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Radical Scavenging Activity and Performance of Novel Phenolic Antioxidants in Oils During Storage and Frying

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Journal of the American Oil Chemists' Society

Abstract

Novel phenolic antioxidants: 2a (6′-hydroxy-2′,5′,7′,8′-tetramethylchroman-2′-yl)methyl 3-methoxy-4-hydroxycinnamate, 2b (6′-hydroxy-2′,5′,7′,8′-tetramethylchroman-2′-yl)methyl 3,5-dimethoxy-4-hydroxycinnamate, 2c (6′-hydroxy-2′,5′,7′,8′-tetramethylchroman-2′-yl)methyl 3,4-dihydroxycinnamate, and 3 (6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methyl (6′-hydroxy-2′,5′,7′,8′-tetramethylchroman-2′-carboxylate) have been prepared in good yields and fully characterized by 1H and 13C NMR, and HRMS. Their radical scavenging activities have been evaluated by DPPH and ORAC assays. Each of the synthesized antioxidants exhibited significantly higher radical scavenging activities than trolox and α-tocopherol. These novel antioxidants efficiently protected canola oil triacylglycerides (CTG) during accelerated storage and frying. Compounds 2c and 3 were significantly more efficient than α-tocopherol protecting CTG under accelerated storage. All new antioxidants were more efficient than α-tocopherol under frying conditions and present significantly higher thermal stability.

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Acknowledgments

This work was financed by the Alberta Value Added Corporation, the Agriculture Funding Consortium and Bioactive Oil Program.

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Authors and Affiliations

  1. Department of Chemistry and Biochemistry, University of Lethbridge, Lethbridge, AB, T1K 3M4, Canada

    Yohann Catel, Felix Aladedunye & Roman Przybylski

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  1. Yohann Catel
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  2. Felix Aladedunye
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  3. Roman Przybylski
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Correspondence to Roman Przybylski.

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Catel, Y., Aladedunye, F. & Przybylski, R. Radical Scavenging Activity and Performance of Novel Phenolic Antioxidants in Oils During Storage and Frying. J Am Oil Chem Soc 89, 55–66 (2012). https://doi.org/10.1007/s11746-011-1889-6

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  • DOI: https://doi.org/10.1007/s11746-011-1889-6

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