kankanoside I | 1225064-75-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: kankanoside I
• 英文别名: Rha(a1-3)[Glc(b1-6)][coumaroyl(3-OH)(-4)]Glc(b)-O-EtPh；[(2R,3R,4R,5R,6R)-5-hydroxy-6-(2-phenylethoxy)-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• CAS: 1225064-75-4
• 化学式: C₃₅H₄₆O₁₈
• 分子量: 754.739
• InChiKey: LXLTWMNTGBZOLH-GGPLKTKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  53
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  284
• 氢给体数：
  10
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  kankanoside I 在 水 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 生成 TRANS-咖啡酸
  参考文献：
  名称：

  Acylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosa1

  摘要：

  The methanolic extract from fresh stems of Cistanche tubulosa (Orobanchaceae) was found to show hepatoprotective effects against D-galactosamine (D-GalN)/lipopolysaccharide (LPS)-induced liver injury in mice. From the extract, three new phenylethanoid oligoglycosides, kankanosides H-1 (1), H-2 (2), and I (3), were isolated together with 16 phenylethanoid glycosides (4-19) and two acylated oligosugars (20, 21). The structures of 1-3 were determined on the basis of spectroscopic properties as well as of chemical evidence. Among the isolates, echinacoside (4, IC50 = 10.2 mu M), acteoside (5, 4.6 mu M), isoacteoside (6, 5.3 mu M), 2'-acetylacteoside (8, 4.8 mu M), and tubuloside A (10, 8.6 mu M) inhibited D-GalN-induced death of hepatocytes. These five isolates, 4 (31.1 mu M), 5 (17.8 mu M), 6 (22.7 mu M), 8 (25.7 mu M), and 10 (23.2 mu M), and cistantubuloside B-1 (11, 21.4 mu M) also reduced TNF-alpha-induced cytotoxicity in L929 cells. Moreover, principal constituents (4-6) exhibited in vivo hepatoprotective effects at doses of 25-100 mg/kg, po. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.047