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New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases

A series of organometallic acylhydrazones was prepared, incorporating Re(CO)(3), Mn(CO)(3) and ferrocenyl moieties, which were subsequently reacted with amino-sulfonamides in order to obtain carbonic anhydrase (CA, EC 4.2.1.1) inhibitors possessing organometallic moieties in their molecules. The new...

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Autores principales: Huentupil, Yosselin, Peña, Luis, Novoa, Néstor, Berrino, Emanuela, Arancibia, Rodrigo, Supuran, Claudiu T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6327986/
https://www.ncbi.nlm.nih.gov/pubmed/30734605
http://dx.doi.org/10.1080/14756366.2018.1555156
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author Huentupil, Yosselin
Peña, Luis
Novoa, Néstor
Berrino, Emanuela
Arancibia, Rodrigo
Supuran, Claudiu T.
author_facet Huentupil, Yosselin
Peña, Luis
Novoa, Néstor
Berrino, Emanuela
Arancibia, Rodrigo
Supuran, Claudiu T.
author_sort Huentupil, Yosselin
collection PubMed
description A series of organometallic acylhydrazones was prepared, incorporating Re(CO)(3), Mn(CO)(3) and ferrocenyl moieties, which were subsequently reacted with amino-sulfonamides in order to obtain carbonic anhydrase (CA, EC 4.2.1.1) inhibitors possessing organometallic moieties in their molecules. The new derivatives were investigated as inhibitors of four human (h) CA isoforms with pharmaceutical applications, such as the cytosolic hCA I, II and VII and the mitochondrial hCA VA. An interesting inhibitory profile against these isoforms was obtained, with some of these metal complexes acting as subnanomolar or low nanomolar inhibitors. They were also thoroughly characterised from the chemical point of view, making them of interest for further developments in the field of metal complexes of sulfonamides with CA inhibitory action.
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spelling pubmed-63279862019-01-16 New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases Huentupil, Yosselin Peña, Luis Novoa, Néstor Berrino, Emanuela Arancibia, Rodrigo Supuran, Claudiu T. J Enzyme Inhib Med Chem Research Paper A series of organometallic acylhydrazones was prepared, incorporating Re(CO)(3), Mn(CO)(3) and ferrocenyl moieties, which were subsequently reacted with amino-sulfonamides in order to obtain carbonic anhydrase (CA, EC 4.2.1.1) inhibitors possessing organometallic moieties in their molecules. The new derivatives were investigated as inhibitors of four human (h) CA isoforms with pharmaceutical applications, such as the cytosolic hCA I, II and VII and the mitochondrial hCA VA. An interesting inhibitory profile against these isoforms was obtained, with some of these metal complexes acting as subnanomolar or low nanomolar inhibitors. They were also thoroughly characterised from the chemical point of view, making them of interest for further developments in the field of metal complexes of sulfonamides with CA inhibitory action. Taylor & Francis 2019-01-07 /pmc/articles/PMC6327986/ /pubmed/30734605 http://dx.doi.org/10.1080/14756366.2018.1555156 Text en © 2019 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. http://creativecommons.org/licenses/by-nc/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial License (http://creativecommons.org/licenses/by-nc/4.0/), which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Paper
Huentupil, Yosselin
Peña, Luis
Novoa, Néstor
Berrino, Emanuela
Arancibia, Rodrigo
Supuran, Claudiu T.
New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases
title New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases
title_full New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases
title_fullStr New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases
title_full_unstemmed New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases
title_short New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases
title_sort new sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases
topic Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6327986/
https://www.ncbi.nlm.nih.gov/pubmed/30734605
http://dx.doi.org/10.1080/14756366.2018.1555156
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