Effects of the Reactive Moiety of Phenolipids on Their Antioxidant Efficiency in Model Emulsified Systems
Open Access
Abstract
Our previous research was focused on the effects of hydrophobicity on the antioxidant (AO) efficiency of series of homologous antioxidants with the same reactive moieties. In this work we evaluate the antioxidant efficiency of hydrophobic phenolipids in 4:6 olive oil-in-water emulsions, with different phenolic moieties (derived from caffeic, 4-hydroxycinnamic, dihydrocaffeic acids, tyrosol and hydroxytyrosol), with alkyl chains of 8 and 16 carbons, and compare the antioxidant efficiency with that of the parent compounds. All catecholic phenolipids, in particular the C8 derivatives, have proven to be better antioxidants for the oxidative protection of emulsions than their parental compounds with octyl dihydrocafffeate being the most efficient (16-fold increase in relation to the control). To understand the importance of some factors on the antioxidant efficiency of compounds in emulsions, Pearson’s correlation analysis was carried out between antioxidant activity and the first anodic potential (Epa), reducing capacity (FRAP value), DPPH radical scavenging activity (EC50) and the concentration of antioxidants in each region of the emulsified system. Results confirm the importance of the effective concentration of AOs in the interfacial region (AOI) (ρ = 0.820) and of the Epa (ρ = −0.677) in predicting their antioxidant efficiency in olive oil-in-water emulsions.Keywords
Funding Information
- Fundação para a Ciência e a Tecnologia (UIDB/QUI/50006/2020, PTDC/OCE-ETA/32492/2017–POCI-01-0145-FEDER-032492, SFRH/BD/100889/2014, PTDC/OCE- ETA/32492/2017)
- INTERREG V-A Espanha-Portugal (Programa IACOBUS)
- Xunta de Galicia (10TAL314003PR)
This publication has 45 references indexed in Scilit:
- Control of antioxidant efficiency of chlorogenates in emulsions: modulation of antioxidant interfacial concentrationsJournal of the Science of Food and Agriculture, 2019
- Modulating the interfacial concentration of gallates to improve the oxidative stability of fish oil-in-water emulsionsFood Research International, 2018
- Interfacial Concentrations of Hydroxytyrosol and Its Lipophilic Esters in Intact Olive Oil-in-Water Emulsions: Effects of Antioxidant Hydrophobicity, Surfactant Concentration, and the Oil-to-Water Ratio on the Oxidative Stability of the EmulsionsJournal of Agricultural and Food Chemistry, 2016
- Physical evidence that the variations in the efficiency of homologous series of antioxidants in emulsions are a result of differences in their distributionJournal of the Science of Food and Agriculture, 2016
- A direct correlation between the antioxidant efficiencies of caffeic acid and its alkyl esters and their concentrations in the interfacial region of olive oil emulsions. The pseudophase model interpretation of the “cut-off” effectFood Chemistry, 2015
- Antioxidant Properties and Efficacies of Synthesized Alkyl Caffeates, Ferulates, and CoumaratesJournal of Agricultural and Food Chemistry, 2014
- Mechanisms of lipid oxidation in food dispersionsTrends in Food Science & Technology, 2011
- Relationship between Hydrophobicity and Antioxidant Ability of “Phenolipids” in Emulsion: A Parabolic Effect of the Chain Length of Rosmarinate EstersJournal of Agricultural and Food Chemistry, 2010
- Chain Length Affects Antioxidant Properties of Chlorogenate Esters in Emulsion: The Cutoff Theory Behind the Polar ParadoxJournal of Agricultural and Food Chemistry, 2009
- Emulsion‐Based Delivery Systems for Lipophilic Bioactive ComponentsJournal of Food Science, 2007