Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy

For the first time, an important number of oxylipins have been identified and quantified in corn oil submitted to mild oxidative conditions at each time of their oxidation process. This oil can be considered as a model system of edible oils rich in polyunsaturated omega-6 groups. The study was carri...

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Autores: Alberdi Cedeño, Jon, Ibargoitia Isasi-Isasmendi, María Luisa, Guillén Loren, María Dolores
Formato: artículo
Fecha de publicación:2020
País:España
Recursos:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/44787
Acesso em linha:http://hdl.handle.net/10810/44787
Access Level:acceso abierto
Palavra-chave:corn oil
linoleic acyl groups
oxidation
oxylipins
hydroproxy-, hydroxy-, keto-, epoxy-derivatives
aldehydes oxygenated alpha,beta-unsaturated
poly-formates
poly-hydroxy
poly-ethers
1H NMR
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spelling Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR SpectroscopyAlberdi Cedeño, JonIbargoitia Isasi-Isasmendi, María LuisaGuillén Loren, María Dolorescorn oillinoleic acyl groupsoxidationoxylipinshydroproxy-, hydroxy-, keto-, epoxy-derivativesaldehydes oxygenated alpha,beta-unsaturatedpoly-formatespoly-hydroxypoly-ethers1H NMRFor the first time, an important number of oxylipins have been identified and quantified in corn oil submitted to mild oxidative conditions at each time of their oxidation process. This oil can be considered as a model system of edible oils rich in polyunsaturated omega-6 groups. The study was carried out using 1H nuclear magnetic resonance spectroscopy (1H NMR), which does not require chemical modification of the sample. These newly detected oxylipins include dihydroperoxy-non-conjugated-dienes, hydroperoxy-epoxy-, hydroxy-epoxy- and keto-epoxy-monoenes as well as E-epoxy-monoenes, some of which have been associated with several diseases. Furthermore, the formation of other functional groups such as poly-formates, poly-hydroxy and poly-ether groups has also been proven. These are responsible for the polymerization and increased viscosity of the oil. Simultaneously, monitoring of the formation of well-known oxylipins, such as hydroperoxy-, hydroxy-, and keto-dienes, and of different kinds of oxygenated-alpha,beta-unsaturated aldehydes such as 4-hydroperoxy-, 4-hydroxy-, 4-oxo-2E-nonenal and 4,5-epoxy-2E-decenal, which are also related to different degenerative diseases, has been carried out. The provided data regarding the compounds identification and their sequence and kinetics of formation constitute valuable information for future studies in which lipid oxidation is involved, both in food and in other scientific fields. ViewThis work has been funded by the Spanish Ministry of Economy and Competitiveness (MINECO, AGL2015-65450-R, AEI/FEDER-EU) and by the Basque Government and its Departments of Universities and Research (EJ-GV, IT-916-16).MDPI2020202020202020info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10810/44787reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoInglésinfo:eu-repo/grantAgreement/MINECO/AGL2015-65450-R/https://www.mdpi.com/2076-3921/9/6/544/htminfo:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/3.0/es/2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).oai:addi.ehu.eus:10810/447872026-06-18T09:23:17Z
dc.title.none.fl_str_mv Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
title Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
spellingShingle Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
Alberdi Cedeño, Jon
corn oil
linoleic acyl groups
oxidation
oxylipins
hydroproxy-, hydroxy-, keto-, epoxy-derivatives
aldehydes oxygenated alpha,beta-unsaturated
poly-formates
poly-hydroxy
poly-ethers
1H NMR
title_short Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
title_full Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
title_fullStr Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
title_full_unstemmed Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
title_sort Oxylipins Associated to Current Diseases Detected for the First Time in the Oxidation of Corn Oil as a Model System of Oils Rich in Omega-6 Polyunsaturated Groups. A Global, Broad and in-Depth Study by 1H NMR Spectroscopy
dc.creator.none.fl_str_mv Alberdi Cedeño, Jon
Ibargoitia Isasi-Isasmendi, María Luisa
Guillén Loren, María Dolores
author Alberdi Cedeño, Jon
author_facet Alberdi Cedeño, Jon
Ibargoitia Isasi-Isasmendi, María Luisa
Guillén Loren, María Dolores
author_role author
author2 Ibargoitia Isasi-Isasmendi, María Luisa
Guillén Loren, María Dolores
author2_role author
author
dc.subject.none.fl_str_mv corn oil
linoleic acyl groups
oxidation
oxylipins
hydroproxy-, hydroxy-, keto-, epoxy-derivatives
aldehydes oxygenated alpha,beta-unsaturated
poly-formates
poly-hydroxy
poly-ethers
1H NMR
topic corn oil
linoleic acyl groups
oxidation
oxylipins
hydroproxy-, hydroxy-, keto-, epoxy-derivatives
aldehydes oxygenated alpha,beta-unsaturated
poly-formates
poly-hydroxy
poly-ethers
1H NMR
description For the first time, an important number of oxylipins have been identified and quantified in corn oil submitted to mild oxidative conditions at each time of their oxidation process. This oil can be considered as a model system of edible oils rich in polyunsaturated omega-6 groups. The study was carried out using 1H nuclear magnetic resonance spectroscopy (1H NMR), which does not require chemical modification of the sample. These newly detected oxylipins include dihydroperoxy-non-conjugated-dienes, hydroperoxy-epoxy-, hydroxy-epoxy- and keto-epoxy-monoenes as well as E-epoxy-monoenes, some of which have been associated with several diseases. Furthermore, the formation of other functional groups such as poly-formates, poly-hydroxy and poly-ether groups has also been proven. These are responsible for the polymerization and increased viscosity of the oil. Simultaneously, monitoring of the formation of well-known oxylipins, such as hydroperoxy-, hydroxy-, and keto-dienes, and of different kinds of oxygenated-alpha,beta-unsaturated aldehydes such as 4-hydroperoxy-, 4-hydroxy-, 4-oxo-2E-nonenal and 4,5-epoxy-2E-decenal, which are also related to different degenerative diseases, has been carried out. The provided data regarding the compounds identification and their sequence and kinetics of formation constitute valuable information for future studies in which lipid oxidation is involved, both in food and in other scientific fields. View
publishDate 2020
dc.date.none.fl_str_mv 2020
2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/44787
url http://hdl.handle.net/10810/44787
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/MINECO/AGL2015-65450-R/
https://www.mdpi.com/2076-3921/9/6/544/htm
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/3.0/es/
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/3.0/es/
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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