(E)-1-(2,4-dichlorophenyl)-3-(3-hydroxy-4-methoxyphenyl)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)-1-(2,4-dichlorophenyl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one
• 化学式: C₁₆H₁₂Cl₂O₃
• 分子量: 323.175
• InChiKey: UQTTYYWBGKWRJM-QHHAFSJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异香兰素 、 2,4-二氯苯乙酮 在 3,4-二氢-2H-吡喃 作用下， 以 甲醇 为溶剂， 生成 (E)-1-(2,4-dichlorophenyl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and anticancer activity of chalcones derived from vanillin and isovanillin

  摘要：

  An array of chalcones from vanillin/isovanillin and differently substituted acetophenones were synthesized and assessed for their anticancer activity against A549, MCF7 and MIA PaCa-2 cell lines using MTT assay. Some of the chalcones exhibited good anticancer activity with IC50 values below 10 mu M. Compound 5f with IC50 values 5.4 +/- A 0.7, 10.45 +/- A 2.15 and 13.0 +/- A 1.68 A mu M on MIA PaCa-2, A549 and MCF7, respectively, was more potent than curcumin and hence was analyzed for changes in cell morphology, inhibition of cell migration, mechanism of cell death and arrest of cell cycle progression on MIA PaCa-2 cells.

  DOI：

  10.1007/s00044-015-1453-2

文献信息

• Synthesis and anticancer activity of chalcones derived from vanillin and isovanillin
  作者：Saiharish Raghavan、Prasath Manogaran、Balasubramanian Kalpattu Kuppuswami、Ganesh Venkatraman、Krishna Kumari Gadepalli Narasimha

  DOI：10.1007/s00044-015-1453-2

  日期：2015.12

  An array of chalcones from vanillin/isovanillin and differently substituted acetophenones were synthesized and assessed for their anticancer activity against A549, MCF7 and MIA PaCa-2 cell lines using MTT assay. Some of the chalcones exhibited good anticancer activity with IC50 values below 10 mu M. Compound 5f with IC50 values 5.4 +/- A 0.7, 10.45 +/- A 2.15 and 13.0 +/- A 1.68 A mu M on MIA PaCa-2, A549 and MCF7, respectively, was more potent than curcumin and hence was analyzed for changes in cell morphology, inhibition of cell migration, mechanism of cell death and arrest of cell cycle progression on MIA PaCa-2 cells.