1985 年 33 巻 5 号 p. 1899-1905
The radical scavenging reactions of a vitamin E model compound, 2, 2, 5, 7, 8-pentamethylchroman-6-ol, with radicals from the Fe (II)-induced decomposition of a linoleic acid hydroperoxide, (9Z, 11E)-13-hydroperoxy-9, 11-octadecadienoic acid, were examined extensively. When Fe (II) was added to a mixture of the vitamin E model compound and the linoleic acid hydroperoxide in methanol, (9E)-trans-12, 13-epoxy-erythro-11-, (9E)-trans-12, 13-epoxy-threo-11-, (9Z)-trans-12, 13-epoxy-erythro-11-and (9Z)-trans-12, 13-epoxy-threo-11-(2, 2, 5, 7, 8-pentamethylchromanoxy)-9-octadecenoic acids, and (9E)-13-hydroxy-12-methoxy-11-(2, 2, 5, 7, 8-pentamethylchromanoxy)-9-, (10E)-13-hydroxy-12-methoxy-9-(2, 2, 5, 7, 8-pentamethylchromanoxy)-10-and (11E)-13-hydroxy-10-methoxy-9-(2, 2, 5, 7, 8-pentamethylchromanoxy)-11-octadecenoic acids were obtained as main products. The hydroxymethoxy acids are presumed to be derived from the epoxy acids. A possible reaction pathway for the formation of the products is discussed.
