5-acetamido-2,6-anhydro-4-{N-[3-(morpholinocarbonyl)propyl]guanidino}-3,4,5-trideoxy-D-glycero-D-galactonon-2-enonic acid trifluoroacetate | 1236306-88-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 5-acetamido-2,6-anhydro-4-{N-[3-(morpholinocarbonyl)propyl]guanidino}-3,4,5-trideoxy-D-glycero-D-galactonon-2-enonic acid trifluoroacetate
• CAS: 1236306-88-9
• 化学式: C₂HF₃O₂*C₂₀H₃₃N₅O₉
• 分子量: 601.534
• InChiKey: DUGFTIKBKWWZMU-RFLWBOBYSA-N

反应信息

• 作为产物：
  描述：

  、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 5.0h， 以33 mg的产率得到5-acetamido-2,6-anhydro-4-{N-[3-(morpholinocarbonyl)propyl]guanidino}-3,4,5-trideoxy-D-glycero-D-galactonon-2-enonic acid trifluoroacetate
  参考文献：
  名称：

  Analogs of zanamivir with modified C4-substituents as the inhibitors against the group-1 neuraminidases of influenza viruses

  摘要：

  Unlike the group-2 neuraminidase, the group-1 neuraminidase of influenza virus possesses a flexible loop (the 150-loop) and a cavity (the 150-cavity) adjacent to the active site, and renders a conformational change from the 'open' form to the 'closed' form on binding with substrate (sialo-glycoprotein) or inhibitor (e.g., zanamivir). Zanamivir derivative 8a having an extended (piperazinocarbonyl)propyl substituent at the internal N-position of the guanidino group is designed as a possible inhibitor on the basis of computer docking to the open form of N1 subtype neuraminidase. Indeed, compound 8a exhibits strong neuraminidase inhibition and good anti-influenza activity against H1N1 virus with IC(50) = 2.15 mu M and EC(50) = 0.77 mu M, respectively. This study may provide a clue to future design of better group-1 neuraminidase inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.010