BPA-QTME | 1227615-20-4

• 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: BPA-QTME
• 英文别名: [2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl] 2-(4-phenylphenyl)acetate
• CAS: 1227615-20-4
• 化学式: C₃₃H₂₈O₈
• 分子量: 552.581
• InChiKey: GRKNNYPOHUUKPG-UHFFFAOYSA-N

物化性质

• 熔点：
  118-120 °C
• 沸点：
  731.6±60.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  BPA-QTME 在 水 作用下， 生成 4-联苯乙酸 、 3-羟基-3,4,5,7-四甲氧基黄酮
  参考文献：
  名称：

  Design, synthesis and evaluation of mutual prodrug of 4-biphenylacetic acid and quercetin tetramethyl ether (BPA–QTME) as gastrosparing NSAID

  摘要：

  A novel mutual prodrug consisting of 4-biphenylacetic acid (BPA) and quercetin tetramethyl ether (QTME) has been synthesized as a gastrospanng NSAID, devoid of ulcerogenic side effects. The physicochemical properties, including aqueous solubility, partition coefficient, chemical stability and enzymatic hydrolysis of synthesized derivative have been studied to assess its prodrug potential. Its antinflammatory, antiulcer and analgesic activities were also evaluated. The results indicated that BPA QTME derivative is chemically stable, biolabile and possesses optimum lipophilicity. The synthesized compound also exhibited retention of antinflammatory activity with reduced ulcerogenicity. Based on these observations, the therapeutic potential of this mutual prodrug is discussed.

  DOI：

  10.1016/j.ejmech.2010.02.047
• 作为产物：
  描述：

  3-羟基-3,4,5,7-四甲氧基黄酮 、 biphenyl-4-yl-acetyl chloride 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以25.4%的产率得到BPA-QTME
  参考文献：
  名称：

  Design, synthesis and evaluation of mutual prodrug of 4-biphenylacetic acid and quercetin tetramethyl ether (BPA–QTME) as gastrosparing NSAID

  摘要：

  A novel mutual prodrug consisting of 4-biphenylacetic acid (BPA) and quercetin tetramethyl ether (QTME) has been synthesized as a gastrospanng NSAID, devoid of ulcerogenic side effects. The physicochemical properties, including aqueous solubility, partition coefficient, chemical stability and enzymatic hydrolysis of synthesized derivative have been studied to assess its prodrug potential. Its antinflammatory, antiulcer and analgesic activities were also evaluated. The results indicated that BPA QTME derivative is chemically stable, biolabile and possesses optimum lipophilicity. The synthesized compound also exhibited retention of antinflammatory activity with reduced ulcerogenicity. Based on these observations, the therapeutic potential of this mutual prodrug is discussed.

  DOI：

  10.1016/j.ejmech.2010.02.047

文献信息

• Design, synthesis and evaluation of mutual prodrug of 4-biphenylacetic acid and quercetin tetramethyl ether (BPA–QTME) as gastrosparing NSAID
  作者：Mamta Madhukar、Shruti Sawraj、Pritam Dev Sharma

  DOI：10.1016/j.ejmech.2010.02.047

  日期：2010.6

  A novel mutual prodrug consisting of 4-biphenylacetic acid (BPA) and quercetin tetramethyl ether (QTME) has been synthesized as a gastrospanng NSAID, devoid of ulcerogenic side effects. The physicochemical properties, including aqueous solubility, partition coefficient, chemical stability and enzymatic hydrolysis of synthesized derivative have been studied to assess its prodrug potential. Its antinflammatory, antiulcer and analgesic activities were also evaluated. The results indicated that BPA QTME derivative is chemically stable, biolabile and possesses optimum lipophilicity. The synthesized compound also exhibited retention of antinflammatory activity with reduced ulcerogenicity. Based on these observations, the therapeutic potential of this mutual prodrug is discussed.