Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds

Reversible imine bonds have been used as a strategy to develop pH-dependent antifungal systems based on grafting benzaldehyde and citral onto the surface of chitosan films. Formation of imine bonds was confirmed by ATR-FTIR and XPS. Aldehyde unit incorporation respect to glucosamine units of chitosa...

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Detalles Bibliográficos
Autores: Heras-Mozos, Raquel, Gavara, Rafael, Hernández-Muñoz, Pilar
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2022
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/386408
Acceso en línea:http://hdl.handle.net/10261/386408
https://api.elsevier.com/content/abstract/scopus_id/85123028388
Access Level:acceso abierto
Palabra clave:Antifungal aldehydes
Chitosan films
Hydrolysis
Reversible imines
pH-sensitive
food packaging
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spelling Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compoundsHeras-Mozos, RaquelGavara, RafaelHernández-Muñoz, PilarAntifungal aldehydesChitosan filmsHydrolysisReversible iminespH-sensitivefood packagingReversible imine bonds have been used as a strategy to develop pH-dependent antifungal systems based on grafting benzaldehyde and citral onto the surface of chitosan films. Formation of imine bonds was confirmed by ATR-FTIR and XPS. Aldehyde unit incorporation respect to glucosamine units of chitosan polymer was estimated by elemental analysis. The rate and extent of imine bond hydrolysis depended on the pH of the media and the chemical structure of the aldehyde. The release of the aldehydes was monitored by gas chromatography observing acidic media favours the release. Imine bond obtained from benzaldehyde was more prone to be hydrolysed than citral. Chitosan films grafted with benzaldehyde and triggered at acidic pH controlled in vitro growth of common fruit and vegetable spoilage and pathogenic fungi. The films developed could be applied in the design of food packages intended to prevent postharvest fungal spoilage.The authors want to thank the Spanish Ministry of Science and Innovation for financial support (project RTI2018-093452-B-I00 and R. Heras's predoctoral contract). P. H-M and RG are members of the Interdisciplinary Platform for Sustainable Plastics towards a Circular Economy (SusPlast) from the Spanish National Research Council (CSIC).Peer reviewedElsevierMinisterio de Ciencia, Innovación y Universidades (España)Agencia Estatal de Investigación (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202520252022info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttp://hdl.handle.net/10261/386408https://api.elsevier.com/content/abstract/scopus_id/85123028388reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-093452-B-I00Carbohydrate polymersThe underlying dataset has been published as supplementary material of the article in the publisher platform at https://doi.org/10.1016/j.carbpol.2022.119137https://doi.org/10.1016/j.carbpol.2022.119137Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3864082026-05-22T06:33:51Z
dc.title.none.fl_str_mv Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
title Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
spellingShingle Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
Heras-Mozos, Raquel
Antifungal aldehydes
Chitosan films
Hydrolysis
Reversible imines
pH-sensitive
food packaging
title_short Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
title_full Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
title_fullStr Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
title_full_unstemmed Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
title_sort Chitosan films as pH-responsive sustained release systems of naturally occurring antifungal volatile compounds
dc.creator.none.fl_str_mv Heras-Mozos, Raquel
Gavara, Rafael
Hernández-Muñoz, Pilar
author Heras-Mozos, Raquel
author_facet Heras-Mozos, Raquel
Gavara, Rafael
Hernández-Muñoz, Pilar
author_role author
author2 Gavara, Rafael
Hernández-Muñoz, Pilar
author2_role author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
Agencia Estatal de Investigación (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Antifungal aldehydes
Chitosan films
Hydrolysis
Reversible imines
pH-sensitive
food packaging
topic Antifungal aldehydes
Chitosan films
Hydrolysis
Reversible imines
pH-sensitive
food packaging
description Reversible imine bonds have been used as a strategy to develop pH-dependent antifungal systems based on grafting benzaldehyde and citral onto the surface of chitosan films. Formation of imine bonds was confirmed by ATR-FTIR and XPS. Aldehyde unit incorporation respect to glucosamine units of chitosan polymer was estimated by elemental analysis. The rate and extent of imine bond hydrolysis depended on the pH of the media and the chemical structure of the aldehyde. The release of the aldehydes was monitored by gas chromatography observing acidic media favours the release. Imine bond obtained from benzaldehyde was more prone to be hydrolysed than citral. Chitosan films grafted with benzaldehyde and triggered at acidic pH controlled in vitro growth of common fruit and vegetable spoilage and pathogenic fungi. The films developed could be applied in the design of food packages intended to prevent postharvest fungal spoilage.
publishDate 2022
dc.date.none.fl_str_mv 2022
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/386408
https://api.elsevier.com/content/abstract/scopus_id/85123028388
url http://hdl.handle.net/10261/386408
https://api.elsevier.com/content/abstract/scopus_id/85123028388
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-093452-B-I00
Carbohydrate polymers
The underlying dataset has been published as supplementary material of the article in the publisher platform at https://doi.org/10.1016/j.carbpol.2022.119137
https://doi.org/10.1016/j.carbpol.2022.119137
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.812429

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