2-(thiiran-2-ylmethoxy)-9H-carbazole | 1202905-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(thiiran-2-ylmethoxy)-9H-carbazole
• CAS: 1202905-85-8
• 化学式: C₁₅H₁₃NOS
• 分子量: 255.34
• InChiKey: PYQQLYSFCUIEKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  25.02
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-(氯甲基)环硫乙烷 、 2-羟基咔唑 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以19%的产率得到2-(thiiran-2-ylmethoxy)-9H-carbazole
  参考文献：
  名称：

  A novel carbazole derivative, MHY407, sensitizes cancer cells to doxorubicin-, etoposide-, and radiation treatment via DNA damage

  摘要：

  In this study, we synthesized a novel carbazole derivative, MHY407, as a sensitizer of cancer cells to increase DNA damage. We then evaluated the anticancer effects of MHY407 and identified the molecular mechanism for the sensitization of breast cancer cell lines. MHY407 significantly increased DNA damage as determined by DNA breakage, levels of damage-responsive proteins, and DNA foci. In addition, MHY407 increased p21 and decreased cyclin D1 protein levels. MHY407 also involved increased cell cycle arrest at the S phase. Furthermore, in doxorubicin and etoposide-treated breast cancer cells, co-treatment with MHY407 reduced cell viability and increased apoptosis. Co-treatment of MHY407 with doxorubicin or etoposide increased DNA damage-related proteins and foci formation, suggesting that increased DNA damage by MHY407 plays an important role in the sensitization. In addition, MHY407 also sensitized the cancer cells to DNA damaging radiation treatment. These results may contribute to the development of MHY407-based treatments for cancer patients receiving DNA-damage therapy. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejphar.2012.10.001