bis-1,2-{(5,6-dihydro-5,11-diketo-11H-indeno[1,2-c]isoquinoline)-6-(ethylamino)-ethylamino}ethane tetra(trifluoroacetate)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: bis-1,2-{(5,6-dihydro-5,11-diketo-11H-indeno[1,2-c]isoquinoline)-6-(ethylamino)-ethylamino}ethane tetra(trifluoroacetate)
• 英文别名: Bis-{(5,11-diketo-11H[1,2-c]isoquinoline)-6-ethy lamino-ethylamino}ethane Tetra(trifluoroacetate)；6-[2-[2-[2-[2-[2-(5,11-dioxoindeno[1,2-c]isoquinolin-6-yl)ethylamino]ethylamino]ethylamino]ethylamino]ethyl]indeno[1,2-c]isoquinoline-5,11-dione;2,2,2-trifluoroacetic acid
• 化学式: 4C₂HF₃O₂*C₄₂H₄₀N₆O₄
• 分子量: 1148.91
• InChiKey: BOOWIMAXPOBHAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  59
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  160
• 氢给体数：
  5
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  五乙烯六胺 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 111.0h， 生成 bis-1,2-{(5,6-dihydro-5,11-diketo-11H-indeno[1,2-c]isoquinoline)-6-(ethylamino)-ethylamino}ethane tetra(trifluoroacetate)
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Bisindenoisoquinolines as Topoisomerase I Inhibitors

  摘要：

  The indenoisoquinolines represent a class of non-camptothecin topoisomerase I (Top1) inhibitors that exert cytotoxicity by trapping the covalent complex formed between DNA and Top1 during relaxation of DNA supercoils. As an ongoing evaluation of Top1 inhibition and anticancer activity, indenoisoquinolines were linked via their lactam side chains to provide polyamines end-capped with intercalating motifs. The resulting bisindenoisoquinolines were evaluated for cytotoxicity in the National Cancer Institute's human cancer cell screen and for Top1 inhibition. Preliminary findings suggested that the 2-3-2and 3-3-3 linkers, referring to the number of carbons between nitrogen atoms, were optimal for both potent Top1 inhibition and cytotoxicity. Using optimized linkers, bisindenoisoquinolines were synthesized with nitro and methoxy substituents on the aromatic rings. The biological results for substituted compounds revealed a disagreement between the structure-activity relationships of monomeric indenoisoquinolines and bisindenoisoquinolines as Top1 inhibitors, but cytotoxicity was maintained for both series of compounds.

  DOI：

  10.1021/jm060046o

文献信息

• WO2007/59008
  申请人：——

  公开号：——

  公开（公告）日：——