The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans

Autores
Mora, Sabrina Jimena; Cormick, Maria Paula; Milanesio, María Elisa; Durantini, Edgardo Néstor
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The spectroscopic properties and photodynamic activity of a novel porphyrin covalently linked to an antifungal fluconazole structure were investigated in DMF and different biomimetic systems, results being compared with those obtained for the non-fluconazole homologoue. Absorption and fluorescence studies indicated that the tetrapyrrolic macrocycle retained its individual spectroscopic properties. Photosensitization ability was first evaluated using 9,10-dimethylanthracene; in microheterogenic media, the porphyrin interacted with sodium bis(2-ethylhexyl)sulfosuccinate reverse micelles and also β-cyclodextrin, photosensitized decomposition of l-tryptophan being observed in these systems. The in vitro photodynamic activity of the photosensitizers when associated with β-cyclodextrin, as tested against Candida albicans, revealed that growth delays imparted by fluconazole alone and the unsubstituted porphyrin were almost additive when the two compounds were used together. However, when the fluconazole was covalently linked to a porphyrin nucleus and exposed to light, reduction in growth delay efficacy was observed relative to the mixed system.
Fil: Mora, Sabrina Jimena. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Cormick, Maria Paula. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Milanesio, María Elisa. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Durantini, Edgardo Néstor. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Materia
PORPHYRIN
PHOTOSENSITIZER
SINGLET OXYGEN
CANDIDIASIS
MICELLES
CICLODEXTRYN
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:11336/130264
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/130264
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicansMora, Sabrina JimenaCormick, Maria PaulaMilanesio, María ElisaDurantini, Edgardo NéstorPORPHYRINPHOTOSENSITIZERSINGLET OXYGENCANDIDIASISMICELLESCICLODEXTRYNhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The spectroscopic properties and photodynamic activity of a novel porphyrin covalently linked to an antifungal fluconazole structure were investigated in DMF and different biomimetic systems, results being compared with those obtained for the non-fluconazole homologoue. Absorption and fluorescence studies indicated that the tetrapyrrolic macrocycle retained its individual spectroscopic properties. Photosensitization ability was first evaluated using 9,10-dimethylanthracene; in microheterogenic media, the porphyrin interacted with sodium bis(2-ethylhexyl)sulfosuccinate reverse micelles and also β-cyclodextrin, photosensitized decomposition of l-tryptophan being observed in these systems. The in vitro photodynamic activity of the photosensitizers when associated with β-cyclodextrin, as tested against Candida albicans, revealed that growth delays imparted by fluconazole alone and the unsubstituted porphyrin were almost additive when the two compounds were used together. However, when the fluconazole was covalently linked to a porphyrin nucleus and exposed to light, reduction in growth delay efficacy was observed relative to the mixed system.Fil: Mora, Sabrina Jimena. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Cormick, Maria Paula. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Milanesio, María Elisa. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Durantini, Edgardo Néstor. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaElsevier2010-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/130264Mora, Sabrina Jimena; Cormick, Maria Paula; Milanesio, María Elisa; Durantini, Edgardo Néstor; The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans; Elsevier; Dyes and Pigments; 87; 3; 11-2010; 234-2400143-7208CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0143720810000847info:eu-repo/semantics/altIdentifier/doi/10.1016/j.dyepig.2010.04.001info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:49:03Zoai:ri.conicet.gov.ar:11336/130264instacron: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:34982025-09-29 09:49:03.989CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
title The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
spellingShingle The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
Mora, Sabrina Jimena
PORPHYRIN
PHOTOSENSITIZER
SINGLET OXYGEN
CANDIDIASIS
MICELLES
CICLODEXTRYN
title_short The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
title_full The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
title_fullStr The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
title_full_unstemmed The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
title_sort The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans
dc.creator.none.fl_str_mv Mora, Sabrina Jimena
Cormick, Maria Paula
Milanesio, María Elisa
Durantini, Edgardo Néstor
author Mora, Sabrina Jimena
author_facet Mora, Sabrina Jimena
Cormick, Maria Paula
Milanesio, María Elisa
Durantini, Edgardo Néstor
author_role author
author2 Cormick, Maria Paula
Milanesio, María Elisa
Durantini, Edgardo Néstor
author2_role author
author
author
dc.subject.none.fl_str_mv PORPHYRIN
PHOTOSENSITIZER
SINGLET OXYGEN
CANDIDIASIS
MICELLES
CICLODEXTRYN
topic PORPHYRIN
PHOTOSENSITIZER
SINGLET OXYGEN
CANDIDIASIS
MICELLES
CICLODEXTRYN
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The spectroscopic properties and photodynamic activity of a novel porphyrin covalently linked to an antifungal fluconazole structure were investigated in DMF and different biomimetic systems, results being compared with those obtained for the non-fluconazole homologoue. Absorption and fluorescence studies indicated that the tetrapyrrolic macrocycle retained its individual spectroscopic properties. Photosensitization ability was first evaluated using 9,10-dimethylanthracene; in microheterogenic media, the porphyrin interacted with sodium bis(2-ethylhexyl)sulfosuccinate reverse micelles and also β-cyclodextrin, photosensitized decomposition of l-tryptophan being observed in these systems. The in vitro photodynamic activity of the photosensitizers when associated with β-cyclodextrin, as tested against Candida albicans, revealed that growth delays imparted by fluconazole alone and the unsubstituted porphyrin were almost additive when the two compounds were used together. However, when the fluconazole was covalently linked to a porphyrin nucleus and exposed to light, reduction in growth delay efficacy was observed relative to the mixed system.
Fil: Mora, Sabrina Jimena. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Cormick, Maria Paula. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Milanesio, María Elisa. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Durantini, Edgardo Néstor. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
description The spectroscopic properties and photodynamic activity of a novel porphyrin covalently linked to an antifungal fluconazole structure were investigated in DMF and different biomimetic systems, results being compared with those obtained for the non-fluconazole homologoue. Absorption and fluorescence studies indicated that the tetrapyrrolic macrocycle retained its individual spectroscopic properties. Photosensitization ability was first evaluated using 9,10-dimethylanthracene; in microheterogenic media, the porphyrin interacted with sodium bis(2-ethylhexyl)sulfosuccinate reverse micelles and also β-cyclodextrin, photosensitized decomposition of l-tryptophan being observed in these systems. The in vitro photodynamic activity of the photosensitizers when associated with β-cyclodextrin, as tested against Candida albicans, revealed that growth delays imparted by fluconazole alone and the unsubstituted porphyrin were almost additive when the two compounds were used together. However, when the fluconazole was covalently linked to a porphyrin nucleus and exposed to light, reduction in growth delay efficacy was observed relative to the mixed system.
publishDate 2010
dc.date.none.fl_str_mv 2010-11
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/11336/130264
Mora, Sabrina Jimena; Cormick, Maria Paula; Milanesio, María Elisa; Durantini, Edgardo Néstor; The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans; Elsevier; Dyes and Pigments; 87; 3; 11-2010; 234-240
0143-7208
CONICET Digital
CONICET
url http://hdl.handle.net/11336/130264
identifier_str_mv Mora, Sabrina Jimena; Cormick, Maria Paula; Milanesio, María Elisa; Durantini, Edgardo Néstor; The photodynamic activity of a novel porphyrin derivative bearing a fluconazole structure in different media and against Candida albicans; Elsevier; Dyes and Pigments; 87; 3; 11-2010; 234-240
0143-7208
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0143720810000847
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.dyepig.2010.04.001
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
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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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score 13.070432

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