N'³,N'⁵-bis(5-methoxy-2-oxoindolin-3-ylidene)pyridine-3,5-dicarbohydrazide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N'³,N'⁵-bis(5-methoxy-2-oxoindolin-3-ylidene)pyridine-3,5-dicarbohydrazide
• 英文别名: 3-N',5-N'-bis(5-methoxy-2-oxoindol-3-yl)pyridine-3,5-dicarbohydrazide
• 化学式: C₂₅H₁₉N₇O₆
• 分子量: 513.469
• InChiKey: TUWVMSINJKFWLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  38.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  172.47
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  3,5-吡啶二甲酸 在 氯化亚砜 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 N'³,N'⁵-bis(5-methoxy-2-oxoindolin-3-ylidene)pyridine-3,5-dicarbohydrazide
  参考文献：
  名称：

  Bis-isatin hydrazones with novel linkers: Synthesis and biological evaluation as cytotoxic agents

  摘要：

  Many bis-isatins and isatins with hydrazide extension were reported to have a potential anti-proliferative effects against different cancer cell lines and cancer targets. In this study, four series of bis-isatins with hydrazide linkers were synthesized. These compounds were investigated for their antitumor activity by assessing their cytotoxic potency against HepG2, MCF-7 and HCT-116 cancer cell lines. Compound 21c possessed significant cytotoxic activity against MCF-7 (IC50 = 1.84 mu M) and HCT-116 (IC50 = 331 mu M) that surpasses the activity of doxorubicin against both cell lines (MCF-7; IC50 = 2.57 mu M and HCT-116; IC50 = 3.70 mu M). Cell cycle analysis and annexin V-FITC staining of MCF-7 cells treated with 21c suggested that the cytotoxic effect of the compound could be attributed to its pro-apoptotic activity. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.11.047

文献信息

• Bis-isatin hydrazones with novel linkers: Synthesis and biological evaluation as cytotoxic agents
  作者：Hany S. Ibrahim、Sahar M. Abou-seri、Nasser S.M. Ismail、Mahmoud M. Elaasser、Mohamed H. Aly、Hatem A. Abdel-Aziz

  DOI：10.1016/j.ejmech.2015.11.047

  日期：2016.1

  Many bis-isatins and isatins with hydrazide extension were reported to have a potential anti-proliferative effects against different cancer cell lines and cancer targets. In this study, four series of bis-isatins with hydrazide linkers were synthesized. These compounds were investigated for their antitumor activity by assessing their cytotoxic potency against HepG2, MCF-7 and HCT-116 cancer cell lines. Compound 21c possessed significant cytotoxic activity against MCF-7 (IC50 = 1.84 mu M) and HCT-116 (IC50 = 331 mu M) that surpasses the activity of doxorubicin against both cell lines (MCF-7; IC50 = 2.57 mu M and HCT-116; IC50 = 3.70 mu M). Cell cycle analysis and annexin V-FITC staining of MCF-7 cells treated with 21c suggested that the cytotoxic effect of the compound could be attributed to its pro-apoptotic activity. (C) 2015 Elsevier Masson SAS. All rights reserved.