(E)-3-(4-bromo-3,5-dimethoxyphenyl)-1-(4-bromophenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(4-bromo-3,5-dimethoxyphenyl)-1-(4-bromophenyl)prop-2-en-1-one
• 化学式: C₁₇H₁₄Br₂O₃
• 分子量: 426.104
• InChiKey: LOTITVAVLRDTNZ-FPYGCLRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴-3,5-二甲氧基苯甲醛 、 4-溴苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以64.2%的产率得到(E)-3-(4-bromo-3,5-dimethoxyphenyl)-1-(4-bromophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis of apoptotic chalcone analogues in HepG2 human hepatocellular carcinoma cells

  摘要：

  Eight chalcone analogues were prepared and evaluated for their cytotoxic effects in human hepatoma HepG2 cells. Compound 5 had a potent cytotoxic effect. The percentage of apoptotic cells was significantly higher in compound 5-treated cells than in control cells. Exposure to compound 5 for 24 h induced cleavage of caspase-8 and -3, and poly (ADP-ribose) polymerase (PARP). Our findings suggest that compound 5 is the active chalcone analogue that contributes to cell death in HepG2 cells via the extrinsic apoptotic pathway. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.093

文献信息

• Synthesis of apoptotic chalcone analogues in HepG2 human hepatocellular carcinoma cells
  作者：Cheon-Soo Park、Yongchel Ahn、Dahae Lee、Sung Won Moon、Ki Hyun Kim、Noriko Yamabe、Gwi Seo Hwang、Hyuk Jai Jang、Heesu Lee、Ki Sung Kang、Jae Wook Lee

  DOI：10.1016/j.bmcl.2015.10.093

  日期：2015.12

  Eight chalcone analogues were prepared and evaluated for their cytotoxic effects in human hepatoma HepG2 cells. Compound 5 had a potent cytotoxic effect. The percentage of apoptotic cells was significantly higher in compound 5-treated cells than in control cells. Exposure to compound 5 for 24 h induced cleavage of caspase-8 and -3, and poly (ADP-ribose) polymerase (PARP). Our findings suggest that compound 5 is the active chalcone analogue that contributes to cell death in HepG2 cells via the extrinsic apoptotic pathway. (C) 2015 Elsevier Ltd. All rights reserved.
• Synthesis of Renoprotective Chalcone Analogues That Protect Against Cisplatin-induced Cytotoxicity in LLC-PK1 Cells
  作者：Noriko Yamabe、Dahae Lee、Heesu Lee、Myung Sook Shin、Gwi Seo Hwang、Ki Sung Kang、Jae Wook Lee

  DOI：10.1002/bkcs.10984

  日期：2016.11