10-Bromo-5,9,11-trimethoxy-2-methylnaphtho[2,3-h]chromene-4,7,12-trione | 1204476-31-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 10-Bromo-5,9,11-trimethoxy-2-methylnaphtho[2,3-h]chromene-4,7,12-trione
• CAS: 1204476-31-2
• 化学式: C₂₁H₁₅BrO₇
• 分子量: 459.25
• InChiKey: XVJLPFLUYJIKQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  10-Bromo-5,9,11-trimethoxy-2-methylnaphtho[2,3-h]chromene-4,7,12-trione 在 aluminum (III) chloride 、 sodium hydroxide 作用下， 以 甲醇 、 硝基苯 为溶剂， 反应 97.0h， 生成 8-Bromo-5,7,9-trihydroxy-2-methylnaphtho[3,2-g]chromene-4,6,11-trione
  参考文献：
  名称：

  Synthesis and Biological Activities of Topopyrones

  摘要：

  Structure-activity studies were employed to investigate the stabilization of DNA-topoisomerases I and II covalent binary complexes by topopyrone analogues. The synthesis of five new topopyrone derivatives and study of their ability to stabilize DNA topoisomerase I and DNA-topoisomerase II covalent binary complexes are described. The biochemical assays suggest that the orientation of the fused 1,4-pyrone ring and halogen substituents contribute importantly to the overall potency of the topopyrones as topoisomerase poisons.

  DOI：

  10.1021/np200777z
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 lithium hydride 、 potassium carbonate 、 三乙胺 、 三氟乙酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 44.0h， 生成 10-Bromo-5,9,11-trimethoxy-2-methylnaphtho[2,3-h]chromene-4,7,12-trione
  参考文献：
  名称：

  Synthesis and Biological Activities of Topopyrones

  摘要：

  Structure-activity studies were employed to investigate the stabilization of DNA-topoisomerases I and II covalent binary complexes by topopyrone analogues. The synthesis of five new topopyrone derivatives and study of their ability to stabilize DNA topoisomerase I and DNA-topoisomerase II covalent binary complexes are described. The biochemical assays suggest that the orientation of the fused 1,4-pyrone ring and halogen substituents contribute importantly to the overall potency of the topopyrones as topoisomerase poisons.

  DOI：

  10.1021/np200777z

文献信息

• Synthesis and Biological Activities of Topopyrones
  作者：Paul A. Zaleski、Rumit Maini、Simon J. Leiris、Mark A. Elban、Sidney M. Hecht

  DOI：10.1021/np200777z

  日期：2012.4.27

  Structure-activity studies were employed to investigate the stabilization of DNA-topoisomerases I and II covalent binary complexes by topopyrone analogues. The synthesis of five new topopyrone derivatives and study of their ability to stabilize DNA topoisomerase I and DNA-topoisomerase II covalent binary complexes are described. The biochemical assays suggest that the orientation of the fused 1,4-pyrone ring and halogen substituents contribute importantly to the overall potency of the topopyrones as topoisomerase poisons.