(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione O,O-dibenzyl dioxime | 1010805-65-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione O,O-dibenzyl dioxime
• CAS: 1010805-65-8
• 化学式: C₃₅H₃₄N₂O₆
• 分子量: 578.665
• InChiKey: MSFDPLJDTAJGAX-MXQBAEARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.38
• 重原子数：
  43.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  102.1
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  curcumin 、 苄氧基胺盐酸盐 在 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 生成 (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione O,O-dibenzyl dioxime
  参考文献：
  名称：

  Antitumor effects of curcumin and structurally β-diketone modified analogs on multidrug resistant cancer cells

  摘要：

  Using concepts of bioisostery a series of curcumin analogs were synthesized: the diketonic system of the compound was elaborated into enamitiones, oximes, and the isoxazole heterocycle. The cell growth inhibitory and apoptosis inducing effects of the new analogs were evaluated by in vitro assays in the hepatocellular carcinoma HA22T/VGH cells, as well as in the MCF-7 breast cancer cell line and in its multidrug resistant (MDR) variant MCF-7R. Increased antitumor activity on all cell lines was found with the isoxazole analog and especially with the benzyl oxime derivative; in the HA22T/VGH cell model, the latter compound inhibited constitutive NF-kappa B activation. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.021