2',4',7-trihydroxy-6-(3,3-dimethylallyl)flavone | 1351279-83-8

• 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',4',7-trihydroxy-6-(3,3-dimethylallyl)flavone
• 英文别名: 2-(2,4-Dihydroxyphenyl)-7-hydroxy-6-(3-methylbut-2-enyl)chromen-4-one
• CAS: 1351279-83-8
• 化学式: C₂₀H₁₈O₅
• 分子量: 338.36
• InChiKey: CFFDERDYMIPGLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-hydroxy-4-methoxymethoxy-5-C-prenylacetophenone 在 吡啶 、 盐酸 、 水 、 碘 、 sodium acetate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 反应 72.0h， 生成 2',4',7-trihydroxy-6-(3,3-dimethylallyl)flavone
  参考文献：
  名称：

  Pharmacophore identification, virtual screening and biological evaluation of prenylated flavonoids derivatives as PKB/Akt1 inhibitors

  摘要：

  A total of 24 well-defined PKB/Akt1 inhibitors were used to generate pharmacophore models applying Catalyst/HypoGen program. The best ranked model (Hypo_1) was then validated by cost analysis, prediction capability, Cat-Scramble and receiver operating characteristic (ROC) studies. Then, pharmacophore-based virtual screening combined with docking study was performed to search an in-house compound database. Nine preferable hits 75-80, HTS-02143, BTB-14740 and HTS-08006 were prepared and biologically evaluated. Several compounds were identified as good PKB/Akt1 inhibitors, suggesting that Hypo_l would be reliable and useful in virtual screening. Flow cytometric and western blotting analysis on compounds 79 and 80 further demonstrated that the inhibition of phosphorylation of PKB/Akt1 and its substrates (such as GSK beta) was responsible for their cytotoxic activities. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.006