Studies on the preparation of bioactive lignans by oxidative coupling reaction. VI. Oxidation of methyl (E)-3-(4,5-dihydroxy-2-methoxyphenyl)-2- butenoate and lipid peroxidation-inhibitory effects of the produced caffeoquinone

Article abstract of DOI:10.1248/cpb.43.1588

Oxidation of hydroxy-α-methylcinnamate 5 derived from 4-methylesculetin afforded the α-methylcaffeoquinone derivative 7 without formation of the oxidative coupling product. The reaction of the α-methylferulate derivative 13 afforded a complex mixture of products. Thus, the hydroxy-α- methylcinnamates seem not to be suitable substrates for oxidative coupling. Compound 7 was tested for inhibitory effect on lipid peroxidation. It showed more potent activity than idebenone in rat brain homogenate, and was much more potent than (±)-α-tocopherol in rat liver microsomes.

Full text of DOI:10.1248/cpb.43.1588

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NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service