N¹,N⁴-bis((1H-indol-3-yl)methyl)butane-1,4-diamine

• 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: N¹,N⁴-bis((1H-indol-3-yl)methyl)butane-1,4-diamine
• 英文别名: N,N'-bis(1H-indol-3-ylmethyl)butane-1,4-diamine
• 化学式: C₂₂H₂₆N₄
• 分子量: 346.475
• InChiKey: JGMIQSWMEOLVBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.6
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N'-Bis-[1-(1H-indol-3-yl)-meth-(E)-ylidene]-butane-1,4-diamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 N¹,N⁴-bis((1H-indol-3-yl)methyl)butane-1,4-diamine
  参考文献：
  名称：

  Induction of apoptosis by aryl-substituted diamines: role of aromatic group substituents and distance between nitrogens

  摘要：

  A series of aromatic substituted diamines was synthesized and characterized for their cytotoxic profiles against human breast and prostate tumor cell lines. Following a structure function analysis of the effects of changes of the benzyl substituents and the distance between amino groups the most potent analogues were analyzed biologically and were shown to induce apoptosis. These compounds do not induce the enzyme SSAT or deplete intracellular polyamine levels, mechanisms demonstrated by other cytotoxic polyamine analogues. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00156-7

文献信息

• Searching for new agents active against Candida albicans biofilm: A series of indole derivatives, design, synthesis and biological evaluation
  作者：Fabiana Pandolfi、Federica D'Acierno、Martina Bortolami、Daniela De Vita、Fabio Gallo、Alessandra De Meo、Roberto Di Santo、Roberta Costi、Giovanna Simonetti、Luigi Scipione

  DOI：10.1016/j.ejmech.2019.01.012

  日期：2019.3

  anti-fungal compounds and it has been highly related to infections in catheterized patients. Few compounds are described as able to inhibit biofilm formation or to interfere with preformed biofilm of C. albicans. Here we report the in vitro evaluation of anti-biofilm activity on C. albicans ATCC 10231 of a series of new and already known amine and amide indole derivatives. Among the studied compounds, fifteen

  白色念珠菌生物膜由于其对抗真菌化合物的内在耐受性而成为主要的临床问题，并且与导管插入患者的感染高度相关。很少有化合物能够抑制生物膜的形成或干扰白色念珠菌的生物膜的形成。在这里，我们报告了一系列新的和已知的胺和酰胺吲哚衍生物对白色念珠菌ATCC 10231的抗生物膜活性的体外评估。在所研究的化合物，15导致对活性白色念珠菌ATCC 10231生物膜，与BMIC 50 ≤16微克/毫升。它们中的三个（7，23和33）显示出对成熟生物膜的选择性，其中最具活性的是化合物23（BMIC 50  = 4μg / mL）。另一方面，两种不同的化合物（21和22）对生物膜形成具有选择性，BMIC 50值为8μg/ mL。否则，化合物16和17对生物膜形成有活性，BMIC 50分别为8μg/ mL和2μg/ mL，对成熟生物膜具有BMIC 50为2μg/ mL。最后两种化合物对白色念珠菌的浮游细胞也表现出有
• Induction of apoptosis by aryl-substituted diamines: role of aromatic group substituents and distance between nitrogens
  作者：Mark R Burns、Solveig LaTurner、Josh Ziemer、Maralee McVean、Bruce Devens、C.Lance Carlson、Gerard F Graminski、Scott M Vanderwerf、Reitha S Weeks、Jay Carreon

  DOI：10.1016/s0960-894x(02)00156-7

  日期：2002.5

  A series of aromatic substituted diamines was synthesized and characterized for their cytotoxic profiles against human breast and prostate tumor cell lines. Following a structure function analysis of the effects of changes of the benzyl substituents and the distance between amino groups the most potent analogues were analyzed biologically and were shown to induce apoptosis. These compounds do not induce the enzyme SSAT or deplete intracellular polyamine levels, mechanisms demonstrated by other cytotoxic polyamine analogues. (C) 2002 Elsevier Science Ltd. All rights reserved.