淫羊藿苷 A | 39012-04-9

• 物质功能分类: 天然产物 - 黄酮类化合物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 淫羊藿苷 A
• 中文别名: 淫羊藿苷A
• 英文名称: epimedoside A
• 英文别名: epimedoside E；7-β-D-glucopyranosyloxy-5-hydroxy-2-(4-hydroxy-phenyl)-8-(3-methyl-but-2-enyl)-3-α-L-rhamnopyranosyloxy-chromen-4-one；7-β-D-Glucopyranosyloxy-5-hydroxy-2-(4-hydroxy-phenyl)-8-(3-methyl-but-2-enyl)-3-α-L-rhamnopyranosyloxy-chromen-4-on；5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• CAS: 39012-04-9
• 化学式: C₃₂H₃₈O₁₅
• 分子量: 662.645
• InChiKey: OGYXOOJUJQIDOX-FVCAYHPDSA-N

物化性质

• 熔点：
  235-237℃ (dec.) (pyridine , water )
• 沸点：
  971.5±65.0 °C(Predicted)
• 密度：
  1.61±0.1 g/cm3 (20 ºC 760 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  245
• 氢给体数：
  9
• 氢受体数：
  15

安全信息

• 储存条件：
  2-8℃

制备方法与用途

生物活性方面，Epimedoside A 是从玉山淫羊藿根部提取的一种黄酮类化合物，并在体外显示出显著的抗氧化活性。

反应信息

• 作为反应物：
  描述：

  淫羊藿苷 A 在 emulsin 、 水 、 甲苯 作用下， 生成 5,7-diacetoxy-2-(4-acetoxy-phenyl)-8-(3-methyl-but-2-enyl)-3-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-chromen-4-one
  参考文献：
  名称：

  Akai et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1935, vol. 55, p. 1139,1149, 1151; dtsch. Ref. S. 214, 216

  摘要：

  DOI：

文献信息

• ICARISIDE COMPOUND, PREPARATION METHOD THEREOF, AND APPLICATION THEREOF
  申请人：FOSHAN GOLDEN HEALTH TECHNOLOGY CO., LTD.

  公开号：US20180201639A1

  公开（公告）日：2018-07-19

  An icariside compound as shown in Formula I wherein the compound is a natural chemical component in the traditional Chinese herbal epimedium or a chemically modified or a totally synthetic product based on the natural component. The compound can be used for preparing pharmaceuticals, health care products, cosmetic and skin care products and the like for improvement of immunity in a human body.

  公式I所示的icariside化合物，其中该化合物是传统中药淫羊藿中的一种天然化学成分，或者是基于这种天然成分的化学改性产品或完全合成产品。该化合物可用于制备药品、保健产品、化妆品和护肤品等，以增强人体免疫力。
• Biotransformation of major flavonoid glycosides in herb epimedii by the fungus Cunninghamella blakesleana
  作者：XiuLan Xin、Guang-Jun Fan、Zheng Sun、Ning Zhang、Ye Li、Rong Lan、Liang Chen、PeiPei Dong

  DOI：10.1016/j.molcatb.2015.05.021

  日期：2015.12

  Biotransformation of icariin (1), epimedin C (2), epimedoside A (3), epimedin A (4) and epimidin B (5), five major components of E. koreanum, were performed by using Cunninghamella blakesleana. And they could be metabolized efficiently to icariside II (1a), 2 ''-O-rhamnosylikarisoside II (2a), epimedoside b (3a), baohuoside VII (4a) and sagittatoside B (5a) with high yields of 95.1%, 97.7%, 93.7%, 95.8% and 96.4%, respectively. And these transformed products as major forms of herb epimedii in vivo exhibited the more significant anti-osteoporosis activities. Our method could be applied for enriching these rare flavonoids in herb epimedii, for further development of anti-osteoporosis medicines or functional foods. (C) 2015 Published by Elsevier B.V.