Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance

Autores
Zoppi, Ariana; Buhlman, Natalia; Cerutti, Juan Pablo; Longhi, Marcela Raquel; Aiassa, Virginia
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
This investigation presents the characterization and evaluation of the physicochemical and microbiological properties of a new multicomponent complex of ketoconazole. Complex formation of the drug, with proline and β-cyclodextrin, was evaluated using nuclear magnetic resonance and phase solubility studies. The complex, in solid state, was prepared through kneading and physical mixture and then characterized by Fourier transform infrared spectroscopy, differential scanning calorimetry and scanning electron microscopy. By means of confocal laser scanning microscopy, the effect of proline on the morphology of Candida albicans was evaluated. Microbiological assays were performed to evaluate the antifungal activity of the complex against C. albicans. The results obtained from phase solubility assays showed that the complexation of ketoconazole is an effective strategy to enhance its solubility. Confocal laser scanning microscopy demonstrated that proline severely affected Candida morphology, and microbiological studies established high antifungal activity for the complex, signifying an advantage, and therefore, a potential improvement in its application areas.
Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Buhlman, Natalia. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
Fil: Cerutti, Juan Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Longhi, Marcela Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Aiassa, Virginia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Materia
46 Β-CYCLODEXTRIN (PUBCHEM CID: 444041)
ANTIFUNGAL ACTIVITY
KETOCONAZOLE
KETOCONAZOLE (PUBCHEM CID: 47576)
L-PROLINE (PUBCHEM CID: 145742)
MULTICOMPONENT COMPLEX
SOLUBILITY
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:11336/126690

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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performanceZoppi, ArianaBuhlman, NataliaCerutti, Juan PabloLonghi, Marcela RaquelAiassa, Virginia46 Β-CYCLODEXTRIN (PUBCHEM CID: 444041)ANTIFUNGAL ACTIVITYKETOCONAZOLEKETOCONAZOLE (PUBCHEM CID: 47576)L-PROLINE (PUBCHEM CID: 145742)MULTICOMPONENT COMPLEXSOLUBILITYhttps://purl.org/becyt/ford/2.10https://purl.org/becyt/ford/2This investigation presents the characterization and evaluation of the physicochemical and microbiological properties of a new multicomponent complex of ketoconazole. Complex formation of the drug, with proline and β-cyclodextrin, was evaluated using nuclear magnetic resonance and phase solubility studies. The complex, in solid state, was prepared through kneading and physical mixture and then characterized by Fourier transform infrared spectroscopy, differential scanning calorimetry and scanning electron microscopy. By means of confocal laser scanning microscopy, the effect of proline on the morphology of Candida albicans was evaluated. Microbiological assays were performed to evaluate the antifungal activity of the complex against C. albicans. The results obtained from phase solubility assays showed that the complexation of ketoconazole is an effective strategy to enhance its solubility. Confocal laser scanning microscopy demonstrated that proline severely affected Candida morphology, and microbiological studies established high antifungal activity for the complex, signifying an advantage, and therefore, a potential improvement in its application areas.Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; ArgentinaFil: Buhlman, Natalia. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; ArgentinaFil: Cerutti, Juan Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; ArgentinaFil: Longhi, Marcela Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; ArgentinaFil: Aiassa, Virginia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; ArgentinaElsevier Science2019-01-15info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/126690Zoppi, Ariana; Buhlman, Natalia; Cerutti, Juan Pablo; Longhi, Marcela Raquel; Aiassa, Virginia; Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance; Elsevier Science; Journal of Molecular Structure; 1176; 15-1-2019; 470-4770022-2860CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://linkinghub.elsevier.com/retrieve/pii/S0022286018310433info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2018.08.094info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:10:05Zoai:ri.conicet.gov.ar:11336/126690instacron: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:34982025-09-03 10:10:05.419CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
title Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
spellingShingle Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
Zoppi, Ariana
46 Β-CYCLODEXTRIN (PUBCHEM CID: 444041)
ANTIFUNGAL ACTIVITY
KETOCONAZOLE
KETOCONAZOLE (PUBCHEM CID: 47576)
L-PROLINE (PUBCHEM CID: 145742)
MULTICOMPONENT COMPLEX
SOLUBILITY
title_short Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
title_full Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
title_fullStr Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
title_full_unstemmed Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
title_sort Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance
dc.creator.none.fl_str_mv Zoppi, Ariana
Buhlman, Natalia
Cerutti, Juan Pablo
Longhi, Marcela Raquel
Aiassa, Virginia
author Zoppi, Ariana
author_facet Zoppi, Ariana
Buhlman, Natalia
Cerutti, Juan Pablo
Longhi, Marcela Raquel
Aiassa, Virginia
author_role author
author2 Buhlman, Natalia
Cerutti, Juan Pablo
Longhi, Marcela Raquel
Aiassa, Virginia
author2_role author
author
author
author
dc.subject.none.fl_str_mv 46 Β-CYCLODEXTRIN (PUBCHEM CID: 444041)
ANTIFUNGAL ACTIVITY
KETOCONAZOLE
KETOCONAZOLE (PUBCHEM CID: 47576)
L-PROLINE (PUBCHEM CID: 145742)
MULTICOMPONENT COMPLEX
SOLUBILITY
topic 46 Β-CYCLODEXTRIN (PUBCHEM CID: 444041)
ANTIFUNGAL ACTIVITY
KETOCONAZOLE
KETOCONAZOLE (PUBCHEM CID: 47576)
L-PROLINE (PUBCHEM CID: 145742)
MULTICOMPONENT COMPLEX
SOLUBILITY
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.10
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv This investigation presents the characterization and evaluation of the physicochemical and microbiological properties of a new multicomponent complex of ketoconazole. Complex formation of the drug, with proline and β-cyclodextrin, was evaluated using nuclear magnetic resonance and phase solubility studies. The complex, in solid state, was prepared through kneading and physical mixture and then characterized by Fourier transform infrared spectroscopy, differential scanning calorimetry and scanning electron microscopy. By means of confocal laser scanning microscopy, the effect of proline on the morphology of Candida albicans was evaluated. Microbiological assays were performed to evaluate the antifungal activity of the complex against C. albicans. The results obtained from phase solubility assays showed that the complexation of ketoconazole is an effective strategy to enhance its solubility. Confocal laser scanning microscopy demonstrated that proline severely affected Candida morphology, and microbiological studies established high antifungal activity for the complex, signifying an advantage, and therefore, a potential improvement in its application areas.
Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Buhlman, Natalia. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
Fil: Cerutti, Juan Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Longhi, Marcela Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Aiassa, Virginia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
description This investigation presents the characterization and evaluation of the physicochemical and microbiological properties of a new multicomponent complex of ketoconazole. Complex formation of the drug, with proline and β-cyclodextrin, was evaluated using nuclear magnetic resonance and phase solubility studies. The complex, in solid state, was prepared through kneading and physical mixture and then characterized by Fourier transform infrared spectroscopy, differential scanning calorimetry and scanning electron microscopy. By means of confocal laser scanning microscopy, the effect of proline on the morphology of Candida albicans was evaluated. Microbiological assays were performed to evaluate the antifungal activity of the complex against C. albicans. The results obtained from phase solubility assays showed that the complexation of ketoconazole is an effective strategy to enhance its solubility. Confocal laser scanning microscopy demonstrated that proline severely affected Candida morphology, and microbiological studies established high antifungal activity for the complex, signifying an advantage, and therefore, a potential improvement in its application areas.
publishDate 2019
dc.date.none.fl_str_mv 2019-01-15
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/11336/126690
Zoppi, Ariana; Buhlman, Natalia; Cerutti, Juan Pablo; Longhi, Marcela Raquel; Aiassa, Virginia; Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance; Elsevier Science; Journal of Molecular Structure; 1176; 15-1-2019; 470-477
0022-2860
CONICET Digital
CONICET
url http://hdl.handle.net/11336/126690
identifier_str_mv Zoppi, Ariana; Buhlman, Natalia; Cerutti, Juan Pablo; Longhi, Marcela Raquel; Aiassa, Virginia; Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance; Elsevier Science; Journal of Molecular Structure; 1176; 15-1-2019; 470-477
0022-2860
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://linkinghub.elsevier.com/retrieve/pii/S0022286018310433
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2018.08.094
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
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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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