Differential Partitioning of Bioantioxidants in Edible Oil–Water and Octanol–Water Systems: Linear Free Energy Relationships

• Published in: Journal of chemical and engineering data Vol. 63; no. 8; pp. 2999 - 3007
• Main Authors: Freiría-Gándara, J, Losada-Barreiro, S, Paiva-Martins, F, Bravo-Díaz, C
• Format: Journal Article
• Language: English
• Published: American Chemical Society 09.08.2018
• ISSN: 0021-9568; 1520-5134
• DOI: 10.1021/acs.jced.8b00258

Partition coefficients, P W O, of antioxidants (AOs) between edible oils and water are scarce in the literature, despite that AOs are widely used to control lipid oxidation and the oxidative stress in cells. P W O values have a great importance to predict the efficiency and distribution of bioactives at different levels of biological organization from binary oil–water systems to living cells. Here, we determined the partition coefficients, P W O, of four series of potent, natural AOs of increasing lipophilicity between vegetable oils (olive, soybean, and corn) and water and, for the sake of comparison, between octanol–water, P W OCT. Results indicate that the contribution of the −CH2 groups to the overall lipophilicity of the AO is the same irrespective of the oil employed. The P W O values were compared with P W OCT values, and linear relationships were obtained for each series of AOs. Results indicate that, in general, P W O values cannot be predicted from the P W OCT values, making necessary to determine the P W O values for each oil and antioxidant.