Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?

New C-glycosides and α,β-unsaturated ketones incorporating the 4-hydroxy-3-methoxyphenyl (vanillin) moiety as inhibitors of carbonic anhydrase (CA, EC 4.2.1.1) isoforms have been investigated. The inhibition profile of these compounds is presented against four human CA (hCA) isozymes, comprising hCA...

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Autores principales:	Riafrecha, Leonardo Ezequiel, Le Pors, Macarena, Lavecchia, Martín José, Bua, Silvia, Supuran, Claudiu T., Colinas, Pedro Alfonso
Formato:	Articulo
Lenguaje:	Inglés
Publicado:	2021
Materias:	Química Vanillin Carbonic anhydrase Enzyme inhibitors Molecular docking Enones
Acceso en línea:	http://sedici.unlp.edu.ar/handle/10915/129972
Aporte de:	SEDICI (UNLP) de Universidad Nacional de La Plata

id	I19-R120-10915-129972
record_format	dspace
institution	Universidad Nacional de La Plata
institution_str	I-19
repository_str	R-120
collection	SEDICI (UNLP)
language	Inglés
topic	Química Vanillin Carbonic anhydrase Enzyme inhibitors Molecular docking Enones
spellingShingle	Química Vanillin Carbonic anhydrase Enzyme inhibitors Molecular docking Enones Riafrecha, Leonardo Ezequiel Le Pors, Macarena Lavecchia, Martín José Bua, Silvia Supuran, Claudiu T. Colinas, Pedro Alfonso Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?
topic_facet	Química Vanillin Carbonic anhydrase Enzyme inhibitors Molecular docking Enones
description	New C-glycosides and α,β-unsaturated ketones incorporating the 4-hydroxy-3-methoxyphenyl (vanillin) moiety as inhibitors of carbonic anhydrase (CA, EC 4.2.1.1) isoforms have been investigated. The inhibition profile of these compounds is presented against four human CA (hCA) isozymes, comprising hCAs I and II (cytosolic, ubiquitous enzymes) and hCAs IX and XII (tumour associated isozymes). Docking analysis of the inhibitors within the active sites of these enzymes has been performed and is discussed, showing that the observed selectivity could be explained in terms of an alternative pocket out of the CA active site where some of these compounds may bind. Several derivatives were identified as selective inhibitors of the tumour-associated hCA IX and XII. Their discovery might be a step in the strategy for finding an effective non-sulfonamide CA inhibitor useful in therapy/diagnosis of hypoxic tumours or other pathologies in which CA isoforms are involved.
format	Articulo Articulo
author	Riafrecha, Leonardo Ezequiel Le Pors, Macarena Lavecchia, Martín José Bua, Silvia Supuran, Claudiu T. Colinas, Pedro Alfonso
author_facet	Riafrecha, Leonardo Ezequiel Le Pors, Macarena Lavecchia, Martín José Bua, Silvia Supuran, Claudiu T. Colinas, Pedro Alfonso
author_sort	Riafrecha, Leonardo Ezequiel
title	Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?
title_short	Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?
title_full	Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?
title_fullStr	Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?
title_full_unstemmed	Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?
title_sort	vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms ix and xii: the out of the active site pocket for the design of selective inhibitors?
publishDate	2021
url	http://sedici.unlp.edu.ar/handle/10915/129972
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bdutipo_str	Repositorios
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Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?

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