Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action

Autores
Villalba, Maria Luisa; Palestro, Pablo Hernán; Ceruso, Mariangela; Talevi, Alan; Gonzalez Funes, Jose L.; Bruno Blanch, Luis Enrique; Supuran, Claudiu T.; Gavernet, Luciana
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A set of N,N0 -disubstituted sulfamides and sodium cyclamate have been tested for their inhibitory action against six isoforms of carbonic anhydrase (CA, EC 4.2.1.1) found in the brain, that is, CA I, CA II, CA VII, CA IX, CA XII and CA XIV, some of which are involved in epileptogenesis. The biological data showed interesting results for CA VII inhibition, the isozyme thought to be a novel antiepileptic target. Strong CA VII inhibitors, with Ki values in the low nanomolar–subnanomolar range were identified. Some of these derivatives showed selectivity for inhibition of CA VII versus the ubiquitous isoform CA II, for which the Ki values were in the micromolar range. Molecular modeling approaches were employed to understand the binding interactions between these compounds and the two CA isoforms, since the mechanism of action of such disubstituted sulfamides was not yet investigated by means of X-ray crystallography
Fil: Villalba, Maria Luisa. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina
Fil: Palestro, Pablo Hernán. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Ceruso, Mariangela. Universita Degli Studi Di Firenze; Italia
Fil: Talevi, Alan. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Gonzalez Funes, Jose L.. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina
Fil: Bruno Blanch, Luis Enrique. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Supuran, Claudiu T.. Universita Degli Studi Di Firenze; Italia
Fil: Gavernet, Luciana. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
Carbonic Anhydrase
Sulfamides
Docking
Epilepsy
Sodium Cyclamate
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/24743

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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Sulfamide derivatives with selective carbonic anhydrase VII inhibitory actionVillalba, Maria LuisaPalestro, Pablo HernánCeruso, MariangelaTalevi, AlanGonzalez Funes, Jose L.Bruno Blanch, Luis EnriqueSupuran, Claudiu T.Gavernet, LucianaCarbonic AnhydraseSulfamidesDockingEpilepsySodium Cyclamatehttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1A set of N,N0 -disubstituted sulfamides and sodium cyclamate have been tested for their inhibitory action against six isoforms of carbonic anhydrase (CA, EC 4.2.1.1) found in the brain, that is, CA I, CA II, CA VII, CA IX, CA XII and CA XIV, some of which are involved in epileptogenesis. The biological data showed interesting results for CA VII inhibition, the isozyme thought to be a novel antiepileptic target. Strong CA VII inhibitors, with Ki values in the low nanomolar–subnanomolar range were identified. Some of these derivatives showed selectivity for inhibition of CA VII versus the ubiquitous isoform CA II, for which the Ki values were in the micromolar range. Molecular modeling approaches were employed to understand the binding interactions between these compounds and the two CA isoforms, since the mechanism of action of such disubstituted sulfamides was not yet investigated by means of X-ray crystallographyFil: Villalba, Maria Luisa. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; ArgentinaFil: Palestro, Pablo Hernán. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Ceruso, Mariangela. Universita Degli Studi Di Firenze; ItaliaFil: Talevi, Alan. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Gonzalez Funes, Jose L.. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; ArgentinaFil: Bruno Blanch, Luis Enrique. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Supuran, Claudiu T.. Universita Degli Studi Di Firenze; ItaliaFil: Gavernet, Luciana. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaPergamon-Elsevier Science Ltd.2016-02-15info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/24743Villalba, Maria Luisa; Palestro, Pablo Hernán; Ceruso, Mariangela; Talevi, Alan; Gonzalez Funes, Jose L.; et al.; Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action; Pergamon-Elsevier Science Ltd.; Bioorganic & Medicinal Chemistry; 24; 4; 15-2-2016; 894-9010968-0896CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.journals.elsevier.com/bioorganic-and-medicinal-chemistry/info:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmc.2016.01.012info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T14:23:19Zoai:ri.conicet.gov.ar:11336/24743instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-15 14:23:19.827CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
title Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
spellingShingle Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
Villalba, Maria Luisa
Carbonic Anhydrase
Sulfamides
Docking
Epilepsy
Sodium Cyclamate
title_short Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
title_full Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
title_fullStr Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
title_full_unstemmed Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
title_sort Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action
dc.creator.none.fl_str_mv Villalba, Maria Luisa
Palestro, Pablo Hernán
Ceruso, Mariangela
Talevi, Alan
Gonzalez Funes, Jose L.
Bruno Blanch, Luis Enrique
Supuran, Claudiu T.
Gavernet, Luciana
author Villalba, Maria Luisa
author_facet Villalba, Maria Luisa
Palestro, Pablo Hernán
Ceruso, Mariangela
Talevi, Alan
Gonzalez Funes, Jose L.
Bruno Blanch, Luis Enrique
Supuran, Claudiu T.
Gavernet, Luciana
author_role author
author2 Palestro, Pablo Hernán
Ceruso, Mariangela
Talevi, Alan
Gonzalez Funes, Jose L.
Bruno Blanch, Luis Enrique
Supuran, Claudiu T.
Gavernet, Luciana
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Carbonic Anhydrase
Sulfamides
Docking
Epilepsy
Sodium Cyclamate
topic Carbonic Anhydrase
Sulfamides
Docking
Epilepsy
Sodium Cyclamate
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A set of N,N0 -disubstituted sulfamides and sodium cyclamate have been tested for their inhibitory action against six isoforms of carbonic anhydrase (CA, EC 4.2.1.1) found in the brain, that is, CA I, CA II, CA VII, CA IX, CA XII and CA XIV, some of which are involved in epileptogenesis. The biological data showed interesting results for CA VII inhibition, the isozyme thought to be a novel antiepileptic target. Strong CA VII inhibitors, with Ki values in the low nanomolar–subnanomolar range were identified. Some of these derivatives showed selectivity for inhibition of CA VII versus the ubiquitous isoform CA II, for which the Ki values were in the micromolar range. Molecular modeling approaches were employed to understand the binding interactions between these compounds and the two CA isoforms, since the mechanism of action of such disubstituted sulfamides was not yet investigated by means of X-ray crystallography
Fil: Villalba, Maria Luisa. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina
Fil: Palestro, Pablo Hernán. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Ceruso, Mariangela. Universita Degli Studi Di Firenze; Italia
Fil: Talevi, Alan. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Gonzalez Funes, Jose L.. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina
Fil: Bruno Blanch, Luis Enrique. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Supuran, Claudiu T.. Universita Degli Studi Di Firenze; Italia
Fil: Gavernet, Luciana. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description A set of N,N0 -disubstituted sulfamides and sodium cyclamate have been tested for their inhibitory action against six isoforms of carbonic anhydrase (CA, EC 4.2.1.1) found in the brain, that is, CA I, CA II, CA VII, CA IX, CA XII and CA XIV, some of which are involved in epileptogenesis. The biological data showed interesting results for CA VII inhibition, the isozyme thought to be a novel antiepileptic target. Strong CA VII inhibitors, with Ki values in the low nanomolar–subnanomolar range were identified. Some of these derivatives showed selectivity for inhibition of CA VII versus the ubiquitous isoform CA II, for which the Ki values were in the micromolar range. Molecular modeling approaches were employed to understand the binding interactions between these compounds and the two CA isoforms, since the mechanism of action of such disubstituted sulfamides was not yet investigated by means of X-ray crystallography
publishDate 2016
dc.date.none.fl_str_mv 2016-02-15
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/24743
Villalba, Maria Luisa; Palestro, Pablo Hernán; Ceruso, Mariangela; Talevi, Alan; Gonzalez Funes, Jose L.; et al.; Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action; Pergamon-Elsevier Science Ltd.; Bioorganic & Medicinal Chemistry; 24; 4; 15-2-2016; 894-901
0968-0896
CONICET Digital
CONICET
url http://hdl.handle.net/11336/24743
identifier_str_mv Villalba, Maria Luisa; Palestro, Pablo Hernán; Ceruso, Mariangela; Talevi, Alan; Gonzalez Funes, Jose L.; et al.; Sulfamide derivatives with selective carbonic anhydrase VII inhibitory action; Pergamon-Elsevier Science Ltd.; Bioorganic & Medicinal Chemistry; 24; 4; 15-2-2016; 894-901
0968-0896
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.journals.elsevier.com/bioorganic-and-medicinal-chemistry/
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmc.2016.01.012
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd.
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd.
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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