3-(5-bromopentyl)-5-((4-oxo-2-phenyl-4H-chromen-6-yl)methylene)thiazolidine-2,4-dione | 1561912-76-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3-(5-bromopentyl)-5-((4-oxo-2-phenyl-4H-chromen-6-yl)methylene)thiazolidine-2,4-dione
• CAS: 1561912-76-2
• 化学式: C₂₄H₂₀BrNO₄S
• 分子量: 498.397
• InChiKey: HRLZALZDEUCOBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  67.59
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(5-bromopentyl)-5-((4-oxo-2-phenyl-4H-chromen-6-yl)methylene)thiazolidine-2,4-dione 、 potassium selenocyanate 以 丙酮 为溶剂， 反应 48.0h， 以73%的产率得到5-((4-oxo-2-phenyl-4H-chromen-6-yl)methylene)-3-(5-selenocyanatopentyl)thiazolidine-2,4-dione
  参考文献：
  名称：

  Intervention in cyclophosphamide induced oxidative stress and DNA damage by a flavonyl-thiazolidinedione based organoselenocyanate and evaluation of its efficacy during adjuvant therapy in tumor bearing mice

  摘要：

  A novel flavonyl-thiazolidinedione based organoselenocyanate compound was synthesized and established as nontoxic at the doses of 2.5 and 5 mg/kg b.w. in mice. Oral administration of the compound in combination with cyclophosphamide (CP) resulted in an improved therapeutic efficacy which was mostly evidenced in terms of tumor burden and protection of normal cells. The adjuvant therapy was proved to be immensely significant in increasing the mean survivability of the tumor bearing hosts. Reduction in the tumor volume was manifested through the induction of apoptosis and generation of ROS in transformed cells. Moreover, the organoselenium compound could efficiently suppress CP-induced DNA damage, chromosomal aberration, hepatic damage and enhanced the activities of various antioxidant enzymes in normal cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.015
• 作为产物：
  描述：

  6-bromomethylflavone 在 哌啶 、 乌洛托品 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 16.42h， 生成 3-(5-bromopentyl)-5-((4-oxo-2-phenyl-4H-chromen-6-yl)methylene)thiazolidine-2,4-dione
  参考文献：
  名称：

  Intervention in cyclophosphamide induced oxidative stress and DNA damage by a flavonyl-thiazolidinedione based organoselenocyanate and evaluation of its efficacy during adjuvant therapy in tumor bearing mice

  摘要：

  A novel flavonyl-thiazolidinedione based organoselenocyanate compound was synthesized and established as nontoxic at the doses of 2.5 and 5 mg/kg b.w. in mice. Oral administration of the compound in combination with cyclophosphamide (CP) resulted in an improved therapeutic efficacy which was mostly evidenced in terms of tumor burden and protection of normal cells. The adjuvant therapy was proved to be immensely significant in increasing the mean survivability of the tumor bearing hosts. Reduction in the tumor volume was manifested through the induction of apoptosis and generation of ROS in transformed cells. Moreover, the organoselenium compound could efficiently suppress CP-induced DNA damage, chromosomal aberration, hepatic damage and enhanced the activities of various antioxidant enzymes in normal cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.015