Studies on the Preparation of Bioactive Lignans by Oxidative Coupling Reaction. II. Oxidative Coupling Reaction of Methyl (E)-3-(4,5-Dihydroxy-2-methoxyphenyl)propenoate and Lipid Peroxidation Inhibitory Effects of the Produced Lignans
スポンサーリンク
概要
- 論文の詳細を見る
The oxidative coupling reaction of methyl (E)-3-(4,5-dihydroxy-2-methoxyphenyl)propenoate (10), obtainable from esculetin, has been studied using silver oxide and potassium hexacyanoferrate(III). The products were separated, after acetylation, by silica gel column chromatography. 1-Aryl-1,2-dihydronaphthalene derivative 12 was obtained as a major product, accompanied by the benzo[kl]xanthene derivative 13. In the oxidation with silver oxide, a benzodioxane compound 14a was produced additionally in a minor amount. Thus, the course of the reaction differed notably from those of ferulic or caffeic acid derivatives.The compounds 11,12,13 and 14a were tested for their inhibitory effects on lipid peroxidation in rat brain homogenate and rat liver microsomes. They showed activities more effective than that of idebenone in rat brain homogenate, and were found to be more potent than benzofuran lignans 4 and 5,and much more potent than (±)α-tocopherol in rat liver microsomes.
- 公益社団法人日本薬学会の論文
- 1994-12-15
著者
-
野老山 喬
Faculty Of Science Osaka City University
-
前田 四郎
New Drug Research Laboratories Kanebo Co. Ltd.
-
増田 博史
Traditional Chinese Medicine Research Laboratories, Kanebo Co. Ltd.,
-
増田 博史
Traditional Chinese Medicine Research Laboratories Kanebo Co. Ltd.
-
Maeda S
New Drug Research Laboratories Kanebo Co. Ltd.
関連論文
- The Properties of Water of Crystallization of Sodium Prasterone Sulfate
- Synthesis and Aldose Reductase Inhibitory Activity of Thiazolidinecarboxylic Acids Containing a Disulfide Bond
- DITERPENOID CONGENERS OF PORTULAL IN PORTULACA GRANDIFLORA HOOK
- 14 菌核菌代謝産物SclerinおよびSclerolideの化学構造
- 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
- Studies on the Preparation of Bioactive Lignans by Oxidative Coupling Reaction. V. Oxidative Coupling Reaction of Methyl (E)-3-(2-Hydroxyphenyl)propenoate Derivatives and Lipid Peroxidation Inhibitory Effects of the Produced Lignans
- Studies on the Preparation of Bioactive Lignans by Oxidative Coupling Reaction. IV. Oxidative Coupling Reaction of Methyl (E)-3-(3,4-Dihydroxy-2-methoxyphenyl)propenoate and Lipid Peroxidation Inhibitory Effects of the Produced Lignans
- Studies on the Preparation of Bioactive Lignans by Oxidative Coupling Reaction. III. Synthesis of Polyphenolic Benzofuran and Coumestan Derivatives by Oxidative Coupling Reaction of Methyl (E)-3-(4-Hydroxy-2-methoxyphenyl)propenoate and Their Inhibitory E
- Studies on the Preparation of Bioactive Lignans by Oxidative Coupling Reaction. II. Oxidative Coupling Reaction of Methyl (E)-3-(4,5-Dihydroxy-2-methoxyphenyl)propenoate and Lipid Peroxidation Inhibitory Effects of the Produced Lignans
- Studies on the Preparation of Bioactive Lignans by Oxidative Coupling Reaction. I. Preparation and Lipid Peroxidation Inhibitory Effect of Benzofuran Lignans Related to Schizotenuins