嘧啶脱氧核糖核苷的各种3'-叠氮类似物对人类免疫缺陷病毒（HIV-1、HTLV-III/LAV）的合成及抗病毒活性
Synthesis and antiviral activity of various 3'-azido analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1, HTLV-III/LAV).
作者信息
Lin T S, Guo J Y, Schinazi R F, Chu C K, Xiang J N, Prusoff W H
机构信息
Department of Pharmacology, Yale University School of Medicine, New Haven, Connecticut 06510.
出版信息
J Med Chem. 1988 Feb;31(2):336-40. doi: 10.1021/jm00397a011.
Various 3'-azido analogues of pyrimidine deoxyribonucleosides have been synthesized and tested against human immunodeficiency virus (HIV-1, HTLV-III/LAV) in human peripheral blood mononuclear cells. Among these compounds, the 3'-azido analogues of thymidine (2), 3-(3-oxo-1-propenyl)thymidine (21), 2'-deoxyuridine (1), 2'-deoxy-5-bromouridine(5), 2'-deoxy-5-fluorocytidine (19), 2'-deoxy-5-iodouridine (6), 2'-deoxycytidine (18), 2'-deoxy-5-fluorouridine (4), 2'-deoxy-5-thiocyoanatouridine (16), 2'-deoxy-5-methylcytidine (20), 2'-deoxy-5-aminouridine (7), and 2'-deoxy-5-hydroxyuridine (10) were found to have significant antiviral activity, with EC50 values of 0.002, 0.01, 0.2, 1.0, 1.0, 1.1, 1.2, 4.8, 5.1, 5.1, 6.2, and 10 microM, respectively. The structure-activity relationships are discussed.
已合成了多种嘧啶脱氧核苷的3'-叠氮类似物，并在人外周血单核细胞中针对人类免疫缺陷病毒（HIV-1，HTLV-III/LAV）进行了测试。在这些化合物中，胸腺嘧啶（2）、3-(3-氧代-1-丙烯基)胸腺嘧啶（21）、2'-脱氧尿苷（1）、2'-脱氧-5-溴尿苷（5）、2'-脱氧-5-氟胞苷（19）、2'-脱氧-5-碘尿苷（6）、2'-脱氧胞苷（18）、2'-脱氧-5-氟尿苷（4）、2'-脱氧-5-硫氰酸尿苷（16）、2'-脱氧-5-甲基胞苷（20）、2'-脱氧-5-氨基尿苷（7）和2'-脱氧-5-羟基尿苷（10）的3'-叠氮类似物被发现具有显著的抗病毒活性，其EC50值分别为0.002、0.01、0.2、1.0、1.0、1.1、1.2、4.8、5.1、5.1、6.2和10 microM。文中讨论了构效关系。
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