山道年
化合物
山道年,也称散道宁、蛔蒿素,是从菊科植物蛔蒿的花中提取的一种酮内酯化学物质,可用作驱虫药。过去被美英等国药典列为蛔虫药,在中国也曾用于宝塔糖。现已被效力更强、毒性更低的药物所代替。[1]
山道年 | |
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IUPAC名 (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione | |
识别 | |
CAS号 | 481-06-1 |
PubChem | 221071 |
ChemSpider | 191779 |
SMILES |
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InChI |
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InChIKey | XJHDMGJURBVLLE-BOCCBSBMBZ |
ChEBI | 16363 |
性质 | |
化学式 | C15H18O3 |
摩尔质量 | 246.3 g·mol−1 |
熔点 | 172 °C(445 K) |
沸点 | 423 °C(696 K) |
溶解性(水) | 难溶 |
蒸氣壓 | 1*10−7mmHg |
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
可能的生物合成
编辑药用
编辑可处理蛔虫等线虫感染,对绦虫无效。山道年使虫体麻痹;服药后,还应吃泻药以排出蛔虫。
山道年中毒可造成黄视、绿视。服用之前与之后起码3天不能吃油脂,以免脂溶性的山道年摄入体内。
参考文献
编辑- ^ Modern Drug Encyclopedia and Therapeutic Index, Sixth Edition, Drug Publications Inc, 1955
- ^ Base-catalyzed rearrangements 互联网档案馆的存檔,存档日期2009-02-07.
- ^ Per the Encyclopædia Britannica (1911 edition)
- ^ Modern botanicals also list Artemisia cina or Levant wormwood as the definitive source; this is also backed up by statements in formularies published in the heyday of santonin use such as King's American Dispensatory.
- ^ King's American Dispensatory, 1898 (页面存档备份,存于互联网档案馆) (this work is now in the public domain)
- ^ Botanical.com (页面存档备份,存于互联网档案馆) (article on Levant Wormseed, primary source of santonin)
- ^ original source, US Pharmacopoeia, 1898
- ^ 1. de Kraker, J.W.; Franssen, M.C.; Dalm M.C.; de Groot, A.; Bouwmeester, H.J.; “Biosynthesis of germacrene A carboxylic acid in chicory roots. Demonstration of a cytochrome P450 (+)-germacrene a hydroxylase and NADP+-dependent sesquiterpenoid dehydrogenase(s) involved in sesquiterpene lactone biosynthesis”. (2001). Plant Physiol. 125(4): 1930-40.
- ^ Barton, D.H.R.; Moss, G.P.; Whittle, J.A.; “Investigations on the Biosynthesis of Steroids and Terpenoids. Part I. A Preliminary Study of the Biosynthesis of Santonin”. (1968). J. Chem. Soc. 338(8): 1813-18.
公有领域出版物的文本: Chisholm, Hugh (编). Santonin. Encyclopædia Britannica 24 (第11版). London: Cambridge University Press: 195. 1911.
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