(1S,2R)-1-((2R,3R,4S,6R)-6-((5-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pentyl)oxy)-3-acetamido-4-acetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate | 931102-68-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R)-1-((2R,3R,4S,6R)-6-((5-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pentyl)oxy)-3-acetamido-4-acetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate
• CAS: 931102-68-0
• 化学式: C₄₀H₅₀N₂O₁₅
• 分子量: 798.841
• InChiKey: JNCSJKPEMQCYJN-XEYKWFSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  57.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  217.39
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (1S,2R)-1-((2R,3R,4S,6R)-6-((5-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pentyl)oxy)-3-acetamido-4-acetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate 在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4-acetoxy-6-((5-aminopentyl)oxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate
  参考文献：
  名称：

  Molecular Wipes: Application to Epidemic Keratoconjuctivitis

  摘要：

  Epidemic keratoconjunctivitis (EKC) is a severe disease of the eye, caused by members of the Adenoviridae (Ad) family, with symptoms such as keratitis, conjunctivitis, pain, edema, and reduced vision that may last for months or years. There are no vaccines or antiviral drugs available to prevent or treat EKC. It was found previously that EKC-causing Ads use sialic acid as a cellular receptor and demonstrated that soluble, sialic acid-containing molecules can prevent infection. In this study, multivalent sialic acid constructs based on 10,12-pentacosadiynoic acid (PDA) have been synthesized, and these constructs are shown to be efficient inhibitors of Ad binding (IC50 = 0.9 mu M) and Ad infectivity (IC50 = 0.7 mu M). The mechanism of action is to aggregate virus particles and thereby prevent them from binding to ocular cells. Such formulations may be used for topical treatment of adenovirus-caused EKC.

  DOI：

  10.1021/jm200545m

文献信息

• [EN] NEW ANTIVIRAL COMPOUNDS USEFUL FOR THE TREATMENT OR THE PREVENTION OF EPIDEMIC KERATOCONJONCTIVITIS<br/>[FR] COMPOSÉS ANTIVIRAUX UTILES POUR LE TRAITEMENT OU LA PRÉVENTION DE LA KÉRATOCONJONCTIVITE ÉPIDÉMIQUE
  申请人：ADENOVIR PHARMA AB

  公开号：WO2011003876A1

  公开（公告）日：2011-01-13

  Herein arc disclosed novel compounds according to Formula (I) and aggregates comprising such compounds. These aggregates arc useful to treat and prevent ocular infections caused by a vims, which virus binds to terminal sialic residues present on the cell surface of the cell to be infected by the virus.

  本文中披露了一种新型化合物，其化学式为(I)，以及包含这些化合物的聚集体。这些聚集体可用于治疗和预防由病毒引起的眼部感染，该病毒结合于待感染细胞表面上存在的终端唾液酸残基。