3',4'-dimethoxy-7,8-dimethylflavone

• 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: 3',4'-dimethoxy-7,8-dimethylflavone
• 英文别名: 2-(3,4-Dimethoxyphenyl)-7,8-dimethylchromen-4-one
• 化学式: C₁₉H₁₈O₄
• 分子量: 310.35
• InChiKey: SMBHZNJTAYUTGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基肉桂酸 在 4-二甲氨基吡啶 、 selenium(IV) oxide 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 11.25h， 生成 3',4'-dimethoxy-7,8-dimethylflavone
  参考文献：
  名称：

  Synthesis and Pharmacological Evaluation of 2'-Hydroxychalcones and Flavones as Inhibitors of Inflammatory Mediators Generation

  摘要：

  2'-Hydroxy-3,4-dimethoxy-3',4'-dimethylchalcone (3a), 2'-hydroxy-3',4',3,4-tetramethoxychalcone (3b), and their corresponding flavones, 3',4'-dimethoxy-7,8-dimethylflavone (4a) and 3',4',7,8-tetramethoxyflavone (4b), were prepared from 3,4-dimethoxycinnamic acid and the respective phenol. The four compounds inhibited enzymic lipid peroxidation and showed weak peroxyl scavenging activity. They also reduced LTB(4) release from human neutrophils stimulated by A23187. The chalcone 3b was the only compound able to inhibit in a concentration-dependent way, synovial human recombinant phospholipase A(2) activity, human platelet TXB(2) generation, and human neutrophil degranulation. This chalcone exerted topical antiinflammatory effects in mice.

  DOI：

  10.1021/jm00014a032

文献信息

• Synthesis and Pharmacological Evaluation of 2'-Hydroxychalcones and Flavones as Inhibitors of Inflammatory Mediators Generation
  作者：J. F. Ballesteros、M. J. Sanz、A. Ubeda、M. A. Miranda、S. Iborra、M. Paya、M. J. Alcaraz

  DOI：10.1021/jm00014a032

  日期：1995.7

  2'-Hydroxy-3,4-dimethoxy-3',4'-dimethylchalcone (3a), 2'-hydroxy-3',4',3,4-tetramethoxychalcone (3b), and their corresponding flavones, 3',4'-dimethoxy-7,8-dimethylflavone (4a) and 3',4',7,8-tetramethoxyflavone (4b), were prepared from 3,4-dimethoxycinnamic acid and the respective phenol. The four compounds inhibited enzymic lipid peroxidation and showed weak peroxyl scavenging activity. They also reduced LTB(4) release from human neutrophils stimulated by A23187. The chalcone 3b was the only compound able to inhibit in a concentration-dependent way, synovial human recombinant phospholipase A(2) activity, human platelet TXB(2) generation, and human neutrophil degranulation. This chalcone exerted topical antiinflammatory effects in mice.