hexa N-benzoyl-neomycin B | 1428669-49-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexa N-benzoyl-neomycin B
• CAS: 1428669-49-1
• 化学式: C₆₅H₇₀N₆O₁₉
• 分子量: 1239.3
• InChiKey: ACCFNQFSPCWZGO-BEQBAXAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.07
• 重原子数：
  90.0
• 可旋转键数：
  21.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  371.59
• 氢给体数：
  13.0
• 氢受体数：
  19.0

反应信息

• 作为产物：
  描述：

  新霉素标液 、 苯甲酰氯 在 sodium carbonate 作用下， 以 甲醇 、 水 为溶剂， 以63%的产率得到hexa N-benzoyl-neomycin B
  参考文献：
  名称：

  Selective Inhibition of Bacterial and Human Topoisomerases by N-Arylacyl O-Sulfonated Aminoglycoside Derivatives

  摘要：

  Numerous therapeutic applications have been proposed for molecules that bind heparin-binding proteins. Development of such compounds has primarily focused on optimizing the degree and orientation of anionic groups on a scaffold, but utility of these polyanions has been diminished by their typically large size and nonspecific interactions with many proteins. In this study, N-arylacyl O-sulfonated aminoglycosides were synthesized and evaluated for their ability to selectively inhibit structurally similar bacterial and human topoisomerases. It is demonstrated that the structure of the aminoglycoside and of the N-arylacyl moiety imparts selective inhibition of different topoisomerases and alters the mechanism. The results here outline a strategy that will be applicable to identifying small, structurally defined oligosaccharides that bind heparin-binding proteins with a high degree of selectivity.

  DOI：

  10.1021/ml3004507