| 1443017-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1443017-79-5
• 化学式: C₇H₃BrFNO
• 分子量: 216.009
• InChiKey: ITCWXSXOAFWPLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27.42
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  、 (3aS,5aS,9bS)-5a,9-dimethyl-3-methylene-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione 以 四氢呋喃 为溶剂， 反应 2.42h， 以75%的产率得到(3aR,5aS,9bS)-3'-(4-bromo-3-fluorophenyl)-5a,9-dimethylspiro[3a,4,5,9b-tetrahydrobenzo[g][1]benzofuran-3,5'-4H-1,2-oxazole]-2,8-dione
  参考文献：
  名称：

  Synthesis and anticancer activity of novel spiro-isoxazoline and spiro-isoxazolidine derivatives of α-santonin

  摘要：

  In the present study, novel Spiro derivatives of alpha-santonin were prepared and tested for their anticancer activity against a panel of six human cancer cell lines. Spiro-isoxazoline and spiro-isoxazolidine derivatives have been generated on C-ring of alpha-santonin (alpha-methylene-gamma-butyrolactone) by the 1,3-dipolar cycloaddition of alpha-santonin derivative 6 with nitrile oxides 7 and nitrones 9 respectively. Among all, compound 10b '' had shown IC50 of 0.01, 0.5 and 0.3 mu M against PC-3, THP-1 and MCF-7 cell lines respectively. Further, flow cytometry studies showed that PC-3 cells treated with the spiro-isoxazolidine derivative 10b '' were arrested in the sub G1 phase of the cell cycle in a concentration dependent manner. The spiro-isoxazolidine derivative 10b '' also showed concentration dependent inhibitory activity against NF-kappa B, p65 with 57% inhibition in 24 h at 10 mu M. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.003