Cimicifuga属植物の成分研究(第4報) : オオバショウマの成分その4 : Methyl Cimigenolの構造

概要

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Methylcimigenol (II), mp 218-219°, [α] D+39.25°, C_<31>H_<50>O_5,is isolated by chromatographic treatment of the product formed by hydrolysis with 50% acetic acid of a mixture of glycosides obtained from the whole herb of Cimicifuga acerina (Japanese name Ohbashoma). Acetylation of II with acetic anhdride and pyridine gives a monoacetate (III), mp 177-178°, [α] D+42.70°, C_<33>H_<52>O_6,and a diacetate (IV), mp 206-207°, [α] D+42.65°, C_<35>H_<54>O_7. Oxidation of II with chromium trioxide and pyridine produces a monoketone (V), mp 203-204°, C_<31>H_<48>O_5,and a diketone (VI), mp 216-217°, C_<31>H_<46>O_5. Comparative examination of various properties of these derivatives with those of the derivatives of cimigenol (I) suggests the formula II for methyl cimigenol. This structure was proved chemically by derivation of I to II by treatment with methanolic sulfuric acid.
社団法人日本薬学会の論文
1968-05-25