N,N-diethyl-3-((8-methoxybenzo[c]phenanthridin-9-yl)oxy)propan-1-amine | 1548578-97-7

• 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: N,N-diethyl-3-((8-methoxybenzo[c]phenanthridin-9-yl)oxy)propan-1-amine
• CAS: 1548578-97-7
• 化学式: C₂₅H₂₈N₂O₂
• 分子量: 388.51
• InChiKey: QQYKSDKBDGKLBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  34.59
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  6-溴香兰素 在 sodium tetrahydroborate 、 potassium carbonate 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 乙腈 为溶剂， 反应 89.5h， 生成 N,N-diethyl-3-((8-methoxybenzo[c]phenanthridin-9-yl)oxy)propan-1-amine
  参考文献：
  名称：

  Exploring the Formation and Recognition of an Important G-Quadruplex in a HIF1α Promoter and Its Transcriptional Inhibition by a Benzo[c]phenanthridine Derivative

  摘要：

  Four putative G-quadruplex sequences (PGSs) in the HIF1 alpha promoter and the 5'UTR were evaluated for their G-quadruplex-forming potential using ESI-MS, CD, FRET, DMS footprinting, and a polymerase stop assay. An important G-quadruplex (S1) has been proven to inhibit HIF1 alpha transcription by. blocking AP2 binding. A benzo[c]phenanthridine derivative was found to target the S1 G-quadruplex and induce its conformational conversion from antiparallel to parallel orientation. The transcriptional suppression of HIF1 alpha by this compound was demonstrated using western blotting, Q-RT-PCR, luciferase assay, and ChIP. Our new findings provided a novel strategy for HIF1 alpha regulation and potential insight for cancer therapy.

  DOI：

  10.1021/ja412128w