(1S,2R,5R,7R,8R,9R,11R,13R,14R)-8-[(2S,4S,6R)-4-[butyl(methyl)amino]-6-methyloxan-2-yl]oxy-2-ethyl-9-methoxy-1,5,7,9,11,13-hexamethyl-15-[4-(4-pyridin-3-ylimidazol-1-yl)butyl]-3,17-dioxa-15-azabicyclo[12.3.0]heptadecane-4,6,12,16-tetrone | 1384954-35-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R,5R,7R,8R,9R,11R,13R,14R)-8-[(2S,4S,6R)-4-[butyl(methyl)amino]-6-methyloxan-2-yl]oxy-2-ethyl-9-methoxy-1,5,7,9,11,13-hexamethyl-15-[4-(4-pyridin-3-ylimidazol-1-yl)butyl]-3,17-dioxa-15-azabicyclo[12.3.0]heptadecane-4,6,12,16-tetrone
• CAS: 1384954-35-1
• 化学式: C₄₆H₇₁N₅O₉
• 分子量: 838.098
• InChiKey: MPNPFJMZWAIKPV-KELDYRJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  60
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  泰利霉素 在 N-碘代丁二酰亚胺 、 sodium cyanoborohydride 、 N,N'-硫羰基二咪唑 作用下， 以 乙腈 为溶剂， 生成 (1S,2R,5R,7R,8R,9R,11R,13R,14R)-8-[(2S,4S,6R)-4-[butyl(methyl)amino]-6-methyloxan-2-yl]oxy-2-ethyl-9-methoxy-1,5,7,9,11,13-hexamethyl-15-[4-(4-pyridin-3-ylimidazol-1-yl)butyl]-3,17-dioxa-15-azabicyclo[12.3.0]heptadecane-4,6,12,16-tetrone
  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.