trans-[Pt(2,3-pyridinedicarboxylic acid)₂Cl₂] | 1399982-54-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: trans-[Pt(2,3-pyridinedicarboxylic acid)₂Cl₂]
• 英文别名: 2-Carboxypyridine-3-carboxylate;dichloroplatinum(2+)；2-carboxypyridine-3-carboxylate;dichloroplatinum(2+)
• CAS: 1399982-54-7
• 化学式: C₁₄H₈Cl₂N₂O₈Pt
• 分子量: 598.212
• InChiKey: NSNYLLUXIMQCGW-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  -0.34
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  181
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  potassium hexachloropalatinate(IV) 、 2,3-吡啶二甲酸 以 水 为溶剂， 反应 72.0h， 以73.12%的产率得到trans-[Pt(2,3-pyridinedicarboxylic acid)₂Cl₂]
  参考文献：
  名称：

  The synthesis, spectroscopic, X-ray characterization and in vitro cytotoxic testing results of activity of five new trans-platinum(IV) complexes with functionalized pyridines

  摘要：

  Platinum(IV) complexes with general formulas [Pt(L1-2)(2)Cl-4]. where L1-2 are 3-acetylpyridine (1) and 4-acetylpyridine (2) respectively, and [Pt(HL3-5)(2)Cl-2], where H2L3-5 are 2,3-pyridinedicarboxylic acid (3), 2,4-pyridinedicarboxylic acid (4) and 2,5-pyridinedicarboxylic acid (5) respectively, were prepared by the reaction of K-2[PtCl6] with the corresponding ligand in 1:2 M ratio in water. The complexes were characterized by elemental analysis and IR and NMR spectroscopy. The structures of complexes 2 and 5 were determined by X-ray crystallography, which revealed the trans orientation of chloride anions around platinum(IV) in the case of both complexes. The antiproliferative activity was investigated in six tumor cell lines (human cervical carcinoma cells (HeLa), murine melanoma cells (B16), human breast carcinoma cells (MDA-MB-453), human colon carcinoma cells (LS-174), transformed human umbilical vein endothelial cells (EA.hy 926) and murine endothelial cells (MS1)) and in one non-tumor cell line-human fetal lung fibroblast cells (MRC-5). Cytotoxicity studies indicated that Pt(IV) complexes with acetyl-substituted pyridine ligands exhibit significantly higher in vitro antiproliferative activity than the complexes with carboxylato-substituted pyridines. Complexes 1 and 2 showed antiproliferative activity in all tested tumor cell lines, with the highest potential in human endothelial cells EA.hy 926, since they had IC50 values of 13.8 +/- 5.8 mu M and 23.4 +/- 3.3 mu M, respectively and were more active than cisplatin. Complexes 1 and 2 exhibited lower toxicity against the non-tumor human lung fibroblast cell line (MRC-5) than against most of the tested tumor cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.019

文献信息

• The synthesis, spectroscopic, X-ray characterization and in vitro cytotoxic testing results of activity of five new trans-platinum(IV) complexes with functionalized pyridines
  作者：Gordana M. Rakić、Sanja Grgurić-Šipka、Goran N. Kaluđerović、Martin Bette、Lana Filipović、Sandra Aranđelović、Siniša Radulović、Živoslav Lj. Tešić

  DOI：10.1016/j.ejmech.2012.07.019

  日期：2012.9

  Platinum(IV) complexes with general formulas [Pt(L1-2)(2)Cl-4]. where L1-2 are 3-acetylpyridine (1) and 4-acetylpyridine (2) respectively, and [Pt(HL3-5)(2)Cl-2], where H2L3-5 are 2,3-pyridinedicarboxylic acid (3), 2,4-pyridinedicarboxylic acid (4) and 2,5-pyridinedicarboxylic acid (5) respectively, were prepared by the reaction of K-2[PtCl6] with the corresponding ligand in 1:2 M ratio in water. The complexes were characterized by elemental analysis and IR and NMR spectroscopy. The structures of complexes 2 and 5 were determined by X-ray crystallography, which revealed the trans orientation of chloride anions around platinum(IV) in the case of both complexes. The antiproliferative activity was investigated in six tumor cell lines (human cervical carcinoma cells (HeLa), murine melanoma cells (B16), human breast carcinoma cells (MDA-MB-453), human colon carcinoma cells (LS-174), transformed human umbilical vein endothelial cells (EA.hy 926) and murine endothelial cells (MS1)) and in one non-tumor cell line-human fetal lung fibroblast cells (MRC-5). Cytotoxicity studies indicated that Pt(IV) complexes with acetyl-substituted pyridine ligands exhibit significantly higher in vitro antiproliferative activity than the complexes with carboxylato-substituted pyridines. Complexes 1 and 2 showed antiproliferative activity in all tested tumor cell lines, with the highest potential in human endothelial cells EA.hy 926, since they had IC50 values of 13.8 +/- 5.8 mu M and 23.4 +/- 3.3 mu M, respectively and were more active than cisplatin. Complexes 1 and 2 exhibited lower toxicity against the non-tumor human lung fibroblast cell line (MRC-5) than against most of the tested tumor cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.