(5-(4-fluorobenzyl)-2,3,4-trimethoxyphenyl)(4-(quinolin-8-yloxy)phenyl)methanone | 1377834-33-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (5-(4-fluorobenzyl)-2,3,4-trimethoxyphenyl)(4-(quinolin-8-yloxy)phenyl)methanone
• 英文别名: [5-[(4-Fluorophenyl)methyl]-2,3,4-trimethoxyphenyl]-(4-quinolin-8-yloxyphenyl)methanone
• CAS: 1377834-33-7
• 化学式: C₃₂H₂₆FNO₅
• 分子量: 523.561
• InChiKey: JCAVZDCWOLYUJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (5-(4-fluorobenzyl)-2,3,4-trimethoxyphenyl)(4-(quinolin-8-yloxy)phenyl)methanone 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到(5-(4-fluorobenzyl)-2,3,4-trihydroxyphenyl)(4-(quinolin-8-yloxy)phenyl)methanone
  参考文献：
  名称：

  Structure–activity relationship of selected polyphenol derivatives as inhibitors of Bax/Bcl-xL interaction

  摘要：

  This paper describes the synthesis of nine selected diaryl/heteroaryl-containing phenol and polyphenol derivatives which have been evaluated against Bax/Bcl-xL interaction in comparison with ABT-737. Using a BRET assay, six of these derivatives exhibit activity comparable to ABT-737 to disrupt Bax/Bcl-xL interaction. These preliminary results demonstrate that such polyphenol-derived molecules are attractive compounds regarding anticancer activity and that the phenol at position 3 is important regarding disruption of Bax/Bcl-xL interaction. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.036
• 作为产物：
  描述：

  在 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 以82%的产率得到(5-(4-fluorobenzyl)-2,3,4-trimethoxyphenyl)(4-(quinolin-8-yloxy)phenyl)methanone
  参考文献：
  名称：

  Structure–activity relationship of selected polyphenol derivatives as inhibitors of Bax/Bcl-xL interaction

  摘要：

  This paper describes the synthesis of nine selected diaryl/heteroaryl-containing phenol and polyphenol derivatives which have been evaluated against Bax/Bcl-xL interaction in comparison with ABT-737. Using a BRET assay, six of these derivatives exhibit activity comparable to ABT-737 to disrupt Bax/Bcl-xL interaction. These preliminary results demonstrate that such polyphenol-derived molecules are attractive compounds regarding anticancer activity and that the phenol at position 3 is important regarding disruption of Bax/Bcl-xL interaction. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.036

文献信息

• Structure–activity relationship of selected polyphenol derivatives as inhibitors of Bax/Bcl-xL interaction
  作者：Duc Duy Vo、Fabien Gautier、Philippe Juin、René Grée

  DOI：10.1016/j.ejmech.2012.02.036

  日期：2012.5

  This paper describes the synthesis of nine selected diaryl/heteroaryl-containing phenol and polyphenol derivatives which have been evaluated against Bax/Bcl-xL interaction in comparison with ABT-737. Using a BRET assay, six of these derivatives exhibit activity comparable to ABT-737 to disrupt Bax/Bcl-xL interaction. These preliminary results demonstrate that such polyphenol-derived molecules are attractive compounds regarding anticancer activity and that the phenol at position 3 is important regarding disruption of Bax/Bcl-xL interaction. (C) 2012 Elsevier Masson SAS. All rights reserved.