Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.

Extra virgin olive oil (EVOO) and olives, key sources of unsaturated fatty acids in the Mediterranean diet, provide health benefits to humans. Nitric oxide (•NO) and nitrite (NO2 (-))-dependent reactions of unsaturated fatty acids yield electrophilic nitroalkene derivatives (NO2-FA) that manifest sa...

Full description

Bibliographic Details
Main Authors: Marco Fazzari, Andrés Trostchansky, Francisco J Schopfer, Sonia R Salvatore, Beatriz Sánchez-Calvo, Dario Vitturi, Raquel Valderrama, Juan B Barroso, Rafael Radi, Bruce A Freeman, Homero Rubbo
Format: Article
Language:English
Published: Public Library of Science (PLoS) 2014-01-01
Series:PLoS ONE
Online Access:http://europepmc.org/articles/PMC3891761?pdf=render
_version_ 1818441645673152512
author Marco Fazzari
Andrés Trostchansky
Francisco J Schopfer
Sonia R Salvatore
Beatriz Sánchez-Calvo
Dario Vitturi
Raquel Valderrama
Juan B Barroso
Rafael Radi
Bruce A Freeman
Homero Rubbo
author_facet Marco Fazzari
Andrés Trostchansky
Francisco J Schopfer
Sonia R Salvatore
Beatriz Sánchez-Calvo
Dario Vitturi
Raquel Valderrama
Juan B Barroso
Rafael Radi
Bruce A Freeman
Homero Rubbo
author_sort Marco Fazzari
collection DOAJ
description Extra virgin olive oil (EVOO) and olives, key sources of unsaturated fatty acids in the Mediterranean diet, provide health benefits to humans. Nitric oxide (•NO) and nitrite (NO2 (-))-dependent reactions of unsaturated fatty acids yield electrophilic nitroalkene derivatives (NO2-FA) that manifest salutary pleiotropic cell signaling responses in mammals. Herein, the endogenous presence of NO2-FA in both EVOO and fresh olives was demonstrated by mass spectrometry. The electrophilic nature of these species was affirmed by the detection of significant levels of protein cysteine adducts of nitro-oleic acid (NO2-OA-cysteine) in fresh olives, especially in the peel. Further nitration of EVOO by NO2 (-) under acidic gastric digestive conditions revealed that human consumption of olive lipids will produce additional nitro-conjugated linoleic acid (NO2-cLA) and nitro-oleic acid (NO2-OA). The presence of free and protein-adducted NO2-FA in both mammalian and plant lipids further affirm a role for these species as signaling mediators. Since NO2-FA instigate adaptive anti-inflammatory gene expression and metabolic responses, these redox-derived metabolites may contribute to the cardiovascular benefits associated with the Mediterranean diet.
first_indexed 2024-12-14T18:31:33Z
format Article
id doaj.art-420b2b2b33494c3eaad47a584a8fb675
institution Directory Open Access Journal
issn 1932-6203
language English
last_indexed 2024-12-14T18:31:33Z
publishDate 2014-01-01
publisher Public Library of Science (PLoS)
record_format Article
series PLoS ONE
spelling doaj.art-420b2b2b33494c3eaad47a584a8fb6752022-12-21T22:51:46ZengPublic Library of Science (PLoS)PLoS ONE1932-62032014-01-0191e8488410.1371/journal.pone.0084884Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.Marco FazzariAndrés TrostchanskyFrancisco J SchopferSonia R SalvatoreBeatriz Sánchez-CalvoDario VitturiRaquel ValderramaJuan B BarrosoRafael RadiBruce A FreemanHomero RubboExtra virgin olive oil (EVOO) and olives, key sources of unsaturated fatty acids in the Mediterranean diet, provide health benefits to humans. Nitric oxide (•NO) and nitrite (NO2 (-))-dependent reactions of unsaturated fatty acids yield electrophilic nitroalkene derivatives (NO2-FA) that manifest salutary pleiotropic cell signaling responses in mammals. Herein, the endogenous presence of NO2-FA in both EVOO and fresh olives was demonstrated by mass spectrometry. The electrophilic nature of these species was affirmed by the detection of significant levels of protein cysteine adducts of nitro-oleic acid (NO2-OA-cysteine) in fresh olives, especially in the peel. Further nitration of EVOO by NO2 (-) under acidic gastric digestive conditions revealed that human consumption of olive lipids will produce additional nitro-conjugated linoleic acid (NO2-cLA) and nitro-oleic acid (NO2-OA). The presence of free and protein-adducted NO2-FA in both mammalian and plant lipids further affirm a role for these species as signaling mediators. Since NO2-FA instigate adaptive anti-inflammatory gene expression and metabolic responses, these redox-derived metabolites may contribute to the cardiovascular benefits associated with the Mediterranean diet.http://europepmc.org/articles/PMC3891761?pdf=render
spellingShingle Marco Fazzari
Andrés Trostchansky
Francisco J Schopfer
Sonia R Salvatore
Beatriz Sánchez-Calvo
Dario Vitturi
Raquel Valderrama
Juan B Barroso
Rafael Radi
Bruce A Freeman
Homero Rubbo
Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.
PLoS ONE
title Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.
title_full Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.
title_fullStr Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.
title_full_unstemmed Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.
title_short Olives and olive oil are sources of electrophilic fatty acid nitroalkenes.
title_sort olives and olive oil are sources of electrophilic fatty acid nitroalkenes
url http://europepmc.org/articles/PMC3891761?pdf=render
work_keys_str_mv AT marcofazzari olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT andrestrostchansky olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT franciscojschopfer olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT soniarsalvatore olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT beatrizsanchezcalvo olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT dariovitturi olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT raquelvalderrama olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT juanbbarroso olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT rafaelradi olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT bruceafreeman olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes
AT homerorubbo olivesandoliveoilaresourcesofelectrophilicfattyacidnitroalkenes