2-[4-(dibenzofuran-2-yloxy)butoxy]anthracene-9,10-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-[4-(dibenzofuran-2-yloxy)butoxy]anthracene-9,10-dione
• 英文别名: 2-(4-Dibenzofuran-2-yloxybutoxy)anthracene-9,10-dione
• 化学式: C₃₀H₂₂O₅
• 分子量: 462.502
• InChiKey: AZLRCOJHLDCXAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-羟基二苯并呋喃 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 2-[4-(dibenzofuran-2-yloxy)butoxy]anthracene-9,10-dione
  参考文献：
  名称：

  Synthesis and Cytotoxic Evaluation of Potential Bis-Intercalators: Tetramethylenebis(oxy)- and Hexamethylenebis(oxy)-Linked Assemblies Consisting of Flavone, Xanthone, Anthraquinone, and Dibenzofuran

  摘要：

  In a search for potential inhibitors of solid-tumor growth. certain alkanediylbis(oxy)-linked assemblies were synthesized kind evaluated for their cytotoxicity as bis-intercalators. Symmetrical assemblies 1b-12b were synthesized front their respective Aryl-OH and either dibromobutane or dibromohexane, while unsymmetrical ones 13-15 were prepared front Aryl(1)-OH and either Aryl(2)-O-(CH2)(4)Br or Aryl(2)-O-(CH2)(6)Br. These bis-intercalators were inactive against the growth of leukemia cells. However, some of them were active against the growth of certain solid tumors such as HOP-62, HOP-92 (non-small-cell lung cancer), SF-265, SNB-75, U251 (CNS cancer), A498 (renal cancer), and HS578T (breast cancer). Among them, [hexane-1,6-diylbis(oxy)bis(4,1-phenylene)]bis[4H-1-benzopyran] (6b) was especially active against the growth of all CNS cancer cell lines and also the growth of A498, HOP-62, and HOP-92 with GI(50) values of 17.0. 20.0, and 21.8 mum, respectively.

  DOI：

  10.1002/1522-2675(200205)85:5<1382::aid-hlca1382>3.0.co;2-y

文献信息

• Synthesis and Cytotoxic Evaluation of Potential Bis-Intercalators: Tetramethylenebis(oxy)- and Hexamethylenebis(oxy)-Linked Assemblies Consisting of Flavone, Xanthone, Anthraquinone, and Dibenzofuran
  作者：Tai-Chi Wang、Yue-Ling Zhao、Shorong-Shii Liou

  DOI：10.1002/1522-2675(200205)85:5<1382::aid-hlca1382>3.0.co;2-y

  日期：2002.5

  In a search for potential inhibitors of solid-tumor growth. certain alkanediylbis(oxy)-linked assemblies were synthesized kind evaluated for their cytotoxicity as bis-intercalators. Symmetrical assemblies 1b-12b were synthesized front their respective Aryl-OH and either dibromobutane or dibromohexane, while unsymmetrical ones 13-15 were prepared front Aryl(1)-OH and either Aryl(2)-O-(CH2)(4)Br or Aryl(2)-O-(CH2)(6)Br. These bis-intercalators were inactive against the growth of leukemia cells. However, some of them were active against the growth of certain solid tumors such as HOP-62, HOP-92 (non-small-cell lung cancer), SF-265, SNB-75, U251 (CNS cancer), A498 (renal cancer), and HS578T (breast cancer). Among them, [hexane-1,6-diylbis(oxy)bis(4,1-phenylene)]bis[4H-1-benzopyran] (6b) was especially active against the growth of all CNS cancer cell lines and also the growth of A498, HOP-62, and HOP-92 with GI(50) values of 17.0. 20.0, and 21.8 mum, respectively.