2''-O-rhamnosylicariside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2''-O-rhamnosylicariside
• 英文别名: 2''-O-rhamnosyl icariside II；2"-0-rhamnosylicariside II；2''-O-Rhamnosylicariside II；3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
• 化学式: C₃₃H₄₀O₁₄
• 分子量: 660.672
• InChiKey: TVBJKPLTBPGHDJ-ZJTKNEERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  214
• 氢给体数：
  7
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  淫羊霍定C 在 Cunninghamella blakesleana 作用下， 以 甲醇 为溶剂， 反应 120.0h， 以97.7%的产率得到2''-O-rhamnosylicariside
  参考文献：
  名称：

  Biotransformation of major flavonoid glycosides in herb epimedii by the fungus Cunninghamella blakesleana

  摘要：

  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.

  DOI：

  10.1016/j.molcatb.2015.05.021

文献信息

• 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.