18,18'-dideoxy-18,18'-iminodileucomycin A3 | 80708-00-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 18,18'-dideoxy-18,18'-iminodileucomycin A3
• CAS: 80708-00-5
• 化学式: C₈₄H₁₄₁N₃O₂₈
• 分子量: 1641.05
• InChiKey: OTHBHYCVWQMESS-PNAQPIQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.23
• 重原子数：
  115.0
• 可旋转键数：
  26.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  389.99
• 氢给体数：
  7.0
• 氢受体数：
  31.0

反应信息

• 作为产物：
  描述：

  leucomycin A3 、 18-amino-18-deoxyeucomycin A3 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以42%的产率得到18,18'-dideoxy-18,18'-iminodileucomycin A3
  参考文献：
  名称：

  Novel dimeric derivatives of leucomycins and tylosin, sixteen-membered macrolides

  摘要：

  The reductive amination of an aldehyde group on the aglycon moiety of leucomycins A3 and A5 and tylosin with sodium cyanoborohydride in the presence of NH(CH3)2 or NH2CH3 afforded the corresponding amine derivative. The use of NH3 as an amine source in the reduction of leucomycin A3 and tylosin afforded a novel dimeric derivative, 18,18'-dideoxo-18,18'-iminodileucomycin A3 and 20,20'-dideoxo-20,20'-iminoditylosin, respectively. The structures of the dimers were elucidated by field desorption mass spectral analysis. The dimeric derivative of tylosin possesses considerable antibacterial activity. The binding activity of the dimer of Escherichia coli ribosome was approximately the same as for tylosin.

  DOI：

  10.1021/jm00345a014