Antioxidant activity of rapeseed phenolics and their interactions with tocopherols during lipid oxidation

Commercial rapeseed press cakes are rich sources of phenolic compounds, namely, sinapic acid derivatives, which can be extracted as free sinapic acid and its bound forms (such as sinapine, the choline ester of sinapic acid). Fractionated rapeseed extracts rich in sinapic acid and sinapine were compared for their capacity to inhibit the formation of lipid oxidation products. Oxidation at 40°C was monitored by the formation of hydroperoxides (indicating primary oxidation products) and propanal (secondary oxidation products). The 70% methanolic extract of rapeseed meal, added as an equivalent of 500 μmol/kg oil (based on sinapic acid equivalent for sinapic acid-rich extracts or sinapine equivalent for sinapinerich extracts) showed good antioxidative activity compared with the addition of 500 μmol/kg oil sinapic acid. Apart from this, the interaction between a mixture of α-/γ-tocopherol and sinapic acid was investigated using response surface methodology for the experimental design. The experiments indicated that the addition of sinapic acid (concentration dependent) caused inhibition of peroxide formation, complementing further lower endogenous tocopherol concentration in oils.

[1]  P. Lambelet,et al.  The fate of antioxidant radicals during lipid autooxidation. I. The tocopheroxyl radicals. , 1984, Chemistry and physics of lipids.

[2]  F. Sosulski,et al.  Composition of free and hydrolyzable phenolic acids in the flours and hulls of ten legume species , 1984 .

[3]  F. Shahidi,et al.  Current research developments on polyphenolics of rapeseed/canola : a review , 1998 .

[4]  F. Shahidi,et al.  Isolation and Identification of an Antioxidative Component in Canola Meal , 1994 .

[5]  Anu Hopia,et al.  Processing of rapeseed oil: effects on sinapic acid derivative content and oxidative stability , 2003 .

[6]  Shu-wen Huang,et al.  Effects of individual tocopherols and tocopherol mixtures on the oxidative stability of corn oil triglycerides. , 1995 .

[7]  H. Chung,et al.  Peroxynitrite scavenging activity of sinapic acid (3,5-dimethoxy-4-hydroxycinnamic acid) isolated from Brassica juncea. , 2002, Journal of agricultural and food chemistry.

[8]  L. Hogge,et al.  Free, esterified, and insoluble-bound phenolic acids. 1. Extraction and purification procedure , 1982 .

[9]  E. Frankel Formation of headspace volatiles by thermal decomposition of oxidized fish oilsvs. oxidized vegetable oils , 1993 .

[10]  A. Hopia,et al.  Antioxidant activity and partitioning of phenolic acids in bulk and emulsified methyl linoleate. , 1999, Journal of agricultural and food chemistry.

[11]  Karin Schwarz,et al.  The influence of various emulsifiers on the partitioning and antioxidant activity of hydroxybenzoic acids and their derivatives in oil-in-water emulsions , 2000 .

[12]  A. Kamal-Eldin,et al.  Antioxidant activities of α- and γ-tocopherols in the oxidation of rapeseed oil triacylglycerols , 1999 .

[13]  K. Schwarz,et al.  Antioxidative effect of the main sinapic acid derivatives from rapeseed and mustard oil by-products , 2006 .

[14]  F. Shahidi,et al.  Phenolic Acids and Tannins in Rapeseed and Canola , 1990 .

[15]  K. Schwarz,et al.  Prospects of rapeseed oil by-products with respect to antioxidative potential , 2004 .

[16]  L. Hogge,et al.  Free, esterified, and insoluble-bound phenolic acids. 2. Composition of phenolic acids in rapeseed flour and hulls , 1982 .

[17]  W. L. Porter Paradoxical Behavior of Antioxidants in Food and Biological Systems , 1993, Toxicology and industrial health.