hexa N-acetyl-neomycin B | 62906-25-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexa N-acetyl-neomycin B
• 英文别名: N-[[(2R,3S,4R,5R,6R)-5-acetamido-6-[(1R,2R,3S,4R,6S)-4,6-diacetamido-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-acetamido-6-(acetamidomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxy-3,4-dihydroxyoxan-2-yl]methyl]acetamide
• CAS: 62906-25-6
• 化学式: C₃₅H₅₈N₆O₁₉
• 分子量: 866.874
• InChiKey: FTRPYTJCVFVCES-PTUCDITASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.5
• 重原子数：
  60
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  372
• 氢给体数：
  13
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  乙酸酐 、 alkaline earth salt of/the/ methylsulfuric acid 生成 hexa N-acetyl-neomycin B
  参考文献：
  名称：

  Tatsuoka et al., Journal of Antibiotics, 1958, vol. 11, p. 193,197

  摘要：

  DOI：

文献信息

• Selective Inhibition of Bacterial and Human Topoisomerases by <i>N</i>-Arylacyl <i>O</i>-Sulfonated Aminoglycoside Derivatives
  作者：Amanda M. Fenner、Lisa M. Oppegard、Hiroshi Hiasa、Robert J. Kerns

  DOI：10.1021/ml3004507

  日期：2013.5.9

  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.
• Nitrogen-15 nuclear magnetic resonance spectroscopy of neomycin B and related aminoglycosides
  作者：Robert E. Botto、Bruce Coxon

  DOI：10.1021/ja00342a062

  日期：1983.2
• Tatsuoka et al., Journal of Antibiotics, 1958, vol. <A> 11, p. 193,197
  作者：Tatsuoka et al.

  DOI：——

  日期：——