3-O-[(E)-4-(4-butoxyphenyl)-2-oxobut-3-en-1-yl]kaempferol | 1338577-16-4

• 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: 3-O-[(E)-4-(4-butoxyphenyl)-2-oxobut-3-en-1-yl]kaempferol
• 英文别名: 3-[(E)-4-(4-butoxyphenyl)-2-oxobut-3-enoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• CAS: 1338577-16-4
• 化学式: C₂₉H₂₆O₈
• 分子量: 502.521
• InChiKey: FQWDIINKYBKTEF-RUDMXATFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-丁氧基苯甲醛 在 2-pyrrolidinone hydrotribromide 、 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 1.5h， 生成 3-O-[(E)-4-(4-butoxyphenyl)-2-oxobut-3-en-1-yl]kaempferol
  参考文献：
  名称：

  Synthesis and biological activity of novel tiliroside derivants

  摘要：

  A series of new tiliroside derivatives were synthesized and characterized by analytical H-1 NMR, C-13 NMR and mass spectrometry. All of the compounds were evaluated for anti-diabetic properties in vitro using HepG2 cells. Compounds 3c, 3d, and 3i-l caused significant enhancements in glucose consumption by insulin-resistant HepG2 cells compared with control cells and cells that were exposed to metformin (an anti-diabetic drug). Moreover, compound 3l significantly activated adenosine 5'-monophosphate-activated protein kinase activity and reduced acetyl-CoA carboxylase activity. Thus, the tiliroside derivative 3l offers potential to be developed as a new approach for treating type II diabetes. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.059

文献信息

• Synthesis and biological activity of novel tiliroside derivants
  作者：Nan Qin、Chun-Bao Li、Mei-Na Jin、Li-Huan Shi、Hong-Quan Duan、Wen-Yan Niu

  DOI：10.1016/j.ejmech.2011.07.059

  日期：2011.10

  A series of new tiliroside derivatives were synthesized and characterized by analytical H-1 NMR, C-13 NMR and mass spectrometry. All of the compounds were evaluated for anti-diabetic properties in vitro using HepG2 cells. Compounds 3c, 3d, and 3i-l caused significant enhancements in glucose consumption by insulin-resistant HepG2 cells compared with control cells and cells that were exposed to metformin (an anti-diabetic drug). Moreover, compound 3l significantly activated adenosine 5'-monophosphate-activated protein kinase activity and reduced acetyl-CoA carboxylase activity. Thus, the tiliroside derivative 3l offers potential to be developed as a new approach for treating type II diabetes. (C) 2011 Elsevier Masson SAS. All rights reserved.