1,4-bis(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)anthracene-9,10-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4-bis(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)anthracene-9,10-dione
• 英文别名: 1,4-Bis[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]anthracene-9,10-dione；1,4-bis[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]anthracene-9,10-dione
• 化学式: C₂₆H₃₂O₁₀
• 分子量: 504.534
• InChiKey: FNNFUFQSMUWHTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  36
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1,4-二羟基蒽醌 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 6.5h， 生成 1,4-bis(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)anthracene-9,10-dione
  参考文献：
  名称：

  Overcoming doxorubicin-resistance in the NCI/ADR-RES model cancer cell line by novel anthracene-9,10-dione derivatives

  摘要：

  Overcoming drug resistance with remarkable cytotoxic activity by anthracene-9,10-dione derivatives would offer a potential therapeutic strategy. In this study, we report the synthesis and the cytotoxicity of a novel set of anthraquninones. (4-(4-Aminobenzylamino)-9,10-dioxo-9,10-dihydroanthracen-1-yl-4-methylbenzenesulfonate) (3) has excellent in vitro cytotoxicity against doxorubicin-resistant cancer cell line (IC50 = 0.8 mu M), 20-fold higher than doxorubicin. The cytotoxic effect via G2/M arrest does not appear to be ROS. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.004

文献信息

• Overcoming doxorubicin-resistance in the NCI/ADR-RES model cancer cell line by novel anthracene-9,10-dione derivatives
  作者：Supranee Sangthong、Helen Ha、Thapong Teerawattananon、Nattaya Ngamrojanavanich、Nouri Neamati、Nongnuj Muangsin

  DOI：10.1016/j.bmcl.2013.09.004

  日期：2013.11

  Overcoming drug resistance with remarkable cytotoxic activity by anthracene-9,10-dione derivatives would offer a potential therapeutic strategy. In this study, we report the synthesis and the cytotoxicity of a novel set of anthraquninones. (4-(4-Aminobenzylamino)-9,10-dioxo-9,10-dihydroanthracen-1-yl-4-methylbenzenesulfonate) (3) has excellent in vitro cytotoxicity against doxorubicin-resistant cancer cell line (IC50 = 0.8 mu M), 20-fold higher than doxorubicin. The cytotoxic effect via G2/M arrest does not appear to be ROS. (c) 2013 Elsevier Ltd. All rights reserved.