Structures of 1,4-Benzodioxane Derivatives from the Seeds of Phytolacca americana and Their Neuritogenic Activity in Primary Cultured Rat Cortical Neurons

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The methanol extract of the seeds of Phytolacca americana was reinvestigated to yield three new 1,4-benzo-dioxane-type compounds, americanoic acid methyl ester (1), isoamericanoic acid A methyl ester (2), and 9'-O-methylamericanol A (3) along with the previously isolated neolignans 6-9. The structures of 1-3 were characterized by 2D NMR and long-range selective proton-decoupling (LSPD) techniques. The neuritogenic effects of compounds 1-3, and dicarboxilic acids 4 and 5, which had been previously synthesized with horseradish peroxidase-catalyzed oxidative coupling of caffeic acid, were examined in primary cultured rat cortical neurons. Americanoic acid A methyl ester (1) exhibited neurite outgrowth-promoting activity at concentration of 0.01-1.0μM, whereas dicarboxilic acids 4 and 5 were found to induce neuritogenesis dose dependency at the concentrations from 0.1 μM to 10 μM.
公益社団法人日本薬学会の論文
2003-12-01