Page 376 - Natural Antioxidants, Applications in Foods of Animal Origin
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Control of Lipid Oxidation in Muscle Food                      355
  VetBooks.ir  9.3.1  NATURAL ANTIOXIDANTS




            Due to the damage caused by oxidations in live tissues, animals and vege-
            tables accumulate antioxidant molecules as a mechanism of defense against
            these undesirable changes. Most of these antioxidants are supplied by the
            feed in the animals.
               Several natural antioxidants are frequent in animal and vegetable tissues
            as such or as precursors. We will shortly review the most representative:



            9.3.1.1  PHENOLIC COMPOUNDS

            Phenolic compounds are natural antioxidants widely distributed in vegetable
            tissues. Its characteristic common chemical structure consist in a benzene
            ring having an alcohol (hydroxyl) group bonded to a carbon atom (phenol).
            Phenol itself has not antioxidant activity, but substitution of the hydrogen
            atoms placed in the ortho- and para-positions with alkyl groups enhances its
            reactivity toward free lipid radicals (Shahidi et al., 1992). Phenolics are clas-
            sified as simple phenols or polyphenols, these having more than one phenol
            unit in their molecules. Most of them are soluble and the smaller molecules
            are usually volatiles.
               Several polyphenols have antioxidant activity due to scavenging activity
            on free radicals by donating a hydrogen atom  or an electron  to  the  free
            radical and stabilizing it. They can also act as singlet oxygen quenchers and
            also through the regulation of some concrete chelation reactions.
               Briefly, three main groups of phenolic compound have a high-recognized
            antioxidant activity in foods: tocopherols, flavonoids, and phenolic acids.
               Tocopherols are a family of compounds naturally found in vegetable oils,
            fish, nuts, and leafy green vegetables, which also have vitamin E activity.
            Tocopherols derive from a common alcohol matrix named tocol (2-methyl-
            2(4’, 8’, 12’-trimethyltridecyl)chroman-6-ol),  and differ according  to the
            number and position of the methyl groups placed in the ring structure (chro-
            manol ring), giving rise to different forms, called α, β, γ, and δ tocopherol.
            The  antioxidant  activity  of  tocopherols  increases  from  α  to  δ,  while  the
            vitamin E activity and the reactivity with the peroxyl radicals decrease from
            α to δ forms. Despite its low reactivity with the free radicals, the higher anti-
            oxidant efficiency of the γ-tocopherol when compared to the α-tocopherol
            is a consequence of the high stability of the γ-tocopherol and of the differ-
            ence in the products formed in both cases during the antioxidative reactions
            (Belitz et al., 2009). All the tocopherol forms have a higher rate of reaction
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