Page 73 - Natural Antioxidants, Applications in Foods of Animal Origin
P. 73

52                 Natural Antioxidants: Applications in Foods of Animal Origin
  VetBooks.ir  (Table 2.2). When a tocopheroxyl radical is formed, it is stabilized by delo-


            calization  of the unpaired  electron  about  the fully  substituted  chromanol
            ring system rendering it relatively unreactive. This also explains the high
            first order rate constant for hydrogen transfer from α-T to peroxyl radicals.
            Reaction  of the  tocopheroxyl radical  with a lipid  peroxyl  radical  yields
            8α-substituted tocopherones, which are readily hydrolysed to 8α-hydroxy
            tocopherones that rearrange spontaneously to form α-T quinones (Fig. 2.2).


            TABLE 2.2  Approximate Biological  Activity Relationships of  Vitamin-E Compounds
            (Akoh & Min, 2002).
            Compound                                Activity of D-α-tocopherol (%)
            D-α-tocopherol                          100
            L-α-tocopherol                          29
            DL-α-tocopherol                         74
            DL-α-tocopheryl acetate                 68
            D-β-tocopherol                          8
            D-γ-tocopherol                          3
            D-δ-tocopherol                          –
            D-α-tocotrienol                         22
            D-β-tocotrienol                         3
            D-γ-tocotrienol                         –
            D-δ-tocotrienol                         –









            tocopheroxyl radical   8a-alkyldi oxytocopherone  /   tocopherol quinone





                                          HO
                                           tocopherol hydroquinone
            FIGURE 2.2  Mechanism for radical quenching action of α-tocopherol.
   68   69   70   71   72   73   74   75   76   77   78