indole[2,1-b]pteridine-6,12-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: indole[2,1-b]pteridine-6,12-one
• 英文别名: 1,4-diazatryptanthrin；indolo[2,1-b]pteridine-6,12-dione
• 化学式: C₁₃H₆N₄O₂
• 分子量: 250.216
• InChiKey: KWZXKPFBHSSXLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1H-pyrazino[2,3-d][1,3]oxazine-2,4-dione 、 靛红 生成 indole[2,1-b]pteridine-6,12-one
  参考文献：
  名称：

  Antimicrobial Activity of Tryptanthrins in Escherichia coli

  摘要：

  Tryptanthrins have potential therapeutic activity against a wide variety of pathogenic organisms, although little is known about their mechanism. Activity against Escherichia colt, however, has not been examined. The effects of tryptanthrin (indolo[2,1-b]quinazolin-6,12-dione) and nine derivatives on growth, survival, and mutagenesis in E. colt were examined. Analogues with a nitrogen atom at the 4-position of tryptanthrin stopped log phase growth of E. coli cultures at concentrations as low as 5 mu M. Tryptanthrins decreased viability during incubation with cells in buffer by factors of 10(-2) to < 10(-6) at 0.2-40 mu M. Derivatives with an oxime group at the 6-position exhibited the greatest bactericidal activity. Most tryptanthrins were not mutagenic in several independent assays, although the 4-aza and 4 aza-8-fluoro derivatives increased frameshift mutations about 22- and 4-fold, respectively. Given the structure of trypanthrins, binding to DNA may occur by intercalation. From analysis using a sensitive linking number assay, several tryptanthrins, especially the 4-aza and 6-oximo derivatives, intercalate into DNA.

  DOI：

  10.1021/jm901847f

文献信息

• 氮杂色胺酮类衍生物的合成及在防治植物病原菌细菌、真菌杀菌剂及抗植物病毒制剂的应用
  申请人：贵州大学

  公开号：CN114805353A

  公开（公告）日：2022-07-29

  本发明公开了系列取代的氮杂色胺酮类衍生物，所发明的化合物作为防治植物病原菌细菌、真菌杀菌剂及抗植物病毒制剂的用途，所述衍生物的通式如(I)所示，其中，各取代基的定义详见说明书。该通式所示的化合物对植物病原菌细菌如水稻白叶枯病、真菌如稻瘟病具有较高的杀菌活性和抗植物病毒活性，可用于制备农用特效杀菌剂和抗烟草花叶病毒制剂；
• US5441955A
  申请人：——

  公开号：US5441955A

  公开（公告）日：1995-08-15
• US8012987B2
  申请人：——

  公开号：US8012987B2

  公开（公告）日：2011-09-06
• Antimicrobial Activity of Tryptanthrins in <i>Escherichia coli</i>
  作者：Pooja P. Bandekar、Keir Alekseii Roopnarine、Virali J. Parekh、Thomas R. Mitchell、Mark J. Novak、Richard R. Sinden

  DOI：10.1021/jm901847f

  日期：2010.5.13

  Tryptanthrins have potential therapeutic activity against a wide variety of pathogenic organisms, although little is known about their mechanism. Activity against Escherichia colt, however, has not been examined. The effects of tryptanthrin (indolo[2,1-b]quinazolin-6,12-dione) and nine derivatives on growth, survival, and mutagenesis in E. colt were examined. Analogues with a nitrogen atom at the 4-position of tryptanthrin stopped log phase growth of E. coli cultures at concentrations as low as 5 mu M. Tryptanthrins decreased viability during incubation with cells in buffer by factors of 10(-2) to < 10(-6) at 0.2-40 mu M. Derivatives with an oxime group at the 6-position exhibited the greatest bactericidal activity. Most tryptanthrins were not mutagenic in several independent assays, although the 4-aza and 4 aza-8-fluoro derivatives increased frameshift mutations about 22- and 4-fold, respectively. Given the structure of trypanthrins, binding to DNA may occur by intercalation. From analysis using a sensitive linking number assay, several tryptanthrins, especially the 4-aza and 6-oximo derivatives, intercalate into DNA.