3'-(1-methylguanidino)clarithromycin | 1384954-31-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 3'-(1-methylguanidino)clarithromycin
• 英文别名: 1-[(2S,3R,4S,6R)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-3-hydroxy-6-methyloxan-4-yl]-1-methylguanidine
• CAS: 1384954-31-7
• 化学式: C₃₈H₆₉N₃O₁₃
• 分子量: 775.978
• InChiKey: LAFBNRRQEPEZMJ-BZTPXLHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  54
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  233
• 氢给体数：
  6
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  氰胺 、 N-去甲基克拉霉素 以 乙醇 为溶剂， 生成 3'-(1-methylguanidino)clarithromycin
  参考文献：
  名称：

  Synthesis and antibacterial activity of desosamine-modified macrolide derivatives

  摘要：

  Structural factors behind erm macrolide resistance were studied through synthesis of new macrolide derivates possessing truncated desosamine sugar moieties and subsequent determination of their antibacterial activity. Synthesized compounds with 2'-deoxy and 3'-desmethyl desosamine rings demonstrated decreased antibacterial activity on the native Staphylococcus aureus strain and were inactive against constitutively resistance S. aureus. The obtained results indicate that steric repulsion between the dimethylated A2058 and desosamine ring cannot be considered as a primary reason for erm-resistance. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.05.110

文献信息

• Synthesis and antibacterial activity of desosamine-modified macrolide derivatives
  作者：Nicolas LeTourneau、Pavan Vimal、Dorota Klepacki、Alexander Mankin、Artem Melman

  DOI：10.1016/j.bmcl.2012.05.110

  日期：2012.7

  Structural factors behind erm macrolide resistance were studied through synthesis of new macrolide derivates possessing truncated desosamine sugar moieties and subsequent determination of their antibacterial activity. Synthesized compounds with 2'-deoxy and 3'-desmethyl desosamine rings demonstrated decreased antibacterial activity on the native Staphylococcus aureus strain and were inactive against constitutively resistance S. aureus. The obtained results indicate that steric repulsion between the dimethylated A2058 and desosamine ring cannot be considered as a primary reason for erm-resistance. (C) 2012 Published by Elsevier Ltd.