Studies on the Constituents of Lyonia ovalifolia var. elliptica. VIII. : On the Terpenoid Constiuents of the Red Shoots

Abstract

The benzene-soluble part of the methanol extract of the red shoots of Lyonia ovalifolia var. elliptica was treated by alumina column chromatography and following substances were isolated : Nonacosane, 2-nonacosanone, 1-tetracosanol, β-sitosterol, taraxerol, betulin 3-acetate, oleanolic acid, and ursolic acid. The crude nonacosane was examined through gas chromatography and it was found to be contaminated with a small amount of pentacosane, hexacosane, heptacosane, octacosane, triacontane, and hentriacontane. Betulin 3-acetate, mp 263°, was newly found as one of the natural products, and identified with the partially hydrolized product of betulin diacetate. The isomeric substance, betulin 28-acetate, mp 218.5°, a new compound, was synthesized by partial acetylation of betulin, which was obtained from the bark of Betula platyphylla var. japonica.