8-(furan-3-yl)-5,7-dihydroxyflavone | 1304546-69-7

• 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: 8-(furan-3-yl)-5,7-dihydroxyflavone
• 英文别名: 8-(Furan-3-yl)-5,7-dihydroxy-2-phenylchromen-4-one
• CAS: 1304546-69-7
• 化学式: C₁₉H₁₂O₅
• 分子量: 320.301
• InChiKey: NHXWORJHSXSXFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-iodo-5,7-dimethoxyflavone 在 四(三苯基膦)钯 、 三溴化硼 、 potassium carbonate 作用下， 以 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 8-(furan-3-yl)-5,7-dihydroxyflavone
  参考文献：
  名称：

  A chrysin analog exhibited strong inhibitory activities against both PGE2 and NO production

  摘要：

  A number of 8-substituted chrysin analogs have been prepared and evaluated for their inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin E-2 and iNOS-mediated NO production. Analogs were prepared via Suzuki-Miyaura C-C cross coupling reaction of 8-iodo-5,7-dimethoxyflavone and alkyl/areneboronic acids as a key reaction. Among the analogs tested, 5,7-dihydroxy-8-(pyridine-4-yl) flavone (3d) showed strong biological activities against COX-2 catalyzed PGE(2) and iNOS-mediated NO production from LPS-induced RAW 264.7 cells compared to those of chrysin. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.044

文献信息

• A chrysin analog exhibited strong inhibitory activities against both PGE2 and NO production
  作者：Haiyan Che、Hyun Lim、Hyun Pyo Kim、Haeil Park

  DOI：10.1016/j.ejmech.2011.04.044

  日期：2011.9

  A number of 8-substituted chrysin analogs have been prepared and evaluated for their inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin E-2 and iNOS-mediated NO production. Analogs were prepared via Suzuki-Miyaura C-C cross coupling reaction of 8-iodo-5,7-dimethoxyflavone and alkyl/areneboronic acids as a key reaction. Among the analogs tested, 5,7-dihydroxy-8-(pyridine-4-yl) flavone (3d) showed strong biological activities against COX-2 catalyzed PGE(2) and iNOS-mediated NO production from LPS-induced RAW 264.7 cells compared to those of chrysin. (C) 2011 Elsevier Masson SAS. All rights reserved.