Ferulic acid and its esters are known to be effective antioxidants. Ethyl ferulate was biocatalytically transesterified with triacylglycerols and long chain alcohols to form a series of lipid-based feruloyl esters: feruloylglycerol, diferuloylglycerol, feruloyldiacylglycerol, diferuloylacylglycerol, and octadecyl ferulate. The feruloylglycerol acted as a rapid antioxidant (50% reduction of DPPH radical < 5 min) in ethanol solutions and diferuloyl glycerol was an intermediate antioxidant (50% reduction of DPPH radical in 5�30 min). Partitioning behavior, bilayer depth, and antioxidant characteristics of the feruloylglycerols were determined in phospholipid vesicles. Each feruloyl glycerol derivative incorporated well into liposomes, proving to be non-destructive to the bilayer. Bilayer depth analysis placed ferulic acid, the feruloyl glycerols, and octadecyl ferulate at nearly the same bilayer depth. The feruloyl glycerols proved better antioxidants in the liposomes than octadecyl ferulate.

Antioxidant efficacy of feruloyl glycerols in model membranes

246th National Meeting (2013)

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