Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.

13 pags., 10 figs., 3 tabs.

Detalhes bibliográficos
Autores: Rubio-Senent, Fátima, Bermúdez-Oria, Alejandra, Ramos, Javier, Rodríguez-Gutiérrez, Guillermo, Fernández-Bolaños Guzmán, Juan
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2024
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/365846
Acesso em linha:http://hdl.handle.net/10261/365846
Access Level:acceso abierto
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spelling Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.Rubio-Senent, FátimaBermúdez-Oria, AlejandraRamos, JavierRodríguez-Gutiérrez, GuillermoFernández-Bolaños Guzmán, Juan13 pags., 10 figs., 3 tabs.Comselogoside (COM) is a secoiridoid, derivative of p-coumaric acid with a wide range of potential beneficial properties, although its poor aqueous solubility and low stability limit its study and application. The formation of an inclusion complex with β-cyclodextrin (β-CD) could improve the solubility and photostability of COM. The complexation of COM with β-CD in an aqueous solution has been studied for the first time, using the freeze-drying method with high encapsulation yield and efficiency. The formation of the inclusion complex was confirmed by electrospray ionization (ESI) mass and H NMR spectroscopy. Phase solubility studies provided an A-type diagram with an increase in aqueous solubility by 100% and the formation of a high stoichiometric order complex COM: β-CD. The H NMR analysis with different COM/β-CD molar ratio established the formation of the 2:1 stoichiometric complex by Job ҆ s plot. In addition, the complexation of COM with β-CD improved the stability of COM against irradiation with UV light at 254 nm. Finally, combined docking and DFT calculations have been performed to study the formation and interactions of the COM: β-CD complexes. The computational results show excellent agreement with experimental observations.This study was supported by the Ministerio de Ciencia, Innovacion y Universidades of Spain for grants PID2022-142731OB-C21 and MCIN/ AEI/10.13039/501100011033/FEDER, European Union (EU). The authors also gratefully acknowledge SGAI-CSIC for its assistance and help in using the DRAGO Supercomputer. Additionally, the authors acknowledge the use of FINISTERRAE-CESGA computational resources.ElsevierMinisterio de Ciencia, Innovación y Universidades (España)CSIC - Secretaría General Adjunta de Informática (SGAI)Centro de Supercomputación de GaliciaConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2024202420242024info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/365846reponame: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 2021-2023/PID2022-142731OB-C21http://dx.doi.org/10.1016/j.foodhyd.2024.110166Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3658462026-05-22T06:33:51Z
dc.title.none.fl_str_mv Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
title Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
spellingShingle Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
Rubio-Senent, Fátima
title_short Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
title_full Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
title_fullStr Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
title_full_unstemmed Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
title_sort Inclusion complex of trans-p-coumaroyl-secologanoside (comselogoside) with β-cyclodextrin. Part I. structural characterization and study of solubilization and stabilization.
dc.creator.none.fl_str_mv Rubio-Senent, Fátima
Bermúdez-Oria, Alejandra
Ramos, Javier
Rodríguez-Gutiérrez, Guillermo
Fernández-Bolaños Guzmán, Juan
author Rubio-Senent, Fátima
author_facet Rubio-Senent, Fátima
Bermúdez-Oria, Alejandra
Ramos, Javier
Rodríguez-Gutiérrez, Guillermo
Fernández-Bolaños Guzmán, Juan
author_role author
author2 Bermúdez-Oria, Alejandra
Ramos, Javier
Rodríguez-Gutiérrez, Guillermo
Fernández-Bolaños Guzmán, Juan
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
CSIC - Secretaría General Adjunta de Informática (SGAI)
Centro de Supercomputación de Galicia
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
description 13 pags., 10 figs., 3 tabs.
publishDate 2024
dc.date.none.fl_str_mv 2024
2024
2024
2024
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/10261/365846
url http://hdl.handle.net/10261/365846
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 2021-2023/PID2022-142731OB-C21
http://dx.doi.org/10.1016/j.foodhyd.2024.110166
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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score 15,812455

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