核苷。129. 抗病毒核苷的合成：5-烯基-1-(2-脱氧-2-氟-β-D-阿拉伯呋喃糖基)尿嘧啶
Nucleosides. 129. Synthesis of antiviral nucleosides: 5-alkenyl-1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)uracils.
作者信息
Watanabe K A, Su T L, Reichman U, Greenberg N, Lopez C, Fox J J
出版信息
J Med Chem. 1984 Jan;27(1):91-4. doi: 10.1021/jm00367a020.
Synthesis of 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)uracils containing a vinyl (4a), 2-halovinyl (4b-d), or ethyl substituent at C-5 was achieved. These nucleosides were found to be about a log order less active than 2'-fluoro-5-iodo-ara-C (FIAC) against HSV-1, but they are much less cytotoxic against normal human lymphocytes than FIAC. Nucleosides 4a and 4e showed good activity against HSV-1 (ED50 = 0.16 and 0.24 microM, respectively) and HSV-2 (ED50 = 0.69 and 0.65 microM) with very little cytotoxicity (ID50 greater than 100 microM).
实现了在C-5位含有乙烯基（4a）、2-卤乙烯基（4b-d）或乙基取代基的1-(2-脱氧-2-氟-β-D-阿拉伯呋喃糖基)尿嘧啶的合成。发现这些核苷对单纯疱疹病毒1型（HSV-1）的活性比2'-氟-5-碘阿糖胞苷（FIAC）低约一个对数级，但它们对正常人淋巴细胞的细胞毒性比FIAC小得多。核苷4a和4e对HSV-1（ED50分别为0.16和0.24 microM）和HSV-2（ED50分别为0.69和0.65 microM）显示出良好的活性，且细胞毒性非常小（ID50大于100 microM）。
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