QSAR studies of the antioxidant activity of anthocyanins

Autores
Duchowicz, Pablo Román; Szewczuk, Nicolás Alejandro; Pomilio, Alicia B.
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Through experimental information available from antioxidant assays of seventeen anthocyanins, and six common anthocyanidins, quantitative structure–activity relationships (QSAR) have been established in the present work. The antioxidant bioactivity has been predicted in three different lipid environments: emulsified and bulk oil (methyl linoleate) (in vitro tests) at concentrations of 50 and 250 μM, and 50 μM of the inhibitor, respectively, and in human LDL (low-density lipoprotein; “bad cholesterol”) (ex vivo test) at concentrations of 2.5, 10, and 25 μM of the inhibitor. Radical scavenging activity was predicted in the assay with the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH·). The QSAR models developed for each test and concentration used allowed to obtain prospective information on the constitutional and topological molecular characteristics for anthocyanin/anthocyanidin compounds. Therefore, the antioxidant activity was predicted for twenty-one compounds with unknown experimental values, leading for some of them to a favorable predicted bioactivity.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Materia
Química
Anthocyanins
Antioxidant activity
Quantitative structure–activity relationships
Molecular descriptors
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/127041
Acceder
id SEDICI_ef9332a69c067ffff36b26539a891606
oai_identifier_str oai:sedici.unlp.edu.ar:10915/127041
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling QSAR studies of the antioxidant activity of anthocyaninsDuchowicz, Pablo RománSzewczuk, Nicolás AlejandroPomilio, Alicia B.QuímicaAnthocyaninsAntioxidant activityQuantitative structure–activity relationshipsMolecular descriptorsThrough experimental information available from antioxidant assays of seventeen anthocyanins, and six common anthocyanidins, quantitative structure–activity relationships (QSAR) have been established in the present work. The antioxidant bioactivity has been predicted in three different lipid environments: emulsified and bulk oil (methyl linoleate) (in vitro tests) at concentrations of 50 and 250 μM, and 50 μM of the inhibitor, respectively, and in human LDL (low-density lipoprotein; “bad cholesterol”) (ex vivo test) at concentrations of 2.5, 10, and 25 μM of the inhibitor. Radical scavenging activity was predicted in the assay with the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH·). The QSAR models developed for each test and concentration used allowed to obtain prospective information on the constitutional and topological molecular characteristics for anthocyanin/anthocyanidin compounds. Therefore, the antioxidant activity was predicted for twenty-one compounds with unknown experimental values, leading for some of them to a favorable predicted bioactivity.Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas2019-08-17info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf5518-5530http://sedici.unlp.edu.ar/handle/10915/127041enginfo:eu-repo/semantics/altIdentifier/issn/0022-1155info:eu-repo/semantics/altIdentifier/issn/0975-8402info:eu-repo/semantics/altIdentifier/pmid/31749500info:eu-repo/semantics/altIdentifier/doi/10.1007/s13197-019-04024-winfo:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-03T11:02:48Zoai:sedici.unlp.edu.ar:10915/127041Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-03 11:02:48.676SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv QSAR studies of the antioxidant activity of anthocyanins
title QSAR studies of the antioxidant activity of anthocyanins
spellingShingle QSAR studies of the antioxidant activity of anthocyanins
Duchowicz, Pablo Román
Química
Anthocyanins
Antioxidant activity
Quantitative structure–activity relationships
Molecular descriptors
title_short QSAR studies of the antioxidant activity of anthocyanins
title_full QSAR studies of the antioxidant activity of anthocyanins
title_fullStr QSAR studies of the antioxidant activity of anthocyanins
title_full_unstemmed QSAR studies of the antioxidant activity of anthocyanins
title_sort QSAR studies of the antioxidant activity of anthocyanins
dc.creator.none.fl_str_mv Duchowicz, Pablo Román
Szewczuk, Nicolás Alejandro
Pomilio, Alicia B.
author Duchowicz, Pablo Román
author_facet Duchowicz, Pablo Román
Szewczuk, Nicolás Alejandro
Pomilio, Alicia B.
author_role author
author2 Szewczuk, Nicolás Alejandro
Pomilio, Alicia B.
author2_role author
author
dc.subject.none.fl_str_mv Química
Anthocyanins
Antioxidant activity
Quantitative structure–activity relationships
Molecular descriptors
topic Química
Anthocyanins
Antioxidant activity
Quantitative structure–activity relationships
Molecular descriptors
dc.description.none.fl_txt_mv Through experimental information available from antioxidant assays of seventeen anthocyanins, and six common anthocyanidins, quantitative structure–activity relationships (QSAR) have been established in the present work. The antioxidant bioactivity has been predicted in three different lipid environments: emulsified and bulk oil (methyl linoleate) (in vitro tests) at concentrations of 50 and 250 μM, and 50 μM of the inhibitor, respectively, and in human LDL (low-density lipoprotein; “bad cholesterol”) (ex vivo test) at concentrations of 2.5, 10, and 25 μM of the inhibitor. Radical scavenging activity was predicted in the assay with the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH·). The QSAR models developed for each test and concentration used allowed to obtain prospective information on the constitutional and topological molecular characteristics for anthocyanin/anthocyanidin compounds. Therefore, the antioxidant activity was predicted for twenty-one compounds with unknown experimental values, leading for some of them to a favorable predicted bioactivity.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
description Through experimental information available from antioxidant assays of seventeen anthocyanins, and six common anthocyanidins, quantitative structure–activity relationships (QSAR) have been established in the present work. The antioxidant bioactivity has been predicted in three different lipid environments: emulsified and bulk oil (methyl linoleate) (in vitro tests) at concentrations of 50 and 250 μM, and 50 μM of the inhibitor, respectively, and in human LDL (low-density lipoprotein; “bad cholesterol”) (ex vivo test) at concentrations of 2.5, 10, and 25 μM of the inhibitor. Radical scavenging activity was predicted in the assay with the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH·). The QSAR models developed for each test and concentration used allowed to obtain prospective information on the constitutional and topological molecular characteristics for anthocyanin/anthocyanidin compounds. Therefore, the antioxidant activity was predicted for twenty-one compounds with unknown experimental values, leading for some of them to a favorable predicted bioactivity.
publishDate 2019
dc.date.none.fl_str_mv 2019-08-17
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/127041
url http://sedici.unlp.edu.ar/handle/10915/127041
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/0022-1155
info:eu-repo/semantics/altIdentifier/issn/0975-8402
info:eu-repo/semantics/altIdentifier/pmid/31749500
info:eu-repo/semantics/altIdentifier/doi/10.1007/s13197-019-04024-w
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
dc.format.none.fl_str_mv application/pdf
5518-5530
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
_version_ 1842260525917929472
score 13.13397

Publicaciones similares