ANTIOXIDANT ACTIVITY AND OXIDATION PRODUCTS OF 1,2,3,4-TETRAHYDROQUINOXALINES IN PEROXYL RADICAL SCAVENGING REACTIONS : PART II

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This paper studies the antioxidant activity of 1,2,3,4-tetrahydroquinolines, 3,4-dihydro-2H-benzo[1,4]thiazines and 1,2,3,4-tetrahydroquinoxalines in the inhibition of the peroxidation of tetralin induced by an azo initiator. Neither 1,2,3,4- tetrahydroquinoline nor 3,4-dihydro-2H-benzo[1,4]thiazine alone acted as an antioxidant, but when they have an electron-donating group at the para position to the NH group, they act as potent antioxidants. On the other hand, 1,2,3,4- tetrahydroquinoxaline on its own showed good antioxidant activity. However, 1,2,3,4-tetrahydroquinoxalines with methyl and methoxy groups in the phenyl ring have reactivities similar to or less than that of unsubstituted 1,2,3,4-tetrahydroquinoxaline. The induction periods of 1,2,3,4-tetrahydroquinoxalines with an alkyl group or phenyl group at the 2-position were all longer than the value for the unsubstituted 1,2,3,4-tetrahydroquinoxaline, except for a compound with a t-butyl group. The oxidation of 1,2,3,4-tetrahydroquinoxalines by peroxyl radicals generated from an azo initiator in tetralin or benzene yields quinoxalines and a dimer product of quinoxalines, 6-(1,2,3,4-tetrahydroquinoxalin-1-yl)-quinoxaline.
関西大学の論文
2005-03-21