Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities

Antioxidant compounds, including polyphenols, have therapeutic effects because of their anti-inflammatory, antihypertensive, antithrombotic and antiproliferative properties. They play important roles in protecting the cardiovascular and neurological systems, by having preventive or protective effect...

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Autores: Pérez de Vega, M. Jesús, Moreno-Fernández, Silvia, Pontes-Quero, Gloria María, González-Amor, María, Vázquez Lasa, Blanca, Sabater-Muñoz, Beatriz, Briones, Ana M., Aguilar, María Rosa, Miguel, Marta, González-Muñiz, Rosario
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2020
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/220282
Acceso en línea:http://hdl.handle.net/10261/220282
Access Level:acceso abierto
Palabra clave:Antioxidants
ORAC
ABTS
DPPH
polyhydroxyphenyl amides
polyhydroxyphenyl ureas
NADPH oxidase
vasculoprotection
Saccharomyces cerevisiae
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spelling Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activitiesPérez de Vega, M. JesúsMoreno-Fernández, SilviaPontes-Quero, Gloria MaríaGonzález-Amor, MaríaVázquez Lasa, BlancaSabater-Muñoz, BeatrizBriones, Ana M.Aguilar, María RosaMiguel, MartaGonzález-Muñiz, RosarioAntioxidantsORACABTSDPPHpolyhydroxyphenyl amidespolyhydroxyphenyl ureasNADPH oxidasevasculoprotectionSaccharomyces cerevisiaeAntioxidant compounds, including polyphenols, have therapeutic effects because of their anti-inflammatory, antihypertensive, antithrombotic and antiproliferative properties. They play important roles in protecting the cardiovascular and neurological systems, by having preventive or protective effects against free radicals produced by either normal or pathological metabolism in such systems. For instance, resveratrol, a well-known potent antioxidant, has a counteracting effect on the excess of reactive oxygen species (ROS) and has a number of therapeutic benefits, like anti-inflammatory, anti-cancer and cardioprotective activities. Based on previous work from our group, and on the most frequent OH substitutions of natural polyphenols, we designed two series of synthetically accessible bis-polyhydroxyphenyl derivatives, separated by amide or urea linkers. These compounds exhibit high antioxidant ability (oxygen radical absorbance capacity (ORAC) assay) and interesting radical scavenging activity (RSA) values (2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and α,α-diphenyl-β-picrylhydrazyl (DPPH) tests). Some of the best polyphenols were evaluated in two biological systems, endothelial cells (in vitro) and whole aorta (ex vivo), highly susceptible for the deleterious effects of prooxidants under different inflammatory conditions, showing protection against oxidative stress induced by inflammatory stimuli relevant in cardiovascular diseases, i.e., Angiotensin II and IL-1β. Selected compounds also showed strong in vivo antioxidant properties when evaluated in the model organism Saccharomyces cerevisiae.This research was funded by grants from the Spanish Ministerio de Ciencia, Innovación y Universidades (MICIU-FEDER) grant number RTI2018-097189-B-C22 to RGM, SAF2016-80305P to AMB, and CSIC grant number 2019E030 to RGM.Peer reviewedMultidisciplinary Digital Publishing InstituteMinisterio de Economía y Competitividad (España)Ministerio de Ciencia, Innovación y Universidades (España)Agencia Estatal de Investigación (España)European CommissionConsejo Superior de Investigaciones Científicas (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2020202020202020info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/220282reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2016-80305Pinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-097189-B-C22RTI2018-097189-B-C22/AEI/10.13039/501100011033https://doi.org/10.3390/antiox9090787Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2202822026-05-22T06:33:51Z
dc.title.none.fl_str_mv Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
title Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
spellingShingle Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
Pérez de Vega, M. Jesús
Antioxidants
ORAC
ABTS
DPPH
polyhydroxyphenyl amides
polyhydroxyphenyl ureas
NADPH oxidase
vasculoprotection
Saccharomyces cerevisiae
title_short Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
title_full Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
title_fullStr Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
title_full_unstemmed Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
title_sort Characterization of novel synthetic polyphenols: validation of antioxidant and vasculoprotective activities
dc.creator.none.fl_str_mv Pérez de Vega, M. Jesús
Moreno-Fernández, Silvia
Pontes-Quero, Gloria María
González-Amor, María
Vázquez Lasa, Blanca
Sabater-Muñoz, Beatriz
Briones, Ana M.
Aguilar, María Rosa
Miguel, Marta
González-Muñiz, Rosario
author Pérez de Vega, M. Jesús
author_facet Pérez de Vega, M. Jesús
Moreno-Fernández, Silvia
Pontes-Quero, Gloria María
González-Amor, María
Vázquez Lasa, Blanca
Sabater-Muñoz, Beatriz
Briones, Ana M.
Aguilar, María Rosa
Miguel, Marta
González-Muñiz, Rosario
author_role author
author2 Moreno-Fernández, Silvia
Pontes-Quero, Gloria María
González-Amor, María
Vázquez Lasa, Blanca
Sabater-Muñoz, Beatriz
Briones, Ana M.
Aguilar, María Rosa
Miguel, Marta
González-Muñiz, Rosario
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Economía y Competitividad (España)
Ministerio de Ciencia, Innovación y Universidades (España)
Agencia Estatal de Investigación (España)
European Commission
Consejo Superior de Investigaciones Científicas (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Antioxidants
ORAC
ABTS
DPPH
polyhydroxyphenyl amides
polyhydroxyphenyl ureas
NADPH oxidase
vasculoprotection
Saccharomyces cerevisiae
topic Antioxidants
ORAC
ABTS
DPPH
polyhydroxyphenyl amides
polyhydroxyphenyl ureas
NADPH oxidase
vasculoprotection
Saccharomyces cerevisiae
description Antioxidant compounds, including polyphenols, have therapeutic effects because of their anti-inflammatory, antihypertensive, antithrombotic and antiproliferative properties. They play important roles in protecting the cardiovascular and neurological systems, by having preventive or protective effects against free radicals produced by either normal or pathological metabolism in such systems. For instance, resveratrol, a well-known potent antioxidant, has a counteracting effect on the excess of reactive oxygen species (ROS) and has a number of therapeutic benefits, like anti-inflammatory, anti-cancer and cardioprotective activities. Based on previous work from our group, and on the most frequent OH substitutions of natural polyphenols, we designed two series of synthetically accessible bis-polyhydroxyphenyl derivatives, separated by amide or urea linkers. These compounds exhibit high antioxidant ability (oxygen radical absorbance capacity (ORAC) assay) and interesting radical scavenging activity (RSA) values (2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and α,α-diphenyl-β-picrylhydrazyl (DPPH) tests). Some of the best polyphenols were evaluated in two biological systems, endothelial cells (in vitro) and whole aorta (ex vivo), highly susceptible for the deleterious effects of prooxidants under different inflammatory conditions, showing protection against oxidative stress induced by inflammatory stimuli relevant in cardiovascular diseases, i.e., Angiotensin II and IL-1β. Selected compounds also showed strong in vivo antioxidant properties when evaluated in the model organism Saccharomyces cerevisiae.
publishDate 2020
dc.date.none.fl_str_mv 2020
2020
2020
2020
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/10261/220282
url http://hdl.handle.net/10261/220282
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2016-80305P
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-097189-B-C22
RTI2018-097189-B-C22/AEI/10.13039/501100011033
https://doi.org/10.3390/antiox9090787
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
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