44 附子中の強心成分Yokonosideの構造について
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概要
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Aconite root(Bushi in Japanese) has been used for a long time as one of the most important ingredient of chinese medicine as heart stimulant, diuretic agent and anodyne. Previous works on aconite root have been mostly focused on alkaloids such as aconitine, ignavine, kobusine and so on. And this paper deals with isolation and structure determination of a cardiac principle of aconite root. Isolation of the principle has been succeeded by a limited combination of gel-filtration through Sephadex LH-20 and counter current distribution to give pale yellow powder which stimulates flog's heart even on one hundred millionth dilution. The powder was designated as yokonoside. Yokonoside is β-glucoside and is very soluble in water and slightly soluble in alcohol. By methylation of yokonoside, followed by acid hydrolysis Me-yokonol, trimethyl derivative of the aglycon, was obtained as crystalline needle. Me-yokonol has following properties, mp. 146°(from EtOH) colorless needle C_<17>H_<17>NO_6, soluble in CHCl_3, Me_2CO, slightly soluble in EtOH, benzene, uv: λ^<EtOH>_<max> mμ(logε), 220(4.55), 240s (4.20), 283(3.95), 347(4.08), ir: (KBr) cm^<-1>, 3250, 2800,1680 1645, 1600, 1540, 1495, 1435, 1310, 1280, 1220, 1060, 1040, 820 780, mass: m/e(%), 331(80), 299(40), 284(30), 181(100), 166(60), 151(60), 150(40), 149(80), nmr: in CDCl_3, δ, 11.95(s,1H) 11.77(s,1H), 8.65(d,j=9.0,1H), 7.53(d,j=3.0,1H), 7.25-6.90(multiplet,4H), 3.95(s,3H), 3.85(s,3H), 3.82(s,3H). The structure of Me-yokonol was determined as (XI) by a comparison with synthetic sample, thus the structure of yokonoside was elucidated as (XV).
- 天然有機化合物討論会の論文
- 1972-10-01
著者
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小菅 卓夫
静岡薬大
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横田 正実
静岡県大薬
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横田 正実
静薬大
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横田 正実
静岡薬大
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横田 正実
School Of Pharmaceutical Sciences University Of Shizuoka
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