Influence of native antioxidants on the formation of fatty acid hydroperoxides in model systems

Abstract

The effect of alpha-tocopherol (alpha-T) and quercetin on the formation of hydroperoxides of linoleic and linolenic acids during autoxidation at 60 6 1 7C was investigated. Three isomers of hydroperoxides were detected using HPLC. Of isomers of linoleic acid hydroperoxides, 13-hydroperoxy-octadecadienoic acid trans-trans (13-HPODE tt), 9-HPODE cis-trans (9-HPODE c-t) and 9-HPODE trans-trans (9-HPODE t-t) were identified, constituting 64, 19 and 17% of the total amount, respectively. For linolenic acid, the components 13-hydroperoxy-octadecatrienoic acid trans-trans (13-HPO-TE t-t), 9-HPOTE c-t and 9-HPOTE t-t contributed 7, 33 and 60% to the total, respectively. The different dominant hydroperoxide isomers detected in linoleic and linolenic acids during oxidation are related to their chemical structure and the microenvironment of emulsion droplets. The ratios between specific isomers for both fatty acid hydroperoxides did not change during oxidation with or without antioxidants. Alpha-T effectively inhibited the oxidation of fatty acids and reduced the formation of hydroperoxides. The total amount of the hydroperoxides decreased along with the increase in the concentration of alpha-T, 1-40 mM. Quercetin inhibited the oxidation of both fatty acids at similar efficiency only at 40 mM concentration. A synergistic antioxidant effect of quercetin with alpha-T in a binary system on both fatty acids was observed.

Chemiluminescent assay of lipid hydroperoxides quantification in emulsions of fatty acids and oils

“…The synthesis of free fatty acid hydroperoxides (FAOOHs) standards was carried out as described by Spiteller, Kern, Reiner, and Spiteller (2001) and Spiteller and Spiteller (1997) but their procedures were modified for the synthesis of 13-hydroperoxy-octadecadienoic acid (13-HPODE) standards and details are given elsewhere (Nogala-Kalucka et al, 2007).…”

“…Pure 13-HPODE needed for chemiluminescence calibration was obtained by enzymatic oxygenation of linoleic acid (Nogala-Kalucka, Kupczyk, Polewski, Siger, & Dwiecki, 2007).…”

Aldehydes from Oxidized Lipids Can React with 2,2‐Diphenyl‐1‐Picrylhydrazyl (DPPH) Free Radicals in Isooctane Systems

“…The injection volume was 10 lL and the oven temperature was 30°C. The hydroperoxide content was measured as the sum of the peak areas in the chromatograms [15,16].…”

Oxidative Stability and Volatile Formations in Linoleic Acid‐D2O Models in the Presence of Deuteron or Electron Donors

“…Lipid hydroperoxides from unsaturated double bonds can be formed using oxygen molecules and unsaturated double bonds. Also, addition of hydrogen donating antioxidants including α-tocopherol or quercetin could decrease the formation of lipid hydroperoxides [18]. If deuteron from acetic acid-d participates the formation of a lipid hydroperoxides peak of LOOD should increase.…”