6-(5-hydroxy-1H-indol-3-yl)-5H-benzo[b]carbazol-2-ol | 1027786-92-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 6-(5-hydroxy-1H-indol-3-yl)-5H-benzo[b]carbazol-2-ol
• 英文别名: 2-hydroxy-6-(5-hydroxy-1H-indol-3-yl)-5H-benzo[b]carbazole-2-ol；11-(5-hydroxy-1H-indol-3-yl)-5H-benzo[b]carbazole-2-ol
• CAS: 1027786-92-0
• 化学式: C₂₄H₁₆N₂O₂
• 分子量: 364.403
• InChiKey: UJFCJSWZFQRQMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  28.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.04
• 氢给体数：
  4.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5-羟基吲哚 、 邻苯二甲醛 以 溶剂黄146 为溶剂， 以17%的产率得到6-(5-hydroxy-1H-indol-3-yl)-5H-benzo[b]carbazol-2-ol
  参考文献：
  名称：

  Novel Effective Small-Molecule Antibacterials against Enterococcus Strains

  摘要：

  肠球菌引起的医院感染越来越多。肠球菌导致死亡率上升，其中大部分是患有严重疾病的合并症患者。肠球菌对大多数抗生素都有耐药性，包括新型抗生素。因此，人们一直需要能克服细菌耐药性的新型抗生素。我们发现了一种新型抗生素，它是由吲哚和邻苯甲醛通过简单的一锅反应生成的。我们得到了不同取代的吲哚基苯并咔唑。吲哚的取代和分子支架上的位置都会影响其对各种肠球菌菌株的抗菌活性，而这些菌株与医院内感染的关系最为密切。对结构-活性关系进行了讨论，并确定了第一种先导化合物在万古霉素耐药的情况下也有效。

  DOI：

  10.3390/molecules22122193

文献信息

• Antistaphylococcal evaluation of indole–naphthalene hybrid analogs
  作者：Kerolos Ashraf、Kaveh Yasrebi、Emmanuel Tola Adeniyi、Tobias Hertlein、Knut Ohlsen、Michael Lalk、Frank Erdmann、Andreas Hilgeroth

  DOI：10.2147/dddt.s184965

  日期：——

  Resistance developments against established antibiotics are an emerging problem for antibacterial therapies. Infections with Staphylococcus aureus and methicillin-resistant S. aureus (MRSA) have become more difficult to treat with standard antibiotics that often fail, especially against MRSA. In consequence, novel antibiotics are urgently needed. Antibiotics from natural sources own complicated structures that cause difficulties for a chemical synthetic production. We developed novel small-molecule antibacterials that are easily accessible in a simple one-pot synthesis. The central indolonaphthalene core is substituted with indole residues at various positions. Both the varied indole substitutions and their positions at the molecular scaffold influence the determined antibacterial activity against the evaluated Staphylococcus strains. Best activities have been found for 5-chloro, -cyano, and -hydroxyl indole substitutions. Therefore, first promising lead compounds could be identified that are nontoxic in human HEK and SH-SY5Y cells and exceed the activity of used standard antibiotics, especially against MRSA.