Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties

Rosmarinic acid is an attractive candidate for skin applications because of its antioxidant, anti-inflammatory, and photoprotective functions, however, its poor bioavailability hampers its therapeutic outcome. In this context, synthesis of polymer conjugates is an alternative to enlarge its applicat...

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Detalles Bibliográficos
Autores: Huerta-Madroñal, Miguel, Caro-León, Javier, Espinosa-Cano, Eva, Aguilar, María Rosa, Vázquez-Lasa, Blanca
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2021
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/253655
Acceso en línea:http://hdl.handle.net/10261/253655
Access Level:acceso abierto
Palabra clave:Chitosan
Rosmarinic acid
Conjugates
Antioxidant activity
Photoprotective properties
Wound healing
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spelling Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective propertiesHuerta-Madroñal, MiguelCaro-León, JavierEspinosa-Cano, EvaAguilar, María RosaVázquez-Lasa, BlancaChitosanRosmarinic acidConjugatesAntioxidant activityPhotoprotective propertiesWound healingRosmarinic acid is an attractive candidate for skin applications because of its antioxidant, anti-inflammatory, and photoprotective functions, however, its poor bioavailability hampers its therapeutic outcome. In this context, synthesis of polymer conjugates is an alternative to enlarge its applications. This work describes the synthesis of novel water-soluble chitosan – rosmarinic acid conjugates (CSRA) that have great potential for skin applications. Chitosan was functionalized with different contents of rosmarinic acid as confirmed by ATR-FTIR, H NMR and UV spectroscopies. CSRA conjugates presented three-fold radical scavenger capacity compared to the free phenolic compound. Films were prepared by solvent-casting procedure and the biological activity of the lixiviates was studied in vitro. Results revealed that lixiviates reduced activation of inflamed macrophages, improved antibacterial capacity against E. coli with respect to native chitosan and free rosmarinic acid, and also attenuated UVB-induced cellular damage and reactive oxygen species production in fibroblasts and keratinocytes.This work was supported by MICINN (Spain) (MAT2017-84277-R, and PRE2018-083873 M. Huerta's scholarship). F. J. Caro acknowledge financial support from CONACyT (Mexico) through the scholarship ‘Apoyo para estancias postdoctorales en el extranjero vinculadas a la consolidación de grupos de investigación y fortalecimiento del Posgrado nacional’. M.R. Aguilar and B. Vázquez-Lasa are members of the Sus- Plast platform from CSICElsevierMinisterio de Ciencia, Innovación y Universidades (España)Consejo Nacional de Ciencia y Tecnología (México)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2021202120212021info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/253655reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/MAT2017-84277-Rinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PRE2018-083873http://dx.doi.org/10.1016/j.carbpol.2021.118619Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2536552026-05-22T06:33:51Z
dc.title.none.fl_str_mv Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
title Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
spellingShingle Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
Huerta-Madroñal, Miguel
Chitosan
Rosmarinic acid
Conjugates
Antioxidant activity
Photoprotective properties
Wound healing
title_short Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
title_full Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
title_fullStr Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
title_full_unstemmed Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
title_sort Chitosan – Rosmarinic acid conjugates with antioxidant, anti-inflammatory and photoprotective properties
dc.creator.none.fl_str_mv Huerta-Madroñal, Miguel
Caro-León, Javier
Espinosa-Cano, Eva
Aguilar, María Rosa
Vázquez-Lasa, Blanca
author Huerta-Madroñal, Miguel
author_facet Huerta-Madroñal, Miguel
Caro-León, Javier
Espinosa-Cano, Eva
Aguilar, María Rosa
Vázquez-Lasa, Blanca
author_role author
author2 Caro-León, Javier
Espinosa-Cano, Eva
Aguilar, María Rosa
Vázquez-Lasa, Blanca
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
Consejo Nacional de Ciencia y Tecnología (México)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Chitosan
Rosmarinic acid
Conjugates
Antioxidant activity
Photoprotective properties
Wound healing
topic Chitosan
Rosmarinic acid
Conjugates
Antioxidant activity
Photoprotective properties
Wound healing
description Rosmarinic acid is an attractive candidate for skin applications because of its antioxidant, anti-inflammatory, and photoprotective functions, however, its poor bioavailability hampers its therapeutic outcome. In this context, synthesis of polymer conjugates is an alternative to enlarge its applications. This work describes the synthesis of novel water-soluble chitosan – rosmarinic acid conjugates (CSRA) that have great potential for skin applications. Chitosan was functionalized with different contents of rosmarinic acid as confirmed by ATR-FTIR, H NMR and UV spectroscopies. CSRA conjugates presented three-fold radical scavenger capacity compared to the free phenolic compound. Films were prepared by solvent-casting procedure and the biological activity of the lixiviates was studied in vitro. Results revealed that lixiviates reduced activation of inflamed macrophages, improved antibacterial capacity against E. coli with respect to native chitosan and free rosmarinic acid, and also attenuated UVB-induced cellular damage and reactive oxygen species production in fibroblasts and keratinocytes.
publishDate 2021
dc.date.none.fl_str_mv 2021
2021
2021
2021
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/253655
url http://hdl.handle.net/10261/253655
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/MAT2017-84277-R
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PRE2018-083873
http://dx.doi.org/10.1016/j.carbpol.2021.118619
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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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