litchioside B | 1246016-60-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: litchioside B
• 英文别名: [(2R,3S,4S,5R,6R)-6-[[(1R,2S,4aS,5S,8S,8aR)-5,8-dihydroxy-4a,8-dimethyl-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• CAS: 1246016-60-3
• 化学式: C₃₀H₄₄O₁₀
• 分子量: 564.673
• InChiKey: LUWPDJKLNQVWHC-NVWCSVTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  litchioside B 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 24.0h， 以80%的产率得到(1S,4S,5R,6R,7S,10S)-1,4,6-trihydroxyeudesmane 6-O-β-D-glucopyranoside
  参考文献：
  名称：

  Eudesmane sesquiterpene glucosides from lychee seed and their cytotoxic activity

  摘要：

  Two new sesquiterpene glucosides, litchiosides A (1) and B (2), were obtained along with pumilaside A (3) and funingensin A (4) from lychee (Litchi chinensis Sonn.) seed. Their structures were elucidated on the basis of spectroscopic and chemical evidence. The in vitro antitumour activity of compounds 1-4 against A549, LAC, Hela, and Hep-G2 cell lines was determined using the MTT colourimetric assay. Pumilaside A (3) exhibited significant activity against all the tested cell lines with IC50 values of 0.012-6.29 mu M, and funingensin A (4) showed moderate activity against Hep-G2 cells (IC50 = 39.27 mu M), while litchiosides A (1) and B (2) were found to be inactive. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2010.05.073