Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives

In this study we synthesized and evaluated a new series of amino and nitro 3-arylcoumarins as hMAO-A and hMAO-B inhibitors. Compounds 2, 3, 5 and 6 presented a better activity and selectivity profile against the hMAO-B isoform (IC50 values between 2 and 6 nM) than selegiline. In general, the amino d...

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Detalhes bibliográficos
Autores: Matos, Maria João Correia Pinto Carvalho de, Rodríguez Enríquez, Fernanda, Vilar, Santiago, Santana Penín, María Lourdes, Uriarte Villares, Eugenio, Hripcsak, George, Estrada, Martín, Rodríguez Franco, María Isabel, Viña Castelao, María Dolores
Formato: artículo
Fecha de publicación:2015
País:España
Recursos:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/23489
Acesso em linha:http://hdl.handle.net/10347/23489
Access Level:acceso abierto
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spelling Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivativesMatos, Maria João Correia Pinto Carvalho deRodríguez Enríquez, FernandaVilar, SantiagoSantana Penín, María LourdesUriarte Villares, EugenioHripcsak, GeorgeEstrada, MartínRodríguez Franco, María IsabelViña Castelao, María DoloresIn this study we synthesized and evaluated a new series of amino and nitro 3-arylcoumarins as hMAO-A and hMAO-B inhibitors. Compounds 2, 3, 5 and 6 presented a better activity and selectivity profile against the hMAO-B isoform (IC50 values between 2 and 6 nM) than selegiline. In general, the amino derivatives (4–6) proved to be more selective against MAO-B than the nitro derivatives (1–3). Additionally, a theoretical study of some physicochemical properties, PAMPA and reversibility assays for the most potent derivative, and molecular docking simulations were carried out to further explain the pharmacological results, and to identify the hypothetical binding mode for the compounds inside the hMAO-BElsevierUniversidade de Santiago de Compostela. Centro de Investigación en Medicina Molecular e Enfermidades CrónicasUniversidade de Santiago de Compostela. Departamento de FarmacoloxíaUniversidade de Santiago de Compostela. Departamento de Química Orgánica20152015-01-0120152015-01-01journal articlehttp://purl.org/coar/resource_type/c_6501AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10347/23489reponame:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostelainstname:Universidad de Santiago de Compostela (USC)InglésengFCT SFRH SFRH%2FBPD%2F95345%2F2013open accesshttp://purl.org/coar/access_right/c_abf2© 2014 Elsevier Ltd. This manuscript version is made available under the CC-BY-NC-ND 4.0 license (http://creativecommons.org/licenses/by-nc-nd/4.0/)http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:minerva.usc.gal:10347/234892026-06-15T12:47:27Z
dc.title.none.fl_str_mv Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
title Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
spellingShingle Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
Matos, Maria João Correia Pinto Carvalho de
title_short Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
title_full Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
title_fullStr Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
title_full_unstemmed Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
title_sort Potent and selective MAO-B inhibitory activity: Amino- versus nitro-3-arylcoumarin derivatives
dc.creator.none.fl_str_mv Matos, Maria João Correia Pinto Carvalho de
Rodríguez Enríquez, Fernanda
Vilar, Santiago
Santana Penín, María Lourdes
Uriarte Villares, Eugenio
Hripcsak, George
Estrada, Martín
Rodríguez Franco, María Isabel
Viña Castelao, María Dolores
author Matos, Maria João Correia Pinto Carvalho de
author_facet Matos, Maria João Correia Pinto Carvalho de
Rodríguez Enríquez, Fernanda
Vilar, Santiago
Santana Penín, María Lourdes
Uriarte Villares, Eugenio
Hripcsak, George
Estrada, Martín
Rodríguez Franco, María Isabel
Viña Castelao, María Dolores
author_role author
author2 Rodríguez Enríquez, Fernanda
Vilar, Santiago
Santana Penín, María Lourdes
Uriarte Villares, Eugenio
Hripcsak, George
Estrada, Martín
Rodríguez Franco, María Isabel
Viña Castelao, María Dolores
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade de Santiago de Compostela. Centro de Investigación en Medicina Molecular e Enfermidades Crónicas
Universidade de Santiago de Compostela. Departamento de Farmacoloxía
Universidade de Santiago de Compostela. Departamento de Química Orgánica
description In this study we synthesized and evaluated a new series of amino and nitro 3-arylcoumarins as hMAO-A and hMAO-B inhibitors. Compounds 2, 3, 5 and 6 presented a better activity and selectivity profile against the hMAO-B isoform (IC50 values between 2 and 6 nM) than selegiline. In general, the amino derivatives (4–6) proved to be more selective against MAO-B than the nitro derivatives (1–3). Additionally, a theoretical study of some physicochemical properties, PAMPA and reversibility assays for the most potent derivative, and molecular docking simulations were carried out to further explain the pharmacological results, and to identify the hypothetical binding mode for the compounds inside the hMAO-B
publishDate 2015
dc.date.none.fl_str_mv 2015
2015-01-01
2015
2015-01-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10347/23489
url http://hdl.handle.net/10347/23489
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv FCT SFRH SFRH%2FBPD%2F95345%2F2013
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
http://creativecommons.org/licenses/by-nc-nd/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
instname:Universidad de Santiago de Compostela (USC)
instname_str Universidad de Santiago de Compostela (USC)
reponame_str Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
collection Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
repository.name.fl_str_mv
repository.mail.fl_str_mv
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