Studies on the Constituents of Japanese Podophyllaceae Plants. I

Abstract

Podophyllotoxin, picropodophyllin, β-apopicropodophyllin, kaempferol, quercetin, and a new substance were isolated from the root of Diphylleia Grayi. The new substance was isolated as pale yellow needles, m. p. 291°, C21H16O7, and its structure was assumed as (III) from its infrared and ultraviolet spectral data, giving the name of diphyllin. It was assumed that picropophyllin and β-apopicropodophyllin had been formed secondarily from podophyllotoxin during the course of their separation, as indicated in Chart 1. Another substance was isolated as colorless needles, m. p. 229-233°, and this was assumed to have a 4-arylnaphthalene skeleton.