N,N'-((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))bis(2-(5-bromo-1H-indol-3-yl)acetamide)

• 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: N,N'-((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))bis(2-(5-bromo-1H-indol-3-yl)acetamide)
• 英文别名: 2-(5-Bromo-1H-indol-3-yl)-N-[3-(4-{3-[2-(5-bromo-1H-indol-3-yl)-acetylamino]-propylamino}-butylamino)-propyl]-acetamide；2-(5-bromo-1H-indol-3-yl)-N-[3-[4-[3-[[2-(5-bromo-1H-indol-3-yl)acetyl]amino]propylamino]butylamino]propyl]acetamide
• 化学式: C₃₀H₃₈Br₂N₆O₂
• 分子量: 674.479
• InChiKey: PVPRCQOYXLHSFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  40
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  114
• 氢给体数：
  6
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,12-diphthalimido-4,9-diazadodecane 在 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 硫代水杨酸 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N,N'-((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))bis(2-(5-bromo-1H-indol-3-yl)acetamide)
  参考文献：
  名称：

  Optimising inhibitors of Trypanothione reductase using solid-phase chemistry

  摘要：

  A series of inhibitors of the enzyme trypanothione reductase has been identified using directed solid-phase chemistry. The compounds were based on a series of polyamine scaffolds and used the natural product kukoamine A as the lead structure. A compound with a K-i of 76 nM was identified, although somewhat surprisingly the compound appeared to be noncompetitive in nature. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00471-6

文献信息

• Spermine Derivatives of Indole‐3‐carboxylic Acid, Indole‐3‐acetic Acid and Indole‐3‐acrylic Acid as Gram‐Negative Antibiotic Adjuvants
  作者：Melissa M. Cadelis、Steven A. Li、Marie‐Lise Bourguet‐Kondracki、Marine Blanchet、Hana Douafer、Jean Michel Brunel、Brent R. Copp

  DOI：10.1002/cmdc.202000359

  日期：2021.2.4

  antibiotic enhancing properties against a range of Gram‐negative bacteria, and for intrinsic antimicrobial, cytotoxic and haemolytic properties. Two spermine derivatives, bearing 5‐bromo‐indole‐3‐acetic acid (17) and 5‐methoxy‐indole‐3‐acrylic acid (14) end groups were found to exhibit good to moderate antibiotic adjuvant activities for doxycycline towards the Gram‐negative bacteria Pseudomonas aeruginosa

  新抗生素佐剂的发现是克服抗菌素耐药性的一个有吸引力的选择。我们之前曾报道发现精胺的双 6-溴吲哚乙酰胺衍生物能够增强抗生素对革兰氏阴性菌的作用，但具有细胞毒性和红细胞溶血作用。制备了一系列类似物，探索吲哚乙醛酰胺单元的变化，包括吲哚-3-丙烯酸、吲哚-3-乙酸和吲哚-3-羧酸酯单元，并评估了对一系列革兰氏阴性菌的抗生素增强特性，和具有内在的抗菌、细胞毒性和溶血特性。两种精胺衍生物，带有 5-溴-吲哚-3-乙酸 ( 17 ) 和 5-甲氧基-吲哚-3-丙烯酸 ( 14)) 端基被发现对强力霉素对革兰氏阴性菌铜绿假单胞菌、大肠杆菌和肺炎克雷伯菌表现出良好至中等的抗生素佐剂活性，但具有更温和的内在抗菌活性，并大大降低了细胞毒性和溶血特性。后一种衍生物的作用机制确定了其破坏细菌外膜和直接或通过抑制质子梯度抑制 AcrAB-TolC 外排泵的能力。
• Optimising inhibitors of Trypanothione reductase using solid-phase chemistry
  作者：Bordin Chitkul、Mark Bradley

  DOI：10.1016/s0960-894x(00)00471-6

  日期：2000.10

  A series of inhibitors of the enzyme trypanothione reductase has been identified using directed solid-phase chemistry. The compounds were based on a series of polyamine scaffolds and used the natural product kukoamine A as the lead structure. A compound with a K-i of 76 nM was identified, although somewhat surprisingly the compound appeared to be noncompetitive in nature. (C) 2000 Elsevier Science Ltd. All rights reserved.