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Olives and olive oil are sources of electrophilic fatty acid nitroalkenes

Fazzari, M and Trostchansky, A and Schopfer, FJ and Salvatore, SR and Sánchez-Calvo, B and Vitturi, D and Valderrama, R and Barroso, JB and Radi, R and Freeman, BA and Rubbo, H (2014) Olives and olive oil are sources of electrophilic fatty acid nitroalkenes. PLoS ONE, 9 (1).

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Abstract

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 (NO 2-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. © 2014 Fazzari et al.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Fazzari, Mmaf167@pitt.eduMAF167
Trostchansky, A
Schopfer, FJfjschopfer@katz.pitt.eduFJS2
Salvatore, SRsrs107@pitt.eduSRS107
Sánchez-Calvo, B
Vitturi, Ddav28@pitt.eduDAV280000-0003-0354-4567
Valderrama, R
Barroso, JB
Radi, R
Freeman, BAfreerad@pitt.eduFREERAD
Rubbo, H
Contributors:
ContributionContributors NameEmailPitt UsernameORCID
EditorSladek, Frances M.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Date: 14 January 2014
Date Type: Publication
Journal or Publication Title: PLoS ONE
Volume: 9
Number: 1
DOI or Unique Handle: 10.1371/journal.pone.0084884
Schools and Programs: School of Medicine > Pharmacology and Chemical Biology
Refereed: Yes
Date Deposited: 16 Jun 2014 17:30
Last Modified: 02 Feb 2019 15:57
URI: http://d-scholarship.pitt.edu/id/eprint/21870

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