Cillard J, Cormier M, Cillard P, Girre L
Ann Nutr Aliment. 1977;31(1):27-42.
Addition of great quantity of alpha-tocopherol to an aqueous solution containing linoleic acid dispersed with twen 20 conduce to an important augmentation of the rate of formation of linoleic hydroperoxides. In these particular conditions, alpha-tocopherol have a prooxidant effect. In the same time, alpha-tocopherol is rapidly transformed into tocopherylquinone and a dimer of alpha-tocopherol. Transitorily there is formation of a dihydroxydimer of alpha-tocopherol. Comparison of these compounds behaviour on the oxydation rate of linoleic acid in the same conditions show a near relation between a prooxidant effect and chemical structure of these compounds as well as alpha-tocopherol. So, alpha-tocopherol and its dihydroxydimer are both prooxidant and both have a free hydroxyl on carbon 6. Dimer of alpha-tocopherol and tocopherylquinone are both antioxidant and they have neither free hydroxyl on carbon 6. alpha-tocopherol acetate in the same conditions have an antioxidant comportment. This confirms the importance of free hydroxyl on carbon 6 to obtain a prooxidant effect.
向含有用吐温20分散的亚油酸的水溶液中添加大量α-生育酚会导致亚油酸氢过氧化物形成速率显著提高。在这些特定条件下，α-生育酚具有促氧化作用。同时，α-生育酚会迅速转化为生育醌和α-生育酚二聚体。短暂地会形成α-生育酚二羟基二聚体。在相同条件下比较这些化合物对亚油酸氧化速率的影响，结果表明这些化合物以及α-生育酚的促氧化作用与化学结构之间存在密切关系。因此，α-生育酚及其二羟基二聚体都是促氧化剂，且在碳6位上都有一个游离羟基。α-生育酚二聚体和生育醌都是抗氧化剂，它们在碳6位上都没有游离羟基。在相同条件下，α-生育酚乙酸酯具有抗氧化行为。这证实了碳6位上的游离羟基对于获得促氧化作用的重要性。
