[Au(C≡CCH2SC5H4N)(PPh3)] | 1443992-04-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: [Au(C≡CCH2SC5H4N)(PPh3)]
• 英文别名: [Au(C≡CCH₂SC₅H₄N)(PPh₃)]
• CAS: 1443992-04-8
• 化学式: C₂₆H₂₁AuNPS
• 分子量: 607.466
• InChiKey: SIVGQMTUGDFCFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 [Au(C≡CCH2SC5H4N)(PPh3)] 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 以75%的产率得到[Cu{Au(C≡CCH₂SC₅H₄N)₂(PPh₃)}₂]PF₆
  参考文献：
  名称：

  S-Propargylthiopyridine Phosphane Derivatives As Anticancer Agents: Characterization and Antitumor Activity

  摘要：

  S-Propargylthiopyridine phosphane gold(I) derivatives with the water-soluble phosphanes PTA (1,3,5-triaza-7-phosphaadamantane), DAPTA (3,7-diacetyl-1,3,7-triaza-5phosphabicyclo[3.3.1]nonane), and TPPTS (sodium triphenylphosphane trisulfonate) are described and used as metalloligands by coordination to copper(I). New heteronuclear gold(I) and copper(I) complexes of the type [Au2Cu(C CCH2SC5H4N)(2)L-2] (L = PTA, DAPTA, PPh3, TPPTS) and [AuCu(C CCH2SC5H4N)(L)(PPh3)(2)]NO3 (L = PTA, DAPTA) are reported. The X-ray crystal structure of [Au(C CCH2SC5H4N)(PTA)] (1), which confirms the coordination of the metallic center to the alkyne unit, displays a zigzag polymeric chain with short gold-gold contacts of 3.2680(16) angstrom. Strong antiproliferative effects are found for most of the new complexes in human colon cancer cell lines (Caco-2, PD7, and TC7 clones), with these effects being more pronounced than for the reference drugs cisplatin and auranofin, especially for the heterodimetallic derivatives, which are markedly more active than the corresponding mononuclear precursors. Apoptosis-induced cell death is found for all compounds, as shown by an annexin-V/propidium iodide double-staining assay.

  DOI：

  10.1021/om400340a
• 作为产物：
  描述：

  三苯基膦氯金 、 2-(2-丙炔-1-基硫基)吡啶 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以68%的产率得到[Au(C≡CCH2SC5H4N)(PPh3)]
  参考文献：
  名称：

  S-Propargylthiopyridine Phosphane Derivatives As Anticancer Agents: Characterization and Antitumor Activity

  摘要：

  S-Propargylthiopyridine phosphane gold(I) derivatives with the water-soluble phosphanes PTA (1,3,5-triaza-7-phosphaadamantane), DAPTA (3,7-diacetyl-1,3,7-triaza-5phosphabicyclo[3.3.1]nonane), and TPPTS (sodium triphenylphosphane trisulfonate) are described and used as metalloligands by coordination to copper(I). New heteronuclear gold(I) and copper(I) complexes of the type [Au2Cu(C CCH2SC5H4N)(2)L-2] (L = PTA, DAPTA, PPh3, TPPTS) and [AuCu(C CCH2SC5H4N)(L)(PPh3)(2)]NO3 (L = PTA, DAPTA) are reported. The X-ray crystal structure of [Au(C CCH2SC5H4N)(PTA)] (1), which confirms the coordination of the metallic center to the alkyne unit, displays a zigzag polymeric chain with short gold-gold contacts of 3.2680(16) angstrom. Strong antiproliferative effects are found for most of the new complexes in human colon cancer cell lines (Caco-2, PD7, and TC7 clones), with these effects being more pronounced than for the reference drugs cisplatin and auranofin, especially for the heterodimetallic derivatives, which are markedly more active than the corresponding mononuclear precursors. Apoptosis-induced cell death is found for all compounds, as shown by an annexin-V/propidium iodide double-staining assay.

  DOI：

  10.1021/om400340a