1,8-dihydroxy-10-(1H-indole-2-carbonyl)-10H-anthracen-9-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,8-dihydroxy-10-(1H-indole-2-carbonyl)-10H-anthracen-9-one
• 化学式: C₂₃H₁₅NO₄
• 分子量: 369.376
• InChiKey: XAIKNMHKBKJEFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  90.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吲哚-2-羧酸 、 地蒽酚 在 吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以28%的产率得到1,8-dihydroxy-10-(1H-indole-2-carbonyl)-10H-anthracen-9-one
  参考文献：
  名称：

  Heterocyclic substituted anthralin derivatives as inhibitors of keratinocyte growth and inducers of differentiation

  摘要：

  Heterocyclic substituted derivatives of the antipsoriatic anthralin were synthesized and evaluated in vitro for their antiproliferative action against keratinocytes and their ability to induce keratinocyte differentiation. The indole-2-carboxylic acid analogue 2e exhibited the same excellent antiproliferative activity as anthralin and also induced terminal differentiation of keratinocytes. As a benefit of its strongly diminished potential to generate oxygen radicals, 2e did not induce damage of keratinocyte membranes. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00599-0

文献信息

• Heterocyclic substituted anthralin derivatives as inhibitors of keratinocyte growth and inducers of differentiation
  作者：Klaus Müller、Hans Reindl、Klaus Breu

  DOI：10.1016/s0960-894x(00)00599-0

  日期：2001.1

  Heterocyclic substituted derivatives of the antipsoriatic anthralin were synthesized and evaluated in vitro for their antiproliferative action against keratinocytes and their ability to induce keratinocyte differentiation. The indole-2-carboxylic acid analogue 2e exhibited the same excellent antiproliferative activity as anthralin and also induced terminal differentiation of keratinocytes. As a benefit of its strongly diminished potential to generate oxygen radicals, 2e did not induce damage of keratinocyte membranes. (C) 2000 Elsevier Science Ltd. All rights reserved.