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Inhibition of 2,2′‐azobis(2,4‐dimethylvaleronitrile)‐induced lipid peroxidation by sesaminols
Author(s) -
Kang MyungHwa,
Katsuzaki Hirotaka,
Osawa Toshihiko
Publication year - 1998
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/s11745-998-0302-y
Subject(s) - chemistry , moiety , antioxidant , lipid peroxidation , radical , stereochemistry , clinical chemistry , organic chemistry , biochemistry
We found that sesaminols, a mixture of sesaminol and its stereoisomers, are potent inhibitors of the oxidation of low‐density lipoprotein induced by 2,2′‐azobis(2,4‐dimethylvaleronitrile). Although sesaminols strongly inhibit lipid peroxidation related to their ability to scavenge free radicals, their antioxidant effects have not been investigated. To confirm the involvement of the phenolic moiety in the sesaminol structure in antioxidant activity, sesaminols were reacted with 2,2′‐azobis(2,4‐dimethylvaleronitrile). The reaction products were isolated by high‐performance liquid chromatography and found to have a 1‐cyano‐1,3‐dimethyl‐butyl‐peroxyl group in their structures. These chemical structures suggest that the sesaminols reacted with the alkylperoxyl radicals to form four major reaction products that are stereoisomers of each other, although the stereochemistry of each isomer has not yet been confirmed. Further instrumental analyses of the reaction products may increase our understanding of the antioxidant activity of sesaminols.