1-(2-(1-hydroxy-9-oxo-9H-xanthen-3-yloxy)ethyl)-1-methyl pyrrolidinium iodide | 1595287-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-(2-(1-hydroxy-9-oxo-9H-xanthen-3-yloxy)ethyl)-1-methyl pyrrolidinium iodide
• 英文别名: 1-Hydroxy-3-[2-(1-methylpyrrolidin-1-ium-1-yl)ethoxy]xanthen-9-one;iodide；1-hydroxy-3-[2-(1-methylpyrrolidin-1-ium-1-yl)ethoxy]xanthen-9-one;iodide
• CAS: 1595287-85-6
• 化学式: C₂₀H₂₂NO₄*I
• 分子量: 467.303
• InChiKey: XFJJFSQVRFABSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.27
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  水杨酸 在 potassium carbonate 、 zinc(II) chloride 、 三氯氧磷 作用下， 以 乙醇 、 氯仿 、 丙酮 为溶剂， 反应 48.17h， 生成 1-(2-(1-hydroxy-9-oxo-9H-xanthen-3-yloxy)ethyl)-1-methyl pyrrolidinium iodide
  参考文献：
  名称：

  呫吨酮衍生物及其制备方法和应用

  摘要：

  本发明公开了通式（I）所示的化合物或其药学上可接受的盐，其中n为2～6的正整数，R为卤素、‑NR1R2、四氢吡咯基、六氢吡啶基、吗啡琳基等。本发明呫吨酮衍生物具有良好的抗肿瘤活性，可用于治疗胃癌、肺癌、鼻咽癌、肺腺癌、肝癌、结肠癌、乳腺癌等疾病。

  公开号：

  CN103709135B

文献信息

• 呫吨酮衍生物及其制备方法和应用
  申请人：广西师范大学

  公开号：CN103709135B

  公开（公告）日：2016-08-17

  本发明公开了通式（I）所示的化合物或其药学上可接受的盐，其中n为2～6的正整数，R为卤素、‑NR1R2、四氢吡咯基、六氢吡啶基、吗啡琳基等。本发明呫吨酮衍生物具有良好的抗肿瘤活性，可用于治疗胃癌、肺癌、鼻咽癌、肺腺癌、肝癌、结肠癌、乳腺癌等疾病。
• Design, synthesis and biological evaluation of novel 1-hydroxyl-3-aminoalkoxy xanthone derivatives as potent anticancer agents
  作者：Zheng-Min Yang、Jun Huang、Jiang-Ke Qin、Zhi-Kai Dai、Wen-Li Lan、Gui-Fa Su、Huang Tang、Feng Yang

  DOI：10.1016/j.ejmech.2014.07.076

  日期：2014.10

  A series of novel 1-hydroxyl-3-aminoalkoxy xanthone derivatives were designed, synthesized and evaluated for in vitro anticancer activity against four selected human cancer cell lines (nasopharyngeal neoplasm CNE, liver cancer BEL-7402, gastric cancer MGC-803, lung adenocarcinoma A549). Most of the synthesized compounds exhibit effective cytotoxic activity against the four tested cancer cell lines with the IC50 values at micromolar concentration level. Some preliminary structure activity relationships were also discussed. In this series of derivatives, compound 3g shows excellent broad spectrum anticancer activity with IC50 values ranging from 3.57 to 20.07 mu M. The in vitro anticancer activity effect and action mechanism of compound 3g on human gastric carcinoma MGC-803 cell were further investigated. The results showed that compound 3g exhibits dose- and time-dependent anticancer effects on MGC-803 cells through apoptosis, which might be associated with its decreasing intracellular calcium and the mitochondrial membrane potential. (C) 2014 Elsevier Masson SAS. All rights reserved.