Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin
- Autores
- Montaña, Maria Paulina; Massad, Walter Alfredo; Criado, Susana Noemi; Biasutti, Maria Alicia; Garcia, Norman Andino
- Año de publicación
- 2010
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Kinetic and mechanistic aspects on the stability of the flavones (FL) quercetin (Que), morin (Mor) and rutin (Rut), in methanolic solution and in the presence of reactive oxygen species (ROS) generated by visible light-promoted riboflavin (Rf, vitamin B2) photoirradiation were studied. The system was chosen as a model for the evaluation of the in vivo protective effect of biological targets by the flavones. The overall picture includes the vitamin as an endogenous natural photosensitizer. A systematic study on the effect of ROS on FL photostability shows that under work conditions Que is oxidized by singlet molecular oxygen (O2(1Δg)), superoxide radical anion (O2̇-) and hydrogen peroxide; Mor is degraded by O2(1Δg) and O 2̇- whereas Rut only reacts with O2( 1Δg). Que and Rut, with an extremely poor overall rate constant, are mainly physical quenchers of O2( 1Δg). Mor, with O2(1Δ g)-interception ability slightly lower than the recognized synthetic antioxidant trolox (Tx), behaves as a typical sacrificial scavenger provided that ca 80% of the collisions with O2(1Δ g) cause its own degradation, whereas this parameter reaches around 50% in the case of Tx.
Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; Argentina
Fil: Massad, Walter Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Criado, Susana Noemi. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Biasutti, Maria Alicia. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Garcia, Norman Andino. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina - Materia
-
Quercetin
Morin Rutin
Photoooxidation
Photodegradation - 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:11336/131225
Ver los metadatos del registro completo
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Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutinMontaña, Maria PaulinaMassad, Walter AlfredoCriado, Susana NoemiBiasutti, Maria AliciaGarcia, Norman AndinoQuercetinMorin RutinPhotoooxidationPhotodegradationhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Kinetic and mechanistic aspects on the stability of the flavones (FL) quercetin (Que), morin (Mor) and rutin (Rut), in methanolic solution and in the presence of reactive oxygen species (ROS) generated by visible light-promoted riboflavin (Rf, vitamin B2) photoirradiation were studied. The system was chosen as a model for the evaluation of the in vivo protective effect of biological targets by the flavones. The overall picture includes the vitamin as an endogenous natural photosensitizer. A systematic study on the effect of ROS on FL photostability shows that under work conditions Que is oxidized by singlet molecular oxygen (O2(1Δg)), superoxide radical anion (O2̇-) and hydrogen peroxide; Mor is degraded by O2(1Δg) and O 2̇- whereas Rut only reacts with O2( 1Δg). Que and Rut, with an extremely poor overall rate constant, are mainly physical quenchers of O2( 1Δg). Mor, with O2(1Δ g)-interception ability slightly lower than the recognized synthetic antioxidant trolox (Tx), behaves as a typical sacrificial scavenger provided that ca 80% of the collisions with O2(1Δ g) cause its own degradation, whereas this parameter reaches around 50% in the case of Tx.Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; ArgentinaFil: Massad, Walter Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Criado, Susana Noemi. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Biasutti, Maria Alicia. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Garcia, Norman Andino. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaWiley Blackwell Publishing, Inc2010-07-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/131225Montaña, Maria Paulina; Massad, Walter Alfredo; Criado, Susana Noemi; Biasutti, Maria Alicia; Garcia, Norman Andino; Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin; Wiley Blackwell Publishing, Inc; Photochemistry and Photobiology; 86; 4; 7-7-2010; 827-8340031-8655CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1111/j.1751-1097.2010.00754.xinfo:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/full/10.1111/j.1751-1097.2010.00754.xinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:52:29Zoai:ri.conicet.gov.ar:11336/131225instacron: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:34982025-09-03 09:52:29.392CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin |
title |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin |
spellingShingle |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin Montaña, Maria Paulina Quercetin Morin Rutin Photoooxidation Photodegradation |
title_short |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin |
title_full |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin |
title_fullStr |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin |
title_full_unstemmed |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin |
title_sort |
Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin |
dc.creator.none.fl_str_mv |
Montaña, Maria Paulina Massad, Walter Alfredo Criado, Susana Noemi Biasutti, Maria Alicia Garcia, Norman Andino |
author |
Montaña, Maria Paulina |
author_facet |
Montaña, Maria Paulina Massad, Walter Alfredo Criado, Susana Noemi Biasutti, Maria Alicia Garcia, Norman Andino |
author_role |
author |
author2 |
Massad, Walter Alfredo Criado, Susana Noemi Biasutti, Maria Alicia Garcia, Norman Andino |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
Quercetin Morin Rutin Photoooxidation Photodegradation |
topic |
Quercetin Morin Rutin Photoooxidation Photodegradation |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Kinetic and mechanistic aspects on the stability of the flavones (FL) quercetin (Que), morin (Mor) and rutin (Rut), in methanolic solution and in the presence of reactive oxygen species (ROS) generated by visible light-promoted riboflavin (Rf, vitamin B2) photoirradiation were studied. The system was chosen as a model for the evaluation of the in vivo protective effect of biological targets by the flavones. The overall picture includes the vitamin as an endogenous natural photosensitizer. A systematic study on the effect of ROS on FL photostability shows that under work conditions Que is oxidized by singlet molecular oxygen (O2(1Δg)), superoxide radical anion (O2̇-) and hydrogen peroxide; Mor is degraded by O2(1Δg) and O 2̇- whereas Rut only reacts with O2( 1Δg). Que and Rut, with an extremely poor overall rate constant, are mainly physical quenchers of O2( 1Δg). Mor, with O2(1Δ g)-interception ability slightly lower than the recognized synthetic antioxidant trolox (Tx), behaves as a typical sacrificial scavenger provided that ca 80% of the collisions with O2(1Δ g) cause its own degradation, whereas this parameter reaches around 50% in the case of Tx. Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; Argentina Fil: Massad, Walter Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina Fil: Criado, Susana Noemi. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina Fil: Biasutti, Maria Alicia. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina Fil: Garcia, Norman Andino. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina |
description |
Kinetic and mechanistic aspects on the stability of the flavones (FL) quercetin (Que), morin (Mor) and rutin (Rut), in methanolic solution and in the presence of reactive oxygen species (ROS) generated by visible light-promoted riboflavin (Rf, vitamin B2) photoirradiation were studied. The system was chosen as a model for the evaluation of the in vivo protective effect of biological targets by the flavones. The overall picture includes the vitamin as an endogenous natural photosensitizer. A systematic study on the effect of ROS on FL photostability shows that under work conditions Que is oxidized by singlet molecular oxygen (O2(1Δg)), superoxide radical anion (O2̇-) and hydrogen peroxide; Mor is degraded by O2(1Δg) and O 2̇- whereas Rut only reacts with O2( 1Δg). Que and Rut, with an extremely poor overall rate constant, are mainly physical quenchers of O2( 1Δg). Mor, with O2(1Δ g)-interception ability slightly lower than the recognized synthetic antioxidant trolox (Tx), behaves as a typical sacrificial scavenger provided that ca 80% of the collisions with O2(1Δ g) cause its own degradation, whereas this parameter reaches around 50% in the case of Tx. |
publishDate |
2010 |
dc.date.none.fl_str_mv |
2010-07-07 |
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/11336/131225 Montaña, Maria Paulina; Massad, Walter Alfredo; Criado, Susana Noemi; Biasutti, Maria Alicia; Garcia, Norman Andino; Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin; Wiley Blackwell Publishing, Inc; Photochemistry and Photobiology; 86; 4; 7-7-2010; 827-834 0031-8655 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/131225 |
identifier_str_mv |
Montaña, Maria Paulina; Massad, Walter Alfredo; Criado, Susana Noemi; Biasutti, Maria Alicia; Garcia, Norman Andino; Stability of flavonoids in the presence of riboflavin-photogenerated reactive oxygen species: A kinetic and mechanistic study on quercetin, morin and rutin; Wiley Blackwell Publishing, Inc; Photochemistry and Photobiology; 86; 4; 7-7-2010; 827-834 0031-8655 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1111/j.1751-1097.2010.00754.x info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/full/10.1111/j.1751-1097.2010.00754.x |
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 |
dc.publisher.none.fl_str_mv |
Wiley Blackwell Publishing, Inc |
publisher.none.fl_str_mv |
Wiley Blackwell Publishing, Inc |
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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1842269161675292672 |
score |
13.13397 |