(E)-3',5'-di-O-benzoyl-5-(1-propenyl)-2'-deoxyuridine | 86163-31-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: (E)-3',5'-di-O-benzoyl-5-(1-propenyl)-2'-deoxyuridine
• CAS: 86163-31-7
• 化学式: C₂₆H₂₄N₂O₇
• 分子量: 476.486
• InChiKey: LGEJQYDRVQWALL-QPLBPASCSA-N

反应信息

• 作为反应物：
  描述：

  (E)-3',5'-di-O-benzoyl-5-(1-propenyl)-2'-deoxyuridine 在 diphosphorus pentasulfide 、 sodium methylate 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 16.0h， 生成 (E)-5-(1-propenyl)-4-thio-2'-deoxyuridine
  参考文献：
  名称：

  Structural requirements of olefinic 5-substituted deoxyuridines for antiherpes activity

  摘要：

  A number of structurally related 5-substituted pyrimidine 2'-deoxyribonucleosides were synthesized and tested for antiviral activity against herpes simplex virus type 1 (HSV-1) in cell culture. A minimum inhibitory concentration was determined for each compound, and from a comparison of these values a number of conclusions were drawn with regard to those molecular features that enhance or reduce antiviral activity. Optimum inhibition of HSV-1 in cell culture occurred when the 5-substituent was unsaturated and conjugated with the pyrimidine ring, was not longer than four carbon atoms in length, had E stereochemistry, and included a hydrophobic, electronegative function but did not contain a branching point. Such features are contained in (E)-5-(2-bromovinyl)-2'-deoxyuridine, which was the most active of the compounds described.

  DOI：

  10.1021/jm00363a009