cis-dichlorobis(cyclooctylamine)platinum(II) | 151767-48-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: cis-dichlorobis(cyclooctylamine)platinum(II)
• 英文别名: cis-Dicyclooctylamminedichloroplatinum (II)；cyclooctanamine;platinum(2+);dichloride
• CAS: 151767-48-5；62928-48-7
• 化学式: C₁₆H₃₄Cl₂N₂Pt
• 分子量: 520.445
• InChiKey: DTUFJJOVXZRLNG-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.88
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  potassium tetrachloroplatinate(II) 、 环辛胺 以 水 为溶剂， 以18%的产率得到cis-dichlorobis(cyclooctylamine)platinum(II)
  参考文献：
  名称：

  Dichlorobis(cycloalkylamine)platinum(II) complexes structure activity relationship on the human MDA-MB-231 breast cancer cell line

  摘要：

  The syntheses of dichlorobis(cycloalkylamine)platinum(II) complexes with cis and trans cycloalkylamine ligands [cis-PtCl2(C3H5NH2)2 to cis-PtCl2(C8H15NH2)2 (3-8) and trans-PtCl2-(C7H13NH2)2 (9) and trans-PtCl2(C8H15NH2)2 (10)] are described. The distinction between cis and trans isomers was achieved by H-1-NMR spectroscopy. The antitumor activity was determined on the cell proliferation of the human MDA-MB-231 breast cancer cell line during long-term drug exposure. The complexes with small cycloalkylamine ligands (3-6) were inferior, those with large cycloalkylamine ligands were comparable (7) or superior (8) to cisplatin. Surprisingly, the cis/trans isomers 7/9 and 8/10 were equally active. All cycloalkylamine ligands were inactive. IR-spectroscopic studies showed that the size of the cycloalkylamine ring does not lead to significant differences in the Pt-Cl binding strength. Therefore it is assumed that the markedly stronger antitumor activity of the higher homologues, 7-10, is not the result of a faster reaction with bionucleophils such as DNA. A possible explanation of the high activity of 7-10 is the strong lipophilicity of the complexes. This assumption was confirmed by toxicity tests against confluent cultures.

  DOI：

  10.1007/bf00819526

文献信息

• Dichlorobis(cycloalkylamine)platinum(II) complexes structure activity relationship on the human MDA-MB-231 breast cancer cell line
  作者：J. Kritzenberger、G. Bernhardt、R. Gust、P. Pistor、H. Sch�nenberger、H. Yersin

  DOI：10.1007/bf00819526

  日期：1993.5

  The syntheses of dichlorobis(cycloalkylamine)platinum(II) complexes with cis and trans cycloalkylamine ligands [cis-PtCl2(C3H5NH2)2 to cis-PtCl2(C8H15NH2)2 (3-8) and trans-PtCl2-(C7H13NH2)2 (9) and trans-PtCl2(C8H15NH2)2 (10)] are described. The distinction between cis and trans isomers was achieved by H-1-NMR spectroscopy. The antitumor activity was determined on the cell proliferation of the human MDA-MB-231 breast cancer cell line during long-term drug exposure. The complexes with small cycloalkylamine ligands (3-6) were inferior, those with large cycloalkylamine ligands were comparable (7) or superior (8) to cisplatin. Surprisingly, the cis/trans isomers 7/9 and 8/10 were equally active. All cycloalkylamine ligands were inactive. IR-spectroscopic studies showed that the size of the cycloalkylamine ring does not lead to significant differences in the Pt-Cl binding strength. Therefore it is assumed that the markedly stronger antitumor activity of the higher homologues, 7-10, is not the result of a faster reaction with bionucleophils such as DNA. A possible explanation of the high activity of 7-10 is the strong lipophilicity of the complexes. This assumption was confirmed by toxicity tests against confluent cultures.