(E)-3-(4-(benzyloxy)-2,3,6-trimethoxyphenyl)-1-(4-(benzyloxy)-3-methoxyphenyl)-prop-2-en-1-one | 1357024-86-2

• 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)-3-(4-(benzyloxy)-2,3,6-trimethoxyphenyl)-1-(4-(benzyloxy)-3-methoxyphenyl)-prop-2-en-1-one
• 英文别名: (E)-1-(3-methoxy-4-phenylmethoxyphenyl)-3-(2,3,6-trimethoxy-4-phenylmethoxyphenyl)prop-2-en-1-one
• CAS: 1357024-86-2
• 化学式: C₃₃H₃₂O₇
• 分子量: 540.613
• InChiKey: RWPJAIJCJSEKCZ-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-(benzyloxy)-2,3,6-trimethoxyphenyl)-1-(4-(benzyloxy)-3-methoxyphenyl)-prop-2-en-1-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 72.0h， 以86%的产率得到Viscolin
  参考文献：
  名称：

  A concise synthesis of viscolin, and its anti-inflammatory effects through the suppression of iNOS, COX-2, ERK phosphorylation and proinflammatory cytokines expressions

  摘要：

  In the present report, a concise synthesis of viscolin (1) has been achieved. The anti-inflammatory effect of viscolin was investigated in vitro and in vivo. Viscolin blocked the expression of iNOS and COX-2, and it also inhibited the ERIC for the activation of NF-kappa B in LPS-stimulated RAW 264.7 macrophages. Western blotting and immunohistochemical analysis revealed that viscolin decreased Carr-induced iNOS and COX-2 expressions. These results could help to deduce the anti-inflammatory mechanisms. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.008
• 作为产物：
  描述：

  5-溴香兰素 在 铜 、 sodium carbonate 、 potassium carbonate 、 间氯过氧苯甲酸 、 potassium hydroxide 、 sodium hydroxide 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 47.0h， 生成 (E)-3-(4-(benzyloxy)-2,3,6-trimethoxyphenyl)-1-(4-(benzyloxy)-3-methoxyphenyl)-prop-2-en-1-one
  参考文献：
  名称：

  A concise synthesis of viscolin, and its anti-inflammatory effects through the suppression of iNOS, COX-2, ERK phosphorylation and proinflammatory cytokines expressions

  摘要：

  In the present report, a concise synthesis of viscolin (1) has been achieved. The anti-inflammatory effect of viscolin was investigated in vitro and in vivo. Viscolin blocked the expression of iNOS and COX-2, and it also inhibited the ERIC for the activation of NF-kappa B in LPS-stimulated RAW 264.7 macrophages. Western blotting and immunohistochemical analysis revealed that viscolin decreased Carr-induced iNOS and COX-2 expressions. These results could help to deduce the anti-inflammatory mechanisms. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.008