10,11-dihydro-8-hydroxybenzo[b]pyrido[4,3,2-de][1,10]phenanthrolin-9(9H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 10,11-dihydro-8-hydroxybenzo[b]pyrido[4,3,2-de][1,10]phenanthrolin-9(9H)-one
• 英文别名: labuanine A；neolabuanine A；8-hydroxy-3,10,20-triazapentacyclo[11.7.1.02,7.09,21.014,19]henicosa-1(20),2,7,9,11,13(21),14,16,18-nonaen-6-one
• 化学式: C₁₈H₁₁N₃O₂
• 分子量: 301.304
• InChiKey: HECBXFITOWBQFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  75.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  10,11-dihydro-8-hydroxybenzo[b]pyrido[4,3,2-de][1,10]phenanthrolin-9(9H)-one 在 air 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 以0.5 mg的产率得到9-hydroxyisoascididemin
  参考文献：
  名称：

  Pyridoacridine Alkaloids Inducing Neuronal Differentiation in a Neuroblastoma Cell Line, from Marine Sponge Biemna fortis

  摘要：

  A new and three known pyridoacridine alkaloids were isolated from the Indonesian marine sponge Biemna fortis as neuronal differentiation inducers against a murine neuroblastoma cell line, Neuro 2A. The chemical structure of the new compound, labuanine A (1), was determined by spectroscopic study and chemical conversion. These pyridoacridine alkaloids induced multipolar neuritogenesis in more than 50% of cells at 0.03-3 muM concentration. Compound 3, which showed the strongest neuritogenic activity among them, also induced increase of acetylcholinesterase, a neuronal marker in Neuro 2A and arrested cell cycle at the G2/M phase. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00086-5