A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical

n this study, poly(HEMA-PEGxMEM-IA) hydrogels were prepared by radical copolymerization of poly(ethylene glycol) methyl ether methacrylate (PEGxMEM), 2-hydroxyethyl methacrylate (HEMA), and itaconic acid (IA). The reaction was carried out in ethanolic solution using N,N′-methylenebisacrylamide (MBA)...

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Autores: Gutiérrez, Carlos D., Aranzábal, Rosana L., Elvira, Carlos, Lechuga, Ana M., Gallardo Ruiz, Alberto, Ludeña, Michael A.
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2024
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositório:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/369419
Acesso em linha:http://hdl.handle.net/10261/369419
Access Level:Acceso aberto
Palavra-chave:hydrogel
pH-responsive
ursolic acid
release
delivery
itaconic acid
2-hydroxyethylmethacrylate
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oai_identifier_str oai:digital.csic.es:10261/369419
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spelling A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid PhytochemicalGutiérrez, Carlos D.Aranzábal, Rosana L.Elvira, CarlosLechuga, Ana M.Gallardo Ruiz, AlbertoLudeña, Michael A.hydrogelpH-responsiveursolic acidreleasedeliveryitaconic acid2-hydroxyethylmethacrylaten this study, poly(HEMA-PEGxMEM-IA) hydrogels were prepared by radical copolymerization of poly(ethylene glycol) methyl ether methacrylate (PEGxMEM), 2-hydroxyethyl methacrylate (HEMA), and itaconic acid (IA). The reaction was carried out in ethanolic solution using N,N′-methylenebisacrylamide (MBA) as a crosslinking agent and 1-hydroxycyclohexyl phenyl ketone (HCPK) as a photo-initiator. The poly(HEMA-PEGxMEM-IA) hydrogels (HGx) were evaluated as a delivery system for ursolic acid (UA), a phytochemical extracted from the plant Clinopodium revolutum, “flor de arena”. The hydrogels were characterized by Fourier-transform infrared spectroscopy (FTIR-ATR), Raman spectroscopy, X-Ray diffraction (XRD), thermogravimetric analysis (TGA), and scanning electron microscopy (SEM). The swelling behavior was studied in buffer solutions from pH 2 to 10, specifically at pH 2.2 (gastric environment) and 7.4 (intestinal environment). It was found that the hydrogels studied showed sensitivity to pH. At pH 2.2, the degree of swelling for HG5 and HG9 hydrogels was 0.45 and 0.93 (g water/g hydrogel), respectively. At pH 7.4, the degree of swelling for HG5 and HG9 hydrogels was 1.97 and 2.64 (g water/g hydrogel), respectively. The SEM images show the variation in pore size as a function of pH, and the UA crystals in the pores of the hydrogels can also be observed. The in vitro UA release data best fit the Korsmeyer–Peppas kinetic model and the diffusion exponent indicates that the release mechanism is governed by Fickian diffusion.This research was funded by “CONCYTEC-PROCIENCIA under contract No. PE5010856282023”.Peer reviewedMultidisciplinary Digital Publishing InstituteConsejo Nacional de Ciencia, Tecnología e Innovación Tecnológica (Perú)Gallardo, Alberto [0000-0003-4614-4299]Elvira, Carlos [0000-0001-6007-5774]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202420242024info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/369419reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttps://doi.org/10.3390/ gels10090602Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3694192026-05-22T06:33:51Z
dc.title.none.fl_str_mv A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
title A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
spellingShingle A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
Gutiérrez, Carlos D.
hydrogel
pH-responsive
ursolic acid
release
delivery
itaconic acid
2-hydroxyethylmethacrylate
title_short A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
title_full A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
title_fullStr A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
title_full_unstemmed A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
title_sort A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical
dc.creator.none.fl_str_mv Gutiérrez, Carlos D.
Aranzábal, Rosana L.
Elvira, Carlos
Lechuga, Ana M.
Gallardo Ruiz, Alberto
Ludeña, Michael A.
author Gutiérrez, Carlos D.
author_facet Gutiérrez, Carlos D.
Aranzábal, Rosana L.
Elvira, Carlos
Lechuga, Ana M.
Gallardo Ruiz, Alberto
Ludeña, Michael A.
author_role author
author2 Aranzábal, Rosana L.
Elvira, Carlos
Lechuga, Ana M.
Gallardo Ruiz, Alberto
Ludeña, Michael A.
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Consejo Nacional de Ciencia, Tecnología e Innovación Tecnológica (Perú)
Gallardo, Alberto [0000-0003-4614-4299]
Elvira, Carlos [0000-0001-6007-5774]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv hydrogel
pH-responsive
ursolic acid
release
delivery
itaconic acid
2-hydroxyethylmethacrylate
topic hydrogel
pH-responsive
ursolic acid
release
delivery
itaconic acid
2-hydroxyethylmethacrylate
description n this study, poly(HEMA-PEGxMEM-IA) hydrogels were prepared by radical copolymerization of poly(ethylene glycol) methyl ether methacrylate (PEGxMEM), 2-hydroxyethyl methacrylate (HEMA), and itaconic acid (IA). The reaction was carried out in ethanolic solution using N,N′-methylenebisacrylamide (MBA) as a crosslinking agent and 1-hydroxycyclohexyl phenyl ketone (HCPK) as a photo-initiator. The poly(HEMA-PEGxMEM-IA) hydrogels (HGx) were evaluated as a delivery system for ursolic acid (UA), a phytochemical extracted from the plant Clinopodium revolutum, “flor de arena”. The hydrogels were characterized by Fourier-transform infrared spectroscopy (FTIR-ATR), Raman spectroscopy, X-Ray diffraction (XRD), thermogravimetric analysis (TGA), and scanning electron microscopy (SEM). The swelling behavior was studied in buffer solutions from pH 2 to 10, specifically at pH 2.2 (gastric environment) and 7.4 (intestinal environment). It was found that the hydrogels studied showed sensitivity to pH. At pH 2.2, the degree of swelling for HG5 and HG9 hydrogels was 0.45 and 0.93 (g water/g hydrogel), respectively. At pH 7.4, the degree of swelling for HG5 and HG9 hydrogels was 1.97 and 2.64 (g water/g hydrogel), respectively. The SEM images show the variation in pore size as a function of pH, and the UA crystals in the pores of the hydrogels can also be observed. The in vitro UA release data best fit the Korsmeyer–Peppas kinetic model and the diffusion exponent indicates that the release mechanism is governed by Fickian diffusion.
publishDate 2024
dc.date.none.fl_str_mv 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/10261/369419
url http://hdl.handle.net/10261/369419
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://doi.org/10.3390/ gels10090602
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute
publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute
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 15,198674

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