7-OMe-9,10-dioxo-NME | 84303-60-6

• 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: 7-OMe-9,10-dioxo-NME
• 英文别名: 7-Methoxy-2,5,11-trimethylpyrido[4,3-b]carbazole-9,10-dione
• CAS: 84303-60-6
• 化学式: C₁₉H₁₆N₂O₃
• 分子量: 320.348
• InChiKey: PHGNVRMYPIYURI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  依利醋铵 在 双氧水 、 horseradish peroxidase 作用下， 以 水 为溶剂， 反应 2.5h， 生成 7-OMe-9,10-dioxo-NME
  参考文献：
  名称：

  o-Quinone formation in the biochemical oxidation of the antitumor drug N2-methyl-9-hydroxyellipticinium acetate

  摘要：

  The activation of N2-methyl-9-hydroxyellipticinium acetate (4) by a peroxidase--H2O2 system leads to the formation of an omicron-quinone (7a). This omicron-quinone is not directly generated from the starting material but through a quinone imine intermediate (6) which is subsequently oxidized. This reaction is highly dependent on pH values. The omicron-quinone 7a is easily protonated (7b), gives an addition product with methanol (9), and is reduced by cysteine. The omicron-quinone 7b has a rather low inhibitory effect against L1210 leukemia cell multiplication but acts as an electron carrier and dramatically augments the oxygen consumption in xanthine oxidase-NADH and rat liver microsomes-NADPH systems.

  DOI：

  10.1021/jm00358a022

文献信息

• o-Quinone formation in the biochemical oxidation of the antitumor drug N2-methyl-9-hydroxyellipticinium acetate
  作者：Jean Bernadou、Gerard Meunier、Claude Paoletti、Bernard Meunier

  DOI：10.1021/jm00358a022

  日期：1983.4

  The activation of N2-methyl-9-hydroxyellipticinium acetate (4) by a peroxidase--H2O2 system leads to the formation of an omicron-quinone (7a). This omicron-quinone is not directly generated from the starting material but through a quinone imine intermediate (6) which is subsequently oxidized. This reaction is highly dependent on pH values. The omicron-quinone 7a is easily protonated (7b), gives an addition product with methanol (9), and is reduced by cysteine. The omicron-quinone 7b has a rather low inhibitory effect against L1210 leukemia cell multiplication but acts as an electron carrier and dramatically augments the oxygen consumption in xanthine oxidase-NADH and rat liver microsomes-NADPH systems.