| 1392131-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• CAS: 1392131-28-0
• 化学式: C₁₇H₁₂Br₂N₂O₂
• 分子量: 436.102
• InChiKey: KLIGLIIBIFDVKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.96
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3,5-二溴苯甲酰氯 、 喹诺酮 124 在 吡啶 作用下， 反应 1.0h， 以83%的产率得到
  参考文献：
  名称：

  Elucidation of Structure-activity Relationship of 2-Quinolone Derivatives and Exploration of Their Antitumor Potential Through Bax-induced Apoptotic Pathway

  摘要：

  3‐Aryl‐2‐quinolone derivates were extensively investigated for their inhibition of farnesyl transferase. Taking this as a cue, we studied the other possible mechanism of antitumor activity of 2‐quinolone derivates. A series of new 2‐quinolone derivatives have been synthesized and screened for their cytotoxicity by trypan blue assay on Ehrlich ascites carcinoma cells and MTT assay on MCF‐7 cells. Compound 1a (nJST) was found to be more effective in both studies with the lowest CTC50 value among all nine synthesized compounds. This compound was further screened on four different cell lines, viz. human breast adenocarcinoma (MCF‐7, MDA‐MB‐231), colon cancer (HCT‐15), murine melanoma (B16F10) cell lines for 24 and 48 h. The CTC50 value of the compound was found to be <10 μm. Compound 1a induced DNA damage which was revealed by DNA fragmentation studies and further confirmed by nuclear staining. The compound also showed significant elevation in Bax and reduction Bcl‐2 gene expression levels. Acute toxicity study in mice indicated that the compound is safe till 2000 mg/kg. Two different doses 50 and 100 mg/kg were selected and studied in Ehrlich ascites carcinoma model of cancer and have shown significant improvement in survival time and hematological parameters.

  DOI：

  10.1111/j.1747-0285.2012.01402.x