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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (11): 1432-1435. 上一篇    下一篇

研究简报

三氮唑核苷及衍生物的设计合成与生物活性研究

李清寒a, 李子成a, 陈淑华*,a, 蒋宁b   

  1. a四川大学化学学院 成都 610064;
    b四川抗菌素工业研究所 成都 610051
  • 收稿日期:2003-11-03 修回日期:2004-03-31 接受日期:2004-05-07 发布日期:2022-09-21
  • 通讯作者: * E-mail: chemchensh@sina.com
  • 基金资助:
    国家自然科学基金(No. 20272038)资助项目.

Studies on Synthesis and Antiviral Activity of Ribavirin and Its Derivatives

LI Qing-Hana, LI Zi-Chenga,CHEN Shu-Hua*,a, JIANG Ningb   

  1. aCollege of Chemistry, Sichuan University, Chengdu 610064;
    bSichuan Industrial Institute of Antibiotics, Chengdu 610051
  • Received:2003-11-03 Revised:2004-03-31 Accepted:2004-05-07 Published:2022-09-21

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以四乙酰核糖、1,2,4-三氮唑-3-羧酸甲酯为原料,经过缩合、氨解、保护、亲核取代、水解等五步反应得到4个新的三氮唑核苷衍生物4a～4d,所有目标化合物的化学结构均经核磁共振氢谱、质谱或(和)元素分析所确正.通过体外抗病毒活性测试表明,四个目标化合物中有两个对流感甲型病毒具有一定的抑制作用.

关键词: 四乙酰核糖, 1,2,4-三氮唑-3-羧酸甲酯, 三氮唑核苷及衍生物, 合成, 抗病毒

Four new ribavirin derivatives were synthesized. Tetra-acetylribofuranose reacts with 1,2,4-triazole-3-carboxylate through condensation, ammonolysis, protection, nucleophilic substitution and hydrolysis to give target compounds4a～4d. Some experimental parameters were discussed. Chemical structures of these four new compounds have been confirmed bymeans of 1H NMR, MS spectra and elemental analysis. The resultsof bioactivity in vivo of these target compounds showed that two of the fournew 5'-substituted ribavirin analogs have anti-influenza A activities to some extent.

Key words: tetra-acetylribofuranose, 1,2,4-triazole-3-carboxylate, ribavirin and derivative, synthesis, antiviral