化学学报 ›› 2007, Vol. 65 ›› Issue (7): 631-634. 上一篇    下一篇

研究论文

含长碳烷基核苷氢亚磷酸酯衍生物的合成与表征

奚才明1, 孙笑宾*,1, 肖强2, 赵玉芬3, 施小新1, 桂斌1, 任玉杰1   

  1. (1华东理工大学化学系 上海 200237)
    (2江西科技师范学院有机功能分子研究所 南昌 330013)
    (3清华大学生命有机磷化学和化学生物学教育部重点实验室 北京 100084)
  • 投稿日期:2006-11-27 修回日期:2007-01-04 发布日期:2007-04-14
  • 通讯作者: 孙笑宾

Syntheses and Characterization of Long-chain Alkyl Nucleoside H-Phosphonate Derivatives

XI Cai-Ming1; SUN Xiao-Bin*,1; XIAO Qiang2; ZHAO Yu-Fen3; SHI Xiao-Xin1; GUI Bin1; REN Yu-Jie1   

  1. (1 Department of Chemistry, East China University of Science and Technology, Shanghai 200237)
    (2 Institute of Organic & Functional Molecules, Jiangxi Normal College of Science and Technology, Nanchang 330013)
    (3 Key Laboratory of Bioorganic Phosphorus and Chemical Biology of Education of Ministry, Tsinghua University, Beijing 100084)
  • Received:2006-11-27 Revised:2007-01-04 Published:2007-04-14
  • Contact: SUN Xiao-Bin

通过将抗病毒药物核苷(3'-叠氮-2',3'-二脱氧胸苷AZT或2',3'-二脱氢-2',3'-二脱氧胸苷d4T)与三氯化磷反应, 然后在不同的醇解试剂作用下, 一锅法合成得到6个含长链烷基的核苷氢亚磷酸二酯衍生物, 并采用31P NMR, 1H NMR, 13C NMR和ESI-MS对其结构进行了表征.

关键词: 3'-叠氮-2',3'-二脱氧胸苷, 2',3'-二脱氢-2',3'-二脱氧胸苷, 核苷氢亚磷酸酯, 磷酸酯衍生物, 抗HIV

Six long-chain alkyl H-phosphonate derivatives of 3'-azido-2',3'-dideoxythymidine (AZT) and 2',3'-didehydro-2',3'-dideoxythymidine (d4T) were synthesized via one-pot reaction of AZT and d4T with phosphorus trichloride and different alcoholysis reagents in sequence. The products were characterized by 31P NMR, 1H NMR, 13C NMR and ESI-MS.

Key words: AZT, d4T, nucleoside H-phosphonate, phosphate derivative, anti-HIV