Antioxidant Mechanism Studies on Ferulic Acid: Identification of Oxidative Coupling Products from Methyl Ferulate and Linoleate
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- 作者：Toshiya Masuda ; Kazuki Yamada ; Tomomi Maekawa ; Yoshio Takeda ; Hidemasa Yamaguchi
- 刊名：Journal of Agricultural and Food Chemistry
- 出版年：2006
- 出版时间：August 9, 2006
- 年：2006
- 卷：54
- 期：16
- 页码：6069 - 6074
- 全文大小：122K
- 年卷期：v.54,no.16(August 9, 2006)
- ISSN：1520-5118
文摘
In our studies of the chain-breaking antioxidant mechanism of natural phenols in food components,ferulic acid, a phenolic acid widely distributed in edible plants, especially grain, was investigated.The radical oxidation reaction of a large amount of ethyl linoleate in the presence of the methyl esterof ferulic acid produced four types of peroxides as radical termination products. The isolation andstructure determination of the peroxides revealed that they had tricyclic structures which consistedof ethyl linoleate, methyl ferulate, and molecular oxygen. Based on the formation pathway of theproducts, a radical scavenging reaction occurred at the 3'-position of the ferulate radical with thefour types of peroxyl radicals of ethyl linoleate. The produced peroxides subsequently underwentintramolecular Diels-Alder reaction to afford stable tricyclic peroxides.