6-(3-(2-(Boc-amino)ethylamino)propyl)-6H-indeno[1,2-c]isoquinoline-5,11-dione | 1259521-26-0

• 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: 6-(3-(2-(Boc-amino)ethylamino)propyl)-6H-indeno[1,2-c]isoquinoline-5,11-dione
• CAS: 1259521-26-0
• 化学式: C₂₆H₂₉N₃O₄
• 分子量: 447.534
• InChiKey: ZFZFCHHRLUUAAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  89.43
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6-(3-(2-(Boc-amino)ethylamino)propyl)-6H-indeno[1,2-c]isoquinoline-5,11-dione 在 盐酸 作用下， 以 异丙醇 为溶剂， 生成 6-(3-(2-aminoethylamino)propyl)-6H-indeno[1,2-c]isoquinoline-5,11-dione
  参考文献：
  名称：

  茚并异喹啉衍生物的钌（II）芳烃配合物的合成，结构和抗增殖活性

  摘要：

  Novel ruthenium complexes of indenoisoquinoline derivatives were synthesized and characterized. The structure of the complex 9 was determined by single-crystal X-ray crystallography. Ruthenium complexes displayed strong DNA interactions. The cytotoxic activity of the complexes was tested against five cancer cell lines (MDA-MB-231, MCF-7, HEK-293, HT-29, and DU-145).

  DOI：

  10.1021/acs.organomet.6b00440
• 作为产物：
  描述：

  N-叔丁氧羰基-1,2-乙二胺 、 3-{5,11-dioxo-5H,6H,11H-indeno[1,2-c]isoquinolin-6-yl}propyl 4-methylbenzene-1-sulfonate 以 乙腈 为溶剂， 反应 18.0h， 以80%的产率得到6-(3-(2-(Boc-amino)ethylamino)propyl)-6H-indeno[1,2-c]isoquinoline-5,11-dione
  参考文献：
  名称：

  Indeno[1,2-c]isoquinolin-5,11-diones conjugated to amino acids: Synthesis, cytotoxicity, DNA interaction, and topoisomerase II inhibition properties

  摘要：

  Three series of indeno[1,2-c]isoquinolin-5,11-dione-amino acid conjugates were designed and synthesized. Amino acids were connected to the tetracycle through linkers with lengths of n = 2 and 3 atoms using ester (series I), amide (series II), and secondary amine (series III) functions. DNA binding was evaluated by thermal denaturation and fluorescence measurements. Lysine and arginine substituted derivatives with n = 3 provided the highest DNA binding. Arginine derivative 32 (n = 2, series II) and glycine derivative 34 (n = 2, series III) displayed high topoisomerase II inhibition. Incrementing the length of the N-6 side chain from two to three methylene units provided a significant increase in DNA affinity but a substantial loss in topoisomerase II inhibition. The most cytotoxic compounds toward HL60 leukemia cells were 19, 33, and 34 displaying micromolar IC50 values. When tested with the topoisomerase II-mutated HL60/MX2 cell line, little variation of IC50 values was found, suggesting that topoisomerase II might not be the main target of these compounds and that additional targets could be involved. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.08.025