(E)-2',3,5,5'-tetramethoxystilbene | 708228-53-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2',3,5,5'-tetramethoxystilbene
• 英文别名: 3,5,3',6'-tetramethoxystilbene；1-[(E)-2-(2,5-dimethoxyphenyl)ethenyl]-3,5-dimethoxybenzene
• CAS: 708228-53-9
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: QEKNVGHVGOCWDS-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2',3,5,5'-tetramethoxystilbene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以84.5%的产率得到(E)-2',3,5,5'-tetrahydroxystilbene
  参考文献：
  名称：

  Synthesis of stilbene derivatives with inhibition of SARS coronavirus replication

  摘要：

  Stilbene derivatives have wide range of activities. In an effort to find other potential activities of this kind of compounds, 17 derivatives, including resveratrol, were synthesized. Twelve of them were evaluated for their antiviral potential against severe acute respiratory syndrome (SARS)-CoV-induced cytopathicity in Vero E6 cell culture. The result showed that SARS virus was totally inhibited by compounds 17 and 19 (<= 0.5 mg ml(-1)) and no significant cytotoxic effects were observed in vitro. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.024
• 作为产物：
  描述：

  2,5-二甲氧基苯甲醛 在 Cu-bronze 作用下， 以 吡啶 、 喹啉 为溶剂， 反应 20.12h， 生成 (E)-2',3,5,5'-tetramethoxystilbene
  参考文献：
  名称：

  A substituted 1,2-diarylethane from Cymbidium giganteum

  摘要：

  DOI：

  10.1016/s0031-9422(00)83544-x

文献信息

• Styrylheterocycles as a novel class inhibitor of cyclooxygenase-2-mediated prostaglandin E 2 production
  作者：Sang Kook Lee、Eun-Jung Park、Eunjung Lee、Hye-Young Min、Eun-Young Kim、Taeho Lee、Sanghee Kim

  DOI：10.1016/j.bmcl.2004.02.038

  日期：2004.5

  The inhibitory effects of a series of styrylheterocycles on the production of cyclooxygenase-2-mediated prostaglandin E, (PGE(2)) were evaluated in lipopolysaccharide-stimulated RAW264.7 murine macrophages. A new series of potential inhibitors, including 3-[2-(4-methoxy-phenyl)-vinyl]-thiophene, have been identified, thus providing novel chemical leads for the further development of potential inhibitors in this capacity. The suppression of COX-2 mRNA expression by the active styryl heterocycles, in part, was involved in the inhibitory activity against the overproduction of PGE(2).(C) 2004 Elsevier Ltd. All rights reserved.
• A substituted 1,2-diarylethane from Cymbidium giganteum
  作者：R.K. Juneja、S.C. Sharma、J.S. Tandon

  DOI：10.1016/s0031-9422(00)83544-x

  日期：1985.2
• Synthesis of stilbene derivatives with inhibition of SARS coronavirus replication
  作者：Yue-Qing Li、Ze-Lin Li、Wei-Jie Zhao、Rui-Xing Wen、Qing-Wei Meng、Yi Zeng

  DOI：10.1016/j.ejmech.2006.03.024

  日期：2006.9

  Stilbene derivatives have wide range of activities. In an effort to find other potential activities of this kind of compounds, 17 derivatives, including resveratrol, were synthesized. Twelve of them were evaluated for their antiviral potential against severe acute respiratory syndrome (SARS)-CoV-induced cytopathicity in Vero E6 cell culture. The result showed that SARS virus was totally inhibited by compounds 17 and 19 (<= 0.5 mg ml(-1)) and no significant cytotoxic effects were observed in vitro. (c) 2006 Elsevier SAS. All rights reserved.