2-(2,4-dimethoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one | 1119807-65-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(2,4-dimethoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one
• 英文别名: 7-[2-(2,4-dimethoxyphenyl)-4-oxochromen-6-yl]oxy-2-phenylchromen-4-one
• CAS: 1119807-65-6
• 化学式: C₃₂H₂₂O₇
• 分子量: 518.522
• InChiKey: JMIPMNPRGHONKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(2,4-dimethoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one 在 三溴化硼 作用下， 以 氯仿 为溶剂， 生成 2-(2,4-dihydroxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of biflavones having a 6-O-7’’ linkage and effects on cyclooxygenase-2 and inducible nitric oxide synthase

  摘要：

  In order to establish anti-inflammatory potential of biflavonoids, 17 biflavone derivatives having a 6-O-7 '' linkage were synthesized and their effects on cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) were evaluated. The basic molecule (6-O-7 '' biflavone) potently inhibited COX-2-mediated PGE(2) production (IC50: < 2 mu M), being less active on iNOS-mediated NO production (IC50: > 50 mu M) from lipopolysaccharide-treated RAW 264.7 cells, a mouse macrophage cell line. Generally, the hydroxyl/methoxyl substitution(s) on the basic biflavone (6-O-7 '') reduced the inhibitory activity of PGE(2) production, while the effects on NO production were varied. It is suggested that the basic biflavone (6-O-7 '') may have a potential for new anti-inflammatory agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.017
• 作为产物：
  描述：

  6-bromo-2',4'-dimethoxyflavone 、 7-羟基黄酮 在 copper(l) iodide 、 N,N-二甲基甘氨酸 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 2-(2,4-dimethoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of biflavones having a 6-O-7’’ linkage and effects on cyclooxygenase-2 and inducible nitric oxide synthase

  摘要：

  In order to establish anti-inflammatory potential of biflavonoids, 17 biflavone derivatives having a 6-O-7 '' linkage were synthesized and their effects on cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) were evaluated. The basic molecule (6-O-7 '' biflavone) potently inhibited COX-2-mediated PGE(2) production (IC50: < 2 mu M), being less active on iNOS-mediated NO production (IC50: > 50 mu M) from lipopolysaccharide-treated RAW 264.7 cells, a mouse macrophage cell line. Generally, the hydroxyl/methoxyl substitution(s) on the basic biflavone (6-O-7 '') reduced the inhibitory activity of PGE(2) production, while the effects on NO production were varied. It is suggested that the basic biflavone (6-O-7 '') may have a potential for new anti-inflammatory agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.017

文献信息

• Synthesis of biflavones having a 6-O-7’’ linkage and effects on cyclooxygenase-2 and inducible nitric oxide synthase
  作者：Haiyan Che、Byung Kyu Park、Hyun Lim、Hyun Pyo Kim、Hyeun Wook Chang、Jin-Hyun Jeong、Haeil Park

  DOI：10.1016/j.bmcl.2008.11.017

  日期：2009.1

  In order to establish anti-inflammatory potential of biflavonoids, 17 biflavone derivatives having a 6-O-7 '' linkage were synthesized and their effects on cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) were evaluated. The basic molecule (6-O-7 '' biflavone) potently inhibited COX-2-mediated PGE(2) production (IC50: < 2 mu M), being less active on iNOS-mediated NO production (IC50: > 50 mu M) from lipopolysaccharide-treated RAW 264.7 cells, a mouse macrophage cell line. Generally, the hydroxyl/methoxyl substitution(s) on the basic biflavone (6-O-7 '') reduced the inhibitory activity of PGE(2) production, while the effects on NO production were varied. It is suggested that the basic biflavone (6-O-7 '') may have a potential for new anti-inflammatory agent. (C) 2008 Elsevier Ltd. All rights reserved.