Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds
- Autores
- Arrua, Ruben Dario; Basbus, Juan Felipe; Strumia, Miriam Cristina; Alvarez, Cecilia Ines; Nazareno, Mónica Azucena
- Año de publicación
- 2012
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Solid phase radical scavengers have been prepared by the immobilization of antioxidant (AOX) compounds on macroporous polymers. Poly(glycidylmethacrylate- co-trimethylolpropane trimethacrylate) [poly(GMA-TRIM)] and poly(N-acryloyl- tris(hydroxymethyl)aminomethane-co-glycidylmethacrylate-co-N, N′-methylenebisacrylamide) [poly(NAT-GMA-BIS)] were prepared by free radical polymerization using a mixture of dimethylsulfoxide (DMSO)- poly(ethyleneglycol) 6000 (PEG 6000) as a porogenic solvent. The polymers were aminated with ethylenediamine (EDA) and the linkage of the polyphenolic compounds (gallic and caffeic acids) was carried out by two different approaches: through N,N′-dicyclohexylcarbodiimide/4-dimethylaminepyridine (DCC/DMAP) system (one-step method) or through the previous formation of the acyl chloride of the polyphenolic compounds and subsequent amidation reaction (two-step method). The available phenolic groups on the macroporous polymers were determined using the Folin-Ciocalteu method; the radical scavenging properties of the materials prepared were evaluated using the radical species 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and 2,2′-azino-bis-[3- ethylbenzothiazoline-6-sulfonic acid] radical cation (ABTS +). From the results, higher antiradical capacities were obtained with the polymers in which the immobilization of the antioxidant molecules was performed through the two-step method. The polymeric networks prepared in this work yielded up to 13.2 μmol AOX/g of dry polymer, which allowed a quantitative removal of the radicals tested in less than 30 min. © 2012 Elsevier Ltd. All rights reserved.
Fil: Arrua, Ruben Dario. Universidad Nacional de Santiago del Estero. Facultad de Agronomía y Agroindustrias. Instituto de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Basbus, Juan Felipe. Universidad Nacional de Santiago del Estero. Facultad de Agronomía y Agroindustrias. Instituto de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Strumia, Miriam Cristina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Alvarez, Cecilia Ines. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas; Argentina. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; Argentina
Fil: Nazareno, Mónica Azucena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Santiago del Estero. Universidad Nacional de Santiago del Estero. Centro de Investigaciones y Transferencia de Santiago del Estero; Argentina - Materia
-
ANTIOXIDANTS
ANTIRADICAL ACTIVITY
MACROPOROUS POLYMERS
PHENOLIC COMPOUNDS
POLYPHENOLS - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/150287
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Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compoundsArrua, Ruben DarioBasbus, Juan FelipeStrumia, Miriam CristinaAlvarez, Cecilia InesNazareno, Mónica AzucenaANTIOXIDANTSANTIRADICAL ACTIVITYMACROPOROUS POLYMERSPHENOLIC COMPOUNDSPOLYPHENOLShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Solid phase radical scavengers have been prepared by the immobilization of antioxidant (AOX) compounds on macroporous polymers. Poly(glycidylmethacrylate- co-trimethylolpropane trimethacrylate) [poly(GMA-TRIM)] and poly(N-acryloyl- tris(hydroxymethyl)aminomethane-co-glycidylmethacrylate-co-N, N′-methylenebisacrylamide) [poly(NAT-GMA-BIS)] were prepared by free radical polymerization using a mixture of dimethylsulfoxide (DMSO)- poly(ethyleneglycol) 6000 (PEG 6000) as a porogenic solvent. The polymers were aminated with ethylenediamine (EDA) and the linkage of the polyphenolic compounds (gallic and caffeic acids) was carried out by two different approaches: through N,N′-dicyclohexylcarbodiimide/4-dimethylaminepyridine (DCC/DMAP) system (one-step method) or through the previous formation of the acyl chloride of the polyphenolic compounds and subsequent amidation reaction (two-step method). The available phenolic groups on the macroporous polymers were determined using the Folin-Ciocalteu method; the radical scavenging properties of the materials prepared were evaluated using the radical species 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and 2,2′-azino-bis-[3- ethylbenzothiazoline-6-sulfonic acid] radical cation (ABTS +). From the results, higher antiradical capacities were obtained with the polymers in which the immobilization of the antioxidant molecules was performed through the two-step method. The polymeric networks prepared in this work yielded up to 13.2 μmol AOX/g of dry polymer, which allowed a quantitative removal of the radicals tested in less than 30 min. © 2012 Elsevier Ltd. All rights reserved.Fil: Arrua, Ruben Dario. Universidad Nacional de Santiago del Estero. Facultad de Agronomía y Agroindustrias. Instituto de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Basbus, Juan Felipe. Universidad Nacional de Santiago del Estero. Facultad de Agronomía y Agroindustrias. Instituto de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Strumia, Miriam Cristina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaFil: Alvarez, Cecilia Ines. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas; Argentina. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; ArgentinaFil: Nazareno, Mónica Azucena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Santiago del Estero. Universidad Nacional de Santiago del Estero. Centro de Investigaciones y Transferencia de Santiago del Estero; ArgentinaElsevier Science2012-11info: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/11336/150287Arrua, Ruben Dario; Basbus, Juan Felipe; Strumia, Miriam Cristina; Alvarez, Cecilia Ines; Nazareno, Mónica Azucena; Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds; Elsevier Science; Reactive & Functional Polymers; 72; 11; 11-2012; 807-8131381-5148CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.reactfunctpolym.2012.07.017info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S1381514812002143info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:56:02Zoai:ri.conicet.gov.ar:11336/150287instacron: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 09:56:02.546CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds |
title |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds |
spellingShingle |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds Arrua, Ruben Dario ANTIOXIDANTS ANTIRADICAL ACTIVITY MACROPOROUS POLYMERS PHENOLIC COMPOUNDS POLYPHENOLS |
title_short |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds |
title_full |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds |
title_fullStr |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds |
title_full_unstemmed |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds |
title_sort |
Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds |
dc.creator.none.fl_str_mv |
Arrua, Ruben Dario Basbus, Juan Felipe Strumia, Miriam Cristina Alvarez, Cecilia Ines Nazareno, Mónica Azucena |
author |
Arrua, Ruben Dario |
author_facet |
Arrua, Ruben Dario Basbus, Juan Felipe Strumia, Miriam Cristina Alvarez, Cecilia Ines Nazareno, Mónica Azucena |
author_role |
author |
author2 |
Basbus, Juan Felipe Strumia, Miriam Cristina Alvarez, Cecilia Ines Nazareno, Mónica Azucena |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
ANTIOXIDANTS ANTIRADICAL ACTIVITY MACROPOROUS POLYMERS PHENOLIC COMPOUNDS POLYPHENOLS |
topic |
ANTIOXIDANTS ANTIRADICAL ACTIVITY MACROPOROUS POLYMERS PHENOLIC COMPOUNDS POLYPHENOLS |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Solid phase radical scavengers have been prepared by the immobilization of antioxidant (AOX) compounds on macroporous polymers. Poly(glycidylmethacrylate- co-trimethylolpropane trimethacrylate) [poly(GMA-TRIM)] and poly(N-acryloyl- tris(hydroxymethyl)aminomethane-co-glycidylmethacrylate-co-N, N′-methylenebisacrylamide) [poly(NAT-GMA-BIS)] were prepared by free radical polymerization using a mixture of dimethylsulfoxide (DMSO)- poly(ethyleneglycol) 6000 (PEG 6000) as a porogenic solvent. The polymers were aminated with ethylenediamine (EDA) and the linkage of the polyphenolic compounds (gallic and caffeic acids) was carried out by two different approaches: through N,N′-dicyclohexylcarbodiimide/4-dimethylaminepyridine (DCC/DMAP) system (one-step method) or through the previous formation of the acyl chloride of the polyphenolic compounds and subsequent amidation reaction (two-step method). The available phenolic groups on the macroporous polymers were determined using the Folin-Ciocalteu method; the radical scavenging properties of the materials prepared were evaluated using the radical species 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and 2,2′-azino-bis-[3- ethylbenzothiazoline-6-sulfonic acid] radical cation (ABTS +). From the results, higher antiradical capacities were obtained with the polymers in which the immobilization of the antioxidant molecules was performed through the two-step method. The polymeric networks prepared in this work yielded up to 13.2 μmol AOX/g of dry polymer, which allowed a quantitative removal of the radicals tested in less than 30 min. © 2012 Elsevier Ltd. All rights reserved. Fil: Arrua, Ruben Dario. Universidad Nacional de Santiago del Estero. Facultad de Agronomía y Agroindustrias. Instituto de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina Fil: Basbus, Juan Felipe. Universidad Nacional de Santiago del Estero. Facultad de Agronomía y Agroindustrias. Instituto de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina Fil: Strumia, Miriam Cristina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina Fil: Alvarez, Cecilia Ines. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas; Argentina. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; Argentina Fil: Nazareno, Mónica Azucena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Santiago del Estero. Universidad Nacional de Santiago del Estero. Centro de Investigaciones y Transferencia de Santiago del Estero; Argentina |
description |
Solid phase radical scavengers have been prepared by the immobilization of antioxidant (AOX) compounds on macroporous polymers. Poly(glycidylmethacrylate- co-trimethylolpropane trimethacrylate) [poly(GMA-TRIM)] and poly(N-acryloyl- tris(hydroxymethyl)aminomethane-co-glycidylmethacrylate-co-N, N′-methylenebisacrylamide) [poly(NAT-GMA-BIS)] were prepared by free radical polymerization using a mixture of dimethylsulfoxide (DMSO)- poly(ethyleneglycol) 6000 (PEG 6000) as a porogenic solvent. The polymers were aminated with ethylenediamine (EDA) and the linkage of the polyphenolic compounds (gallic and caffeic acids) was carried out by two different approaches: through N,N′-dicyclohexylcarbodiimide/4-dimethylaminepyridine (DCC/DMAP) system (one-step method) or through the previous formation of the acyl chloride of the polyphenolic compounds and subsequent amidation reaction (two-step method). The available phenolic groups on the macroporous polymers were determined using the Folin-Ciocalteu method; the radical scavenging properties of the materials prepared were evaluated using the radical species 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and 2,2′-azino-bis-[3- ethylbenzothiazoline-6-sulfonic acid] radical cation (ABTS +). From the results, higher antiradical capacities were obtained with the polymers in which the immobilization of the antioxidant molecules was performed through the two-step method. The polymeric networks prepared in this work yielded up to 13.2 μmol AOX/g of dry polymer, which allowed a quantitative removal of the radicals tested in less than 30 min. © 2012 Elsevier Ltd. All rights reserved. |
publishDate |
2012 |
dc.date.none.fl_str_mv |
2012-11 |
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/11336/150287 Arrua, Ruben Dario; Basbus, Juan Felipe; Strumia, Miriam Cristina; Alvarez, Cecilia Ines; Nazareno, Mónica Azucena; Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds; Elsevier Science; Reactive & Functional Polymers; 72; 11; 11-2012; 807-813 1381-5148 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/150287 |
identifier_str_mv |
Arrua, Ruben Dario; Basbus, Juan Felipe; Strumia, Miriam Cristina; Alvarez, Cecilia Ines; Nazareno, Mónica Azucena; Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds; Elsevier Science; Reactive & Functional Polymers; 72; 11; 11-2012; 807-813 1381-5148 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.reactfunctpolym.2012.07.017 info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S1381514812002143 |
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 |
Elsevier Science |
publisher.none.fl_str_mv |
Elsevier Science |
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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1844613685693120512 |
score |
13.070432 |