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 Emulsions

16 June 2016

Journal of Agricultural and Food Chemistry. 64 - 25, pp. 5274-5283.

João Almeidaa, Marlene Costaa, Sonia Losada-Barreiro*ab, Fátima Paiva-Martinsa, Carlos Bravo-Díazb, Laurence S. Romstedc

Autor affilations:

*Corresponding authors
aREQUIMTE-LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, 4169-007, Portugal
bDpt. Química Física, Facultad de Química, Universidad de Vigo, Vigo-Pontevedra, Spain
cDepartment of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, United States
E-mail: cbravo@uvigo.es

Abstract

We determined the interfacial molarities of the antioxidants, AOs, hydroxytyrosol (HT), and HT fatty acid esters with chain lengths of 1 to 16 carbons in intact olive oil/water/Tween 20 emulsions. The results were compared with chain length effects on the oxidative stability of the same emulsions, and a direct correlation was established. Both (AOI) molarities (varying 50–250 times greater than the stoichiometric 3.5 × 10–3 M AO concentration) and antioxidant efficiencies show similar parabola-like dependences on AO chain length with a maximum at C8, consistent with the “cut-off” effect often observed at longer chain lengths. Results should aid in understanding the complex structure–reactivity relationships between AO efficiencies in emulsified systems and their hydrophobilic–hydrophobic balance.