Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives

Juliana Alencar (1) , Gaelle Gosset (1) , Maxime Robin (1) , Valérie Pique (1) , Marcel Culcasi (1) , Anne Mercier (1) , Sylvia Pietri (1)

1 ICR - Institut de Chimie Radicalaire

Hydrosoluble sesame oil fatty acid transesters having enhanced antioxidant activities were synthesized in a two-step process. The key step involved the biocatalyzed (lipase from Candida antarctica) acylation of sesame oil methanolic ester with either vanillyl (VNA) or piperonyl benzylic alcohols, or 5-hydroxymethyl resorcinol (5-HMR). These substrates were selected to introduce phenolic or sesamol structurally related frameworks. The VNA and 5-HMR-derived transesters were obtained with 20-40% yields and retained the starting proportions of sesame oil linoleic, oleic, and saturated acids, these fatty acids also being the only constituents of the nonesterified fraction. The VNAderived transester showed the best antioxidant capacity in standard assays and was processed as the unique lipid phase of spray-dried emulsions containing a high level of linoleic acid phenolic ester. These emulsions provided a high degree of protection to UV-irradiated fibroblasts, through the potential synergy between VNA antioxidant action and replenishment of damaged membranes by unsaturated fatty acids.

Keywords: DEPMPO; 3T3 fibroblasts; UV irradiation; spray-dried emulsions; antioxidant capacity; ESR spin trapping; Sesame oil; enzymatic transesterification; vanillyl alcohol

Domains: Chemical Sciences

Juliana Alencar, Gaelle Gosset, Maxime Robin, Valérie Pique, Marcel Culcasi, et al.. Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives. Journal of Agricultural and Food Chemistry, 2009, 57, pp.7311-7323. ⟨10.1021/jf9010627⟩. ⟨hal-01142289⟩