萱草根的研究 Ⅲ.治疗血吸虫病有效成分的初步分离和鉴定
STUDIES ON HEMEROCALLIS THUNBERGII BAKER——Ⅲ.ISOLATION AND CHARACTERIZATION OF ACTIVE PRINCIPLE AGAINST SCHISTOSOMIASIS JAPONICA
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摘要: 百合科萱草属萱草根(Hemerocallis thunbergii Baker),系一种治疗血吸虫病的中药。經过氯仿提取,通过氧化鋁色层分离,能获得一种黄色粉末(萱草根成分Ⅰ),在243℃时变棕色,266—269℃时熔融(分解)。經用小白鼠測毒試驗,LD50为0.95毫克/20克,同时出現疗效。用甲酰二甲胺重結晶,得橘紅色結晶(萱草根成分Ⅱ),在240℃时变棕色,268—269℃时熔融(分解),毒性与疗效却大大降低,但当剂量增大时,毒性与疗效又同时出現。继以碱液溶解結晶,加酸酸化,又得黄色粉末(萱草根成分Ⅲ),在240℃时变棕色,268—269℃时熔融(分解),LD50为0.34毫克/20克。萱草根成分Ⅰ,Ⅱ,Ⅲ虽然毒性大小有差別,但是,在化学上均为弱酸性物貭,它們的溶解情况、显色反应和熔点等都相同;而且,相互間的混合熔点也不降低;在紅外綫吸收光譜上,所呈現的吸收峯也相一致;紙上层析試驗,在三种不同的溶解系統中,均得相似的一个斑点;它們在相同条件下进行乙酰化,分別获得熔点为240—241℃的白色板状結晶,相互間的混合熔点也不降低,紅外綫吸收光譜也相一致。根据上述結果,从化学上看来,萱草根成分Ⅰ,Ⅱ,Ⅲ可能是同一种物貭,这种物貭系治疗血吸虫病的有效成分。經药理試驗証明,成分Ⅰ,Ⅱ,Ⅲ的药理作用尚有程度上的不同,这种現象可能与化学結构有关,尚待更多实驗闡明。这个化合物暫定名为萱草根素(hemerocallin),分子式为C16H14O4。Abstract: The active principle of Hemerocallis thunbergii Baker was isolated by extraction from the pulverized drug with chloroform in Soxhlet apparatus. By chromatography on aluminium oxide, a yellow powder (sample Ⅰ) was obtained, which became brownish and sintered above 243℃, and finally melted at 266—269℃ under decomposition. Its LD50 to mice was 0.95 mg/20 g body weight. Recrystallization from dimethyl formamide yielded orange red crystals (sample Ⅱ), which also became brownish, sintered above 240℃ and melted at 268—269℃ under decomposition. Its effect and toxicity were greatly dropped; the LD50 could not be determined below 60 mg/20g. But the effect and the toxicity reappeared when the dose was greatly increased. Dissolve the orange red crystals in sodium hydroxide solution and then acidify by diluted hydrochloric acid, a yellow powder (sample Ⅲ) was again obtained, which also became brownish, sintered above 240℃, and melted at 268—269℃ under decomposition. Its LD50 was 0.34 mg/20 g. The results of experimental therapy of schistosomiasis japonica in mice indicated that the effect of the drug was parallel to its toxicity. The samples Ⅰ,Ⅱ and Ⅲ showed no depression on the determination of the mixed melting point. Their infrared spectrum and that of their acetyl derivatives were all identical. Paper chromatographic tests with three different solvent systems showed in each case only one reddish-violet spot on spraying with ferric chloride reagent. These results indicated that the samples, Ⅰ, Ⅱ and Ⅲ may be the one and same compound whose empirical formula is C16H14O4. The name "hemerocallin" was suggested for the active principle obtained.
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