C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases

Autores
Riafrecha, Leonardo Ezequiel; Vullo, Daniela; Supuran, Claudiu T.; Colinas, Pedro Alfonso
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A small series of C-glycosides containing the methoxyaryl moieties was tested for the inhibition of the β-class carbonic anhydrases (CAs, EC 4.2.1.1) from Cryptococcus neoformans and Brucella suis. Many compounds showed activities in the micromolar or submicromolar range and excellent selectivity for pathogen CAs over human isozymes. The deprotected glycosides incorporating the 6-methoxy-2-naphthyl moiety showed the best inhibition profile and therefore represent leads for the development of novel anti-infectives with a new mechanism of action.
Facultad de Ciencias Exactas
Laboratorio de Estudio de Compuestos Orgánicos
Materia
Ciencias Exactas
Carbohydrate
carbonic anhydrase
pathogen
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/124089
Acceder
id SEDICI_22ee415e922dc1e7d006e4ee53fc658b
oai_identifier_str oai:sedici.unlp.edu.ar:10915/124089
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrasesRiafrecha, Leonardo EzequielVullo, DanielaSupuran, Claudiu T.Colinas, Pedro AlfonsoCiencias ExactasCarbohydratecarbonic anhydrasepathogenA small series of C-glycosides containing the methoxyaryl moieties was tested for the inhibition of the β-class carbonic anhydrases (CAs, EC 4.2.1.1) from <i>Cryptococcus neoformans</i> and <i>Brucella suis</i>. Many compounds showed activities in the micromolar or submicromolar range and excellent selectivity for pathogen CAs over human isozymes. The deprotected glycosides incorporating the 6-methoxy-2-naphthyl moiety showed the best inhibition profile and therefore represent leads for the development of novel anti-infectives with a new mechanism of action.Facultad de Ciencias ExactasLaboratorio de Estudio de Compuestos Orgánicos2014-10-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf857-861http://sedici.unlp.edu.ar/handle/10915/124089enginfo:eu-repo/semantics/altIdentifier/issn/1475-6374info:eu-repo/semantics/altIdentifier/issn/1475-6366info:eu-repo/semantics/altIdentifier/pmid/25291009info:eu-repo/semantics/altIdentifier/doi/10.3109/14756366.2014.967233info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-03T11:01:34Zoai:sedici.unlp.edu.ar:10915/124089Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-03 11:01:35.154SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
title C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
spellingShingle C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
Riafrecha, Leonardo Ezequiel
Ciencias Exactas
Carbohydrate
carbonic anhydrase
pathogen
title_short C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
title_full C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
title_fullStr C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
title_full_unstemmed C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
title_sort C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases
dc.creator.none.fl_str_mv Riafrecha, Leonardo Ezequiel
Vullo, Daniela
Supuran, Claudiu T.
Colinas, Pedro Alfonso
author Riafrecha, Leonardo Ezequiel
author_facet Riafrecha, Leonardo Ezequiel
Vullo, Daniela
Supuran, Claudiu T.
Colinas, Pedro Alfonso
author_role author
author2 Vullo, Daniela
Supuran, Claudiu T.
Colinas, Pedro Alfonso
author2_role author
author
author
dc.subject.none.fl_str_mv Ciencias Exactas
Carbohydrate
carbonic anhydrase
pathogen
topic Ciencias Exactas
Carbohydrate
carbonic anhydrase
pathogen
dc.description.none.fl_txt_mv A small series of C-glycosides containing the methoxyaryl moieties was tested for the inhibition of the β-class carbonic anhydrases (CAs, EC 4.2.1.1) from <i>Cryptococcus neoformans</i> and <i>Brucella suis</i>. Many compounds showed activities in the micromolar or submicromolar range and excellent selectivity for pathogen CAs over human isozymes. The deprotected glycosides incorporating the 6-methoxy-2-naphthyl moiety showed the best inhibition profile and therefore represent leads for the development of novel anti-infectives with a new mechanism of action.
Facultad de Ciencias Exactas
Laboratorio de Estudio de Compuestos Orgánicos
description A small series of C-glycosides containing the methoxyaryl moieties was tested for the inhibition of the β-class carbonic anhydrases (CAs, EC 4.2.1.1) from <i>Cryptococcus neoformans</i> and <i>Brucella suis</i>. Many compounds showed activities in the micromolar or submicromolar range and excellent selectivity for pathogen CAs over human isozymes. The deprotected glycosides incorporating the 6-methoxy-2-naphthyl moiety showed the best inhibition profile and therefore represent leads for the development of novel anti-infectives with a new mechanism of action.
publishDate 2014
dc.date.none.fl_str_mv 2014-10-07
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/124089
url http://sedici.unlp.edu.ar/handle/10915/124089
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/1475-6374
info:eu-repo/semantics/altIdentifier/issn/1475-6366
info:eu-repo/semantics/altIdentifier/pmid/25291009
info:eu-repo/semantics/altIdentifier/doi/10.3109/14756366.2014.967233
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
857-861
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 13.13397

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