| 1400879-74-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1400879-74-4
• 化学式: C₁₅H₂₀N₂O
• 分子量: 244.337
• InChiKey: ITZWTIMJVSGZJU-HWCDORLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  反-2-辛烯醛 、 苯甲酰肼 以 甲醇 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  ATRA-hydrazonate derivatives and their copper complexes against hormone-dependent (MCF-7), hormone-independent (MDA-MB-231and BT-20) breast cancer and androgen-independent (PC3) prostate cancer cell lines

  摘要：

  Retinoids, the derivatives of vitamin A. are known to exhibit anticancer properties through binding to nuclear retinoic acid receptors (RARs). However, several factors such as high lipophilicity, short half life, associated toxicity and appearance of resistant cells during differentiation therapy has limited their therapeutic potential. Here we report synthesis of aryl/heterocyclic analogs of retinoid trans-2-octenal with and without copper complexation. The biological activity of these novel synthetic compounds was tested against multiple human cancer cell lines: breast cancer cell lines MCF-7, BT-20, MDA-MB-231 and prostate cancer cell line PC-3, all of which differ in their expression of RAR subunits. The retinoid-derivatives were found to be effective in inhibiting the growth of all the cell lines, particularly those that express RAR alpha. Synthesis of hydrazonate analogs of retinoic acid and their copper conjugation is therefore an effective strategy to design novel anticancer compounds. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2012.05.027