Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications

Autores
Muñoz, Vanesa Alejandra; Ferrari, Gabriela Verónica; Montaña, Maria Paulina; Miskoski, Sandra; Garcia, Norman Andino
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Visible-light irradiation of aqueous-ethanolic solutions of Riboflavin (Rf) in the individual presence of the flavone chrysin (Chr) and its complex with Cu2 + ([Chr2Cu]; 2:1 L:M) generates singlet molecular oxygen O2(1Δg), that concomitantly interact with both flavone derivatives. Overall (kt) and reactive (kr) rate constants in the order of 107 M− 1 s− 1 were determined for the process. Metal chelation greatly enhances the scavenging ability of [Chr2Cu] towards O2(1Δg) through a mechanism dominated, in > 80%, by the physical component. In this way, practically all O2(1Δg) is deactivated by the complex without significant loss of the quencher. The isolated flavone quenches O2(1Δg) in a prevailing reactive fashion. The very low value exhibited by [Chr2Cu] for the kr/kt ratio constitutes a positive quality for antioxidative protectors in biological media, where elevated local concentration and high reactivity of significant molecules make them initial targets for O2(1Δg) aggression. Finally, two interesting properties in the field of free radicals scavenging by [Chr2Cu] must be mentioned. In first place metal chelation itself, in the obvious sense of free metal ion withdrawal from the oxidizable medium, prevents the initiation of a free radical-mediated oxidation processes through mechanisms of Fenton or lipid peroxidation. In addition, the incorporation of Cu adds to [Chr2Cu] the ability of a free radical scavenger, already described for similar Cu-chelate compounds. This collection of beneficial properties positions the complex as a remarkably promising bioprotector towards ROS-mediated oxidation. A quantification of the efficiency on the initial anti-oxidative effect exerted by Chr and [Chr2Cu] towards tryptophan was carried out. The amino acid is an archetypal molecular model, commonly employed to monitor oxidative degradation of proteinaceous media. It was efficiently photoprotected against O2(1Δg)-mediated photooxidation by [Chr2Cu].
Fil: Muñoz, Vanesa Alejandra. 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: Ferrari, Gabriela Verónica. 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: 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: Miskoski, Sandra. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Area de Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Garcia, Norman Andino. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Area de Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
Copper
Reactive Oxygen Specia
Photosensitization
Chrysin
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/60782
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implicationsMuñoz, Vanesa AlejandraFerrari, Gabriela VerónicaMontaña, Maria PaulinaMiskoski, SandraGarcia, Norman AndinoCopperReactive Oxygen SpeciaPhotosensitizationChrysinhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Visible-light irradiation of aqueous-ethanolic solutions of Riboflavin (Rf) in the individual presence of the flavone chrysin (Chr) and its complex with Cu2 + ([Chr2Cu]; 2:1 L:M) generates singlet molecular oxygen O2(1Δg), that concomitantly interact with both flavone derivatives. Overall (kt) and reactive (kr) rate constants in the order of 107 M− 1 s− 1 were determined for the process. Metal chelation greatly enhances the scavenging ability of [Chr2Cu] towards O2(1Δg) through a mechanism dominated, in > 80%, by the physical component. In this way, practically all O2(1Δg) is deactivated by the complex without significant loss of the quencher. The isolated flavone quenches O2(1Δg) in a prevailing reactive fashion. The very low value exhibited by [Chr2Cu] for the kr/kt ratio constitutes a positive quality for antioxidative protectors in biological media, where elevated local concentration and high reactivity of significant molecules make them initial targets for O2(1Δg) aggression. Finally, two interesting properties in the field of free radicals scavenging by [Chr2Cu] must be mentioned. In first place metal chelation itself, in the obvious sense of free metal ion withdrawal from the oxidizable medium, prevents the initiation of a free radical-mediated oxidation processes through mechanisms of Fenton or lipid peroxidation. In addition, the incorporation of Cu adds to [Chr2Cu] the ability of a free radical scavenger, already described for similar Cu-chelate compounds. This collection of beneficial properties positions the complex as a remarkably promising bioprotector towards ROS-mediated oxidation. A quantification of the efficiency on the initial anti-oxidative effect exerted by Chr and [Chr2Cu] towards tryptophan was carried out. The amino acid is an archetypal molecular model, commonly employed to monitor oxidative degradation of proteinaceous media. It was efficiently photoprotected against O2(1Δg)-mediated photooxidation by [Chr2Cu].Fil: Muñoz, Vanesa Alejandra. 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: Ferrari, Gabriela Verónica. 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: 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: Miskoski, Sandra. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Area de Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Garcia, Norman Andino. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Area de Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaElsevier Science Sa2016-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/60782Muñoz, Vanesa Alejandra; Ferrari, Gabriela Verónica; Montaña, Maria Paulina; Miskoski, Sandra; Garcia, Norman Andino; Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications; Elsevier Science Sa; Journal of Photochemistry and Photobiology B: Biology; 162; 9-2016; 597-6031011-1344CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotobiol.2016.07.027info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1011134416304079info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:49:30Zoai:ri.conicet.gov.ar:11336/60782instacron: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 09:49:30.623CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
title Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
spellingShingle Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
Muñoz, Vanesa Alejandra
Copper
Reactive Oxygen Specia
Photosensitization
Chrysin
title_short Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
title_full Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
title_fullStr Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
title_full_unstemmed Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
title_sort Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications
dc.creator.none.fl_str_mv Muñoz, Vanesa Alejandra
Ferrari, Gabriela Verónica
Montaña, Maria Paulina
Miskoski, Sandra
Garcia, Norman Andino
author Muñoz, Vanesa Alejandra
author_facet Muñoz, Vanesa Alejandra
Ferrari, Gabriela Verónica
Montaña, Maria Paulina
Miskoski, Sandra
Garcia, Norman Andino
author_role author
author2 Ferrari, Gabriela Verónica
Montaña, Maria Paulina
Miskoski, Sandra
Garcia, Norman Andino
author2_role author
author
author
author
dc.subject.none.fl_str_mv Copper
Reactive Oxygen Specia
Photosensitization
Chrysin
topic Copper
Reactive Oxygen Specia
Photosensitization
Chrysin
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Visible-light irradiation of aqueous-ethanolic solutions of Riboflavin (Rf) in the individual presence of the flavone chrysin (Chr) and its complex with Cu2 + ([Chr2Cu]; 2:1 L:M) generates singlet molecular oxygen O2(1Δg), that concomitantly interact with both flavone derivatives. Overall (kt) and reactive (kr) rate constants in the order of 107 M− 1 s− 1 were determined for the process. Metal chelation greatly enhances the scavenging ability of [Chr2Cu] towards O2(1Δg) through a mechanism dominated, in > 80%, by the physical component. In this way, practically all O2(1Δg) is deactivated by the complex without significant loss of the quencher. The isolated flavone quenches O2(1Δg) in a prevailing reactive fashion. The very low value exhibited by [Chr2Cu] for the kr/kt ratio constitutes a positive quality for antioxidative protectors in biological media, where elevated local concentration and high reactivity of significant molecules make them initial targets for O2(1Δg) aggression. Finally, two interesting properties in the field of free radicals scavenging by [Chr2Cu] must be mentioned. In first place metal chelation itself, in the obvious sense of free metal ion withdrawal from the oxidizable medium, prevents the initiation of a free radical-mediated oxidation processes through mechanisms of Fenton or lipid peroxidation. In addition, the incorporation of Cu adds to [Chr2Cu] the ability of a free radical scavenger, already described for similar Cu-chelate compounds. This collection of beneficial properties positions the complex as a remarkably promising bioprotector towards ROS-mediated oxidation. A quantification of the efficiency on the initial anti-oxidative effect exerted by Chr and [Chr2Cu] towards tryptophan was carried out. The amino acid is an archetypal molecular model, commonly employed to monitor oxidative degradation of proteinaceous media. It was efficiently photoprotected against O2(1Δg)-mediated photooxidation by [Chr2Cu].
Fil: Muñoz, Vanesa Alejandra. 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: Ferrari, Gabriela Verónica. 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: 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: Miskoski, Sandra. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Area de Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Garcia, Norman Andino. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Area de Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description Visible-light irradiation of aqueous-ethanolic solutions of Riboflavin (Rf) in the individual presence of the flavone chrysin (Chr) and its complex with Cu2 + ([Chr2Cu]; 2:1 L:M) generates singlet molecular oxygen O2(1Δg), that concomitantly interact with both flavone derivatives. Overall (kt) and reactive (kr) rate constants in the order of 107 M− 1 s− 1 were determined for the process. Metal chelation greatly enhances the scavenging ability of [Chr2Cu] towards O2(1Δg) through a mechanism dominated, in > 80%, by the physical component. In this way, practically all O2(1Δg) is deactivated by the complex without significant loss of the quencher. The isolated flavone quenches O2(1Δg) in a prevailing reactive fashion. The very low value exhibited by [Chr2Cu] for the kr/kt ratio constitutes a positive quality for antioxidative protectors in biological media, where elevated local concentration and high reactivity of significant molecules make them initial targets for O2(1Δg) aggression. Finally, two interesting properties in the field of free radicals scavenging by [Chr2Cu] must be mentioned. In first place metal chelation itself, in the obvious sense of free metal ion withdrawal from the oxidizable medium, prevents the initiation of a free radical-mediated oxidation processes through mechanisms of Fenton or lipid peroxidation. In addition, the incorporation of Cu adds to [Chr2Cu] the ability of a free radical scavenger, already described for similar Cu-chelate compounds. This collection of beneficial properties positions the complex as a remarkably promising bioprotector towards ROS-mediated oxidation. A quantification of the efficiency on the initial anti-oxidative effect exerted by Chr and [Chr2Cu] towards tryptophan was carried out. The amino acid is an archetypal molecular model, commonly employed to monitor oxidative degradation of proteinaceous media. It was efficiently photoprotected against O2(1Δg)-mediated photooxidation by [Chr2Cu].
publishDate 2016
dc.date.none.fl_str_mv 2016-09
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/11336/60782
Muñoz, Vanesa Alejandra; Ferrari, Gabriela Verónica; Montaña, Maria Paulina; Miskoski, Sandra; Garcia, Norman Andino; Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications; Elsevier Science Sa; Journal of Photochemistry and Photobiology B: Biology; 162; 9-2016; 597-603
1011-1344
CONICET Digital
CONICET
url http://hdl.handle.net/11336/60782
identifier_str_mv Muñoz, Vanesa Alejandra; Ferrari, Gabriela Verónica; Montaña, Maria Paulina; Miskoski, Sandra; Garcia, Norman Andino; Effect of Cu2 +-complexation on the scavenging ability of chrysin towards photogenerated singlet molecular oxygen (O2(1Δg)). Possible biological implications; Elsevier Science Sa; Journal of Photochemistry and Photobiology B: Biology; 162; 9-2016; 597-603
1011-1344
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.jphotobiol.2016.07.027
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1011134416304079
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
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application/pdf
application/pdf
application/pdf
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dc.publisher.none.fl_str_mv Elsevier Science Sa
publisher.none.fl_str_mv Elsevier Science Sa
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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