Filippo
Secci, Daniela
Onali, Alessia
Sanna, Erica
Angeli, Andrea
Angius, Rossella
Alcaro, Stefano
Supuran, Claudiu T.
Distinto, Simona
Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives
title Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives
title_full Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives
title_fullStr Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives
title_full_unstemmed Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives
title_short Selective inhibition of carbonic anhydrase IX and XII by coumarin and psoralen derivatives
title_sort selective inhibition of carbonic anhydrase ix and xii by coumarin and psoralen derivatives
topic Brief Report
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7899656/
https://www.ncbi.nlm.nih.gov/pubmed/33602041
http://dx.doi.org/10.1080/14756366.2021.1887171
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