(2-Acetylphenyl) 3-(4-methylphenyl)prop-2-enoate | 511516-84-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-Acetylphenyl) 3-(4-methylphenyl)prop-2-enoate
• CAS: 511516-84-0
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: QSDZCTJNIOJMMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-Acetylphenyl) 3-(4-methylphenyl)prop-2-enoate 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  (E)-2-Styrylchromones as potential anti-norovirus agents

  摘要：

  Human noroviruses (NoV) are now recognized as the most frequent cause of outbreaks and sporadic cases of acute gastroenteritis. Despite the significant economic impact and considerable morbidity of norovirus disease, no drug or vaccine is currently available to treat or prevent this disease, therefore the discovery of anti-norovirus drugs is urgent.In the present work, a total of 12 structure related chromone and (E)-2-styrylchromones were evaluated for their potential anti-norovirus activity using the murine norovirus (MNV) as a surrogate model for human NoV.From the 12 compounds studied, six (E)-2-styrylchromones were found to have with interesting antinorovirus activity. The best compounds of the series were (E)-5-hydroxy-2-styrylchromone and (E)-4'-methoxy-2-styrylchromone with an IC50 approximate to 7 mu M. A first insight into the mechanism of action of these compounds was possible. An interesting relationship between the anti-norovirus activity and the chemical structure was observed. The present study points out that the (E)-2-styrylchromones skeleton is an important one which deserves to be developed and further explored as new antiviral drugs against NoV. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.006
• 作为产物：
  描述：

  对甲基肉桂酸 、 2'-羟基苯乙酮 在 吡啶 、 三氯氧磷 作用下， 生成 (2-Acetylphenyl) 3-(4-methylphenyl)prop-2-enoate
  参考文献：
  名称：

  (E)-2-Styrylchromones as potential anti-norovirus agents

  摘要：

  Human noroviruses (NoV) are now recognized as the most frequent cause of outbreaks and sporadic cases of acute gastroenteritis. Despite the significant economic impact and considerable morbidity of norovirus disease, no drug or vaccine is currently available to treat or prevent this disease, therefore the discovery of anti-norovirus drugs is urgent.In the present work, a total of 12 structure related chromone and (E)-2-styrylchromones were evaluated for their potential anti-norovirus activity using the murine norovirus (MNV) as a surrogate model for human NoV.From the 12 compounds studied, six (E)-2-styrylchromones were found to have with interesting antinorovirus activity. The best compounds of the series were (E)-5-hydroxy-2-styrylchromone and (E)-4'-methoxy-2-styrylchromone with an IC50 approximate to 7 mu M. A first insight into the mechanism of action of these compounds was possible. An interesting relationship between the anti-norovirus activity and the chemical structure was observed. The present study points out that the (E)-2-styrylchromones skeleton is an important one which deserves to be developed and further explored as new antiviral drugs against NoV. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.006

文献信息

• (E)-2-Styrylchromones as potential anti-norovirus agents
  作者：Joana Rocha-Pereira、Ricardo Cunha、Diana C.G.A. Pinto、Artur M.S. Silva、Maria São José Nascimento

  DOI：10.1016/j.bmc.2010.05.006

  日期：2010.6.15

  Human noroviruses (NoV) are now recognized as the most frequent cause of outbreaks and sporadic cases of acute gastroenteritis. Despite the significant economic impact and considerable morbidity of norovirus disease, no drug or vaccine is currently available to treat or prevent this disease, therefore the discovery of anti-norovirus drugs is urgent.In the present work, a total of 12 structure related chromone and (E)-2-styrylchromones were evaluated for their potential anti-norovirus activity using the murine norovirus (MNV) as a surrogate model for human NoV.From the 12 compounds studied, six (E)-2-styrylchromones were found to have with interesting antinorovirus activity. The best compounds of the series were (E)-5-hydroxy-2-styrylchromone and (E)-4'-methoxy-2-styrylchromone with an IC50 approximate to 7 mu M. A first insight into the mechanism of action of these compounds was possible. An interesting relationship between the anti-norovirus activity and the chemical structure was observed. The present study points out that the (E)-2-styrylchromones skeleton is an important one which deserves to be developed and further explored as new antiviral drugs against NoV. (C) 2010 Elsevier Ltd. All rights reserved.