(E)-1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)-3-(3,5-dimethoxyphenyl)prop-2-en-1-one | 1335009-39-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)-3-(3,5-dimethoxyphenyl)prop-2-en-1-one
• 英文别名: (E)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-3-(3,5-dimethoxyphenyl)prop-2-en-1-one
• CAS: 1335009-39-6
• 化学式: C₁₉H₁₉BrO₆
• 分子量: 423.26
• InChiKey: DZYXJXRKNQRWEO-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基-4,6-二甲氧基苯乙酮 在 溴 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.08h， 生成 (E)-1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)-3-(3,5-dimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and biological evaluation of novel series of chalcone derivatives as inhibitors of cyclooxygenase and LPS-induced TNF-α with potent antioxidant properties

  摘要：

  Novel series of chalcones were synthesized and were evaluated as possible anti-inflammatory agents targeting the cyclooxygenase-1 and 2 (COX-1 and 2), beta-glucuronidase, trypsin, and TNF-alpha. Amongst the tested chalcones the compound 4k was found to be most effective inhibitor of TNF-alpha exhibiting 85% inhibition activity (IC50 = 0.1 mu M). The compounds 4a, 4f, 4l, and 4m were found to inhibit the COX-1 activity in as a range of 79.95-68.47% and COX-2 inhibition ranging 84.45-74.77%. The compounds 4l (81.71%) and 4f (72.10%) were found to be excellent inhibitors of trypsin and beta-glucuronidase, respectively.

  DOI：

  10.1007/s00044-011-9746-6

文献信息

• Synthesis and biological evaluation of novel series of chalcone derivatives as inhibitors of cyclooxygenase and LPS-induced TNF-α with potent antioxidant properties
  作者：Babasaheb P. Bandgar、Baliram S. Hote、Nagesh A. Dhole、Rajesh N. Gacche

  DOI：10.1007/s00044-011-9746-6

  日期：2012.9

  Novel series of chalcones were synthesized and were evaluated as possible anti-inflammatory agents targeting the cyclooxygenase-1 and 2 (COX-1 and 2), beta-glucuronidase, trypsin, and TNF-alpha. Amongst the tested chalcones the compound 4k was found to be most effective inhibitor of TNF-alpha exhibiting 85% inhibition activity (IC50 = 0.1 mu M). The compounds 4a, 4f, 4l, and 4m were found to inhibit the COX-1 activity in as a range of 79.95-68.47% and COX-2 inhibition ranging 84.45-74.77%. The compounds 4l (81.71%) and 4f (72.10%) were found to be excellent inhibitors of trypsin and beta-glucuronidase, respectively.