2,5-Dihydroxy-3-(3,4-dihydroxyphenyl)-6-phenyl-1,4-benzoquinone

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,5-Dihydroxy-3-(3,4-dihydroxyphenyl)-6-phenyl-1,4-benzoquinone
• 英文别名: 2-(3,4-dihydroxyphenyl)-3,6-dihydroxy-5-phenylcyclohexa-2,5-diene-1,4-dione
• 化学式: C₁₈H₁₂O₆
• 分子量: 324.29
• InChiKey: GSHSUMLUNJWBPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-Dihydroxy-3-(3,4-dihydroxyphenyl)-6-phenyl-1,4-benzoquinone 在 Celite 、 silver(l) oxide 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 以66%的产率得到2,7,8-Trihydroxy-3-phenyl-1,4-dibenzofurandione
  参考文献：
  名称：

  Terphenylquinone Inhibitors of the Src Protein Tyrosine Kinase from Stilbella sp.

  摘要：

  Three new secondary metabolites, 2,5-dihydroxy-3-(3,4-dihydroxyphenyl)-6-phenyl-1,4-benzoquinone (3), 2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone (4), and 2,7,8-trihydroxy-3-phenyl-1,4-dibenzofurandione (5), as well as two known natural products were isolated from the fungus Stilbella sp. strain 1586. The structures of these compounds were established by spectroscopic and chemical methods. The terphenylquinones 3-5 exhibited significant activity against human src protein tyrosine kinase.

  DOI：

  10.1021/np040150d

文献信息

• Terphenylquinone Inhibitors of the Src Protein Tyrosine Kinase from <i>Stilbella </i>sp.
  作者：Carsten Puder、Klaus Wagner、Regine Vettermann、Rudolf Hauptmann、Olivier Potterat

  DOI：10.1021/np040150d

  日期：2005.3.1

  Three new secondary metabolites, 2,5-dihydroxy-3-(3,4-dihydroxyphenyl)-6-phenyl-1,4-benzoquinone (3), 2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone (4), and 2,7,8-trihydroxy-3-phenyl-1,4-dibenzofurandione (5), as well as two known natural products were isolated from the fungus Stilbella sp. strain 1586. The structures of these compounds were established by spectroscopic and chemical methods. The terphenylquinones 3-5 exhibited significant activity against human src protein tyrosine kinase.