Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin

Autores
Kogawa, Ana Carolina; Zoppi, Ariana; Quevedo, Mario Alfredo; Salgado, Hérida Regina Nunes; Longhi, Marcela Raquel
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Doxycycline hyclate (DOX) is a highly photosensitive drug, a feature that limits the stability of the corresponding dosage forms. The main objectives of this work were the preparation and characterization of an inclusion complex of DOX with β-cyclodextrin (βCD) and to investigate if this approach could improve the photostability of the drug. Guest-host interactions were investigated using nuclear magnetic resonance, which were afterwards combined with molecular modeling methods to study the complex formation and its three-dimensional structure was proposed. A freeze-drying method was applied to obtain the complex in the solid state, which was further confirmed by thermal and spectroscopic techniques. To evaluate the complexation effect on DOX integrity, the photostability of the inclusion complex was studied, with a significant decrease in the photodegradation of DOX being found in aqueous solution upon complexation. Finally, the photoprotection produced by the complexation was evaluated by means of an antimicrobial assay. Overall, the presented results suggest that the formulation of DOX complexed with βCD constitutes an interesting approach for the preparation of pharmaceutical dosage forms of DOX with enhanced stability properties.
Fil: Kogawa, Ana Carolina. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
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: Quevedo, Mario Alfredo. 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: Salgado, Hérida Regina Nunes. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
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
Materia
Β-Cyclodextrin
Doxycycline Hyclate
Microbiological Assay
Molecular Modeling
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:11336/32366
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/32366
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Increasing Doxycycline Hyclate Photostability by Complexation with β-CyclodextrinKogawa, Ana CarolinaZoppi, ArianaQuevedo, Mario AlfredoSalgado, Hérida Regina NunesLonghi, Marcela RaquelΒ-CyclodextrinDoxycycline HyclateMicrobiological AssayMolecular Modelinghttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Doxycycline hyclate (DOX) is a highly photosensitive drug, a feature that limits the stability of the corresponding dosage forms. The main objectives of this work were the preparation and characterization of an inclusion complex of DOX with β-cyclodextrin (βCD) and to investigate if this approach could improve the photostability of the drug. Guest-host interactions were investigated using nuclear magnetic resonance, which were afterwards combined with molecular modeling methods to study the complex formation and its three-dimensional structure was proposed. A freeze-drying method was applied to obtain the complex in the solid state, which was further confirmed by thermal and spectroscopic techniques. To evaluate the complexation effect on DOX integrity, the photostability of the inclusion complex was studied, with a significant decrease in the photodegradation of DOX being found in aqueous solution upon complexation. Finally, the photoprotection produced by the complexation was evaluated by means of an antimicrobial assay. Overall, the presented results suggest that the formulation of DOX complexed with βCD constitutes an interesting approach for the preparation of pharmaceutical dosage forms of DOX with enhanced stability properties.Fil: Kogawa, Ana Carolina. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: 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: Quevedo, Mario Alfredo. 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: Salgado, Hérida Regina Nunes. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: 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; ArgentinaSpringer2014-06info: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/11336/32366Longhi, Marcela Raquel; Salgado, Hérida Regina Nunes; Kogawa, Ana Carolina; Quevedo, Mario Alfredo; Zoppi, Ariana; Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin ; Springer; AAPS Pharmscitech; 15; 5; 6-2014; 1209-12171530-9932CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1208/s12249-014-0150-7info:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1208%2Fs12249-014-0150-7info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:31:02Zoai:ri.conicet.gov.ar:11336/32366instacron: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 10:31:02.989CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
title Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
spellingShingle Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
Kogawa, Ana Carolina
Β-Cyclodextrin
Doxycycline Hyclate
Microbiological Assay
Molecular Modeling
title_short Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
title_full Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
title_fullStr Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
title_full_unstemmed Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
title_sort Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin
dc.creator.none.fl_str_mv Kogawa, Ana Carolina
Zoppi, Ariana
Quevedo, Mario Alfredo
Salgado, Hérida Regina Nunes
Longhi, Marcela Raquel
author Kogawa, Ana Carolina
author_facet Kogawa, Ana Carolina
Zoppi, Ariana
Quevedo, Mario Alfredo
Salgado, Hérida Regina Nunes
Longhi, Marcela Raquel
author_role author
author2 Zoppi, Ariana
Quevedo, Mario Alfredo
Salgado, Hérida Regina Nunes
Longhi, Marcela Raquel
author2_role author
author
author
author
dc.subject.none.fl_str_mv Β-Cyclodextrin
Doxycycline Hyclate
Microbiological Assay
Molecular Modeling
topic Β-Cyclodextrin
Doxycycline Hyclate
Microbiological Assay
Molecular Modeling
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Doxycycline hyclate (DOX) is a highly photosensitive drug, a feature that limits the stability of the corresponding dosage forms. The main objectives of this work were the preparation and characterization of an inclusion complex of DOX with β-cyclodextrin (βCD) and to investigate if this approach could improve the photostability of the drug. Guest-host interactions were investigated using nuclear magnetic resonance, which were afterwards combined with molecular modeling methods to study the complex formation and its three-dimensional structure was proposed. A freeze-drying method was applied to obtain the complex in the solid state, which was further confirmed by thermal and spectroscopic techniques. To evaluate the complexation effect on DOX integrity, the photostability of the inclusion complex was studied, with a significant decrease in the photodegradation of DOX being found in aqueous solution upon complexation. Finally, the photoprotection produced by the complexation was evaluated by means of an antimicrobial assay. Overall, the presented results suggest that the formulation of DOX complexed with βCD constitutes an interesting approach for the preparation of pharmaceutical dosage forms of DOX with enhanced stability properties.
Fil: Kogawa, Ana Carolina. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
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: Quevedo, Mario Alfredo. 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: Salgado, Hérida Regina Nunes. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
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
description Doxycycline hyclate (DOX) is a highly photosensitive drug, a feature that limits the stability of the corresponding dosage forms. The main objectives of this work were the preparation and characterization of an inclusion complex of DOX with β-cyclodextrin (βCD) and to investigate if this approach could improve the photostability of the drug. Guest-host interactions were investigated using nuclear magnetic resonance, which were afterwards combined with molecular modeling methods to study the complex formation and its three-dimensional structure was proposed. A freeze-drying method was applied to obtain the complex in the solid state, which was further confirmed by thermal and spectroscopic techniques. To evaluate the complexation effect on DOX integrity, the photostability of the inclusion complex was studied, with a significant decrease in the photodegradation of DOX being found in aqueous solution upon complexation. Finally, the photoprotection produced by the complexation was evaluated by means of an antimicrobial assay. Overall, the presented results suggest that the formulation of DOX complexed with βCD constitutes an interesting approach for the preparation of pharmaceutical dosage forms of DOX with enhanced stability properties.
publishDate 2014
dc.date.none.fl_str_mv 2014-06
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/11336/32366
Longhi, Marcela Raquel; Salgado, Hérida Regina Nunes; Kogawa, Ana Carolina; Quevedo, Mario Alfredo; Zoppi, Ariana; Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin ; Springer; AAPS Pharmscitech; 15; 5; 6-2014; 1209-1217
1530-9932
CONICET Digital
CONICET
url http://hdl.handle.net/11336/32366
identifier_str_mv Longhi, Marcela Raquel; Salgado, Hérida Regina Nunes; Kogawa, Ana Carolina; Quevedo, Mario Alfredo; Zoppi, Ariana; Increasing Doxycycline Hyclate Photostability by Complexation with β-Cyclodextrin ; Springer; AAPS Pharmscitech; 15; 5; 6-2014; 1209-1217
1530-9932
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1208/s12249-014-0150-7
info:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1208%2Fs12249-014-0150-7
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 Springer
publisher.none.fl_str_mv Springer
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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