N'-methyl-N-(9H-pyrido[3,4-b]indol-1-ylmethyl)-N'-[2-(9H-pyrido[3,4-b]indol-1-ylmethylamino)ethyl]ethane-1,2-diamine

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: N'-methyl-N-(9H-pyrido[3,4-b]indol-1-ylmethyl)-N'-[2-(9H-pyrido[3,4-b]indol-1-ylmethylamino)ethyl]ethane-1,2-diamine
• 化学式: C₂₉H₃₁N₇
• 分子量: 477.612
• InChiKey: FFHZLKHCNFBTRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  84.7
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-甲基-2,2-二氨基二乙胺 、 1-甲酰-Β-咔啉 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 32.0h， 以54%的产率得到N'-methyl-N-(9H-pyrido[3,4-b]indol-1-ylmethyl)-N'-[2-(9H-pyrido[3,4-b]indol-1-ylmethylamino)ethyl]ethane-1,2-diamine
  参考文献：
  名称：

  PUMA-dependent apoptosis in NSCLC cancer cells by a dimeric β-carboline

  摘要：

  Dimeric beta-carbolines are cytotoxic against multiple NSCLC cell lines, and we report herein our preliminary studies on the mechanism of action of these dimeric structures. Dimeric beta-carboline 1, which is more potent than the corresponding monomer in NSCLC cell lines, is a lysosomotropic agent that inhibits autophagy and mediates cell death by apoptosis, upregulating the pro-apoptotic BH3-only protein PUMA (p53 upregulated modulator of apoptosis) in a dose dependent manner. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.09.030

文献信息

• PUMA-dependent apoptosis in NSCLC cancer cells by a dimeric β-carboline
  作者：Jaruwan Chatwichien、Subhasree Basu、Anna Budina-Kolomets、Maureen E. Murphy、Jeffrey D. Winkler

  DOI：10.1016/j.bmcl.2016.09.030

  日期：2016.10

  Dimeric beta-carbolines are cytotoxic against multiple NSCLC cell lines, and we report herein our preliminary studies on the mechanism of action of these dimeric structures. Dimeric beta-carboline 1, which is more potent than the corresponding monomer in NSCLC cell lines, is a lysosomotropic agent that inhibits autophagy and mediates cell death by apoptosis, upregulating the pro-apoptotic BH3-only protein PUMA (p53 upregulated modulator of apoptosis) in a dose dependent manner. (C) 2016 Elsevier Ltd. All rights reserved.