2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl β-D-galactopyranoside | 1350703-35-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl β-D-galactopyranoside
• 英文别名: (2R,3R,4S,5R,6R)-2-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1350703-35-3
• 化学式: C₁₆H₂₄O₉
• 分子量: 360.361
• InChiKey: YLUWATMQOJRAQZ-DZQJYWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  138
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  对羟基苯乙醇 在 N-溴代丁二酰亚胺(NBS) 、 5%-palladium/activated carbon 、 氢气 、 sodium methylate 、 potassium carbonate 、 silver carbonate 、 copper(I) bromide 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 20.5h， 生成 2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl β-D-galactopyranoside
  参考文献：
  名称：

  Zheng, Cheng; Guo, Yibing; Meng, Ying, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 5, p. 654 - 664

  摘要：

  DOI：

文献信息

• Free radical scavenging and hepatoprotective effects of salidroside analogs on CCl4-induced cytotoxicity in LO2 cells
  作者：Yibing Guo、Cheng Zheng、Wen Xu、Yongxing Si、Sufeng Dou、Yumin Yang

  DOI：10.1007/s00044-012-0247-z

  日期：2013.5

  Salidroside, a phenylpropanoid glycoside isolated from a traditional Chinese medicinal plant Rhodiola rosea L. displays a broad spectrum of pharmacological properties. It has been found to play a hepatoprotective role in liver diseases through inhibiting apoptosis of hepatocytes and proliferation of hepatic stellate cells, decreasing serum aminotransferase, reversing hepatic fibrosis, and improving liver function. In this study as an ongoing study on the discovery and development of new hepatoprotective agents, about 12 novel glycosides were synthesized, and 2,2-diphenyl-1-picrylhydrazyl radical scavenge activity of each glycoside was evaluated. 2-(3,4,5-trihydroxyphenyl)ethyl beta-d-glucopyranoside (4g) and 2-(3,4,5-trihydroxyphenyl)ethyl beta-d-galactopyranoside (4h) exhibited significant activity prior to salidroside with an IC50 value of 38.05 and 35.85 mu M, respectively. The hepatoprotective effect of compounds 4g and 4h on CCl4-induced cytotoxicity in LO2 cells was assessed for further research.2-(3,4,5-Trihydroxyphenyl)ethyl beta-d-glucopyranoside (4g) and 2-(3,4,5-trihydroxyphenyl)ethyl beta-d-galactopyranoside (4h) exhibited significant hepatoprotective activity prior to salidroside.
• Zheng, Cheng; Guo, Yibing; Meng, Ying, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 5, p. 654 - 664
  作者：Zheng, Cheng、Guo, Yibing、Meng, Ying、Dou, Sufeng、Shao, Jian、Yang, Yumin

  DOI：——

  日期：——