Recently we have synthesized a set of pyrimidine nucleoside derivatives bearing extended alkyltriazolylmethyl substituents at position 5 of the nucleic base, and showed their significant activity against Mycobacterium tuberculosis virulent laboratory strain H37Rv as well as drug-resistant MS-115 strain. The presence of a lengthy hydrophobic substituent leads to the reduction of nucleoside water solubility making their antibacterial activity troublesome to study. A series of water-soluble forms of 5-modified 2'-deoxyuridines 4a-c and 8a-c were synthesized. They appeared at least two orders more soluble compared with the parent compounds 1a and 1b. Their half-hydrolysis time was 5-12 h, which can be considered optimal for prodrugs used in clinics. Obtained compounds showed moderate activity (MIC 48-95 µg·ml-1) against some Gram-positive bacteria including resistant strains of Staphylococcus aureus and Mycobacterium smegmatis and were low cytotoxic for human cell lines (CD50 >> 100 µg·ml-1).

中文翻译：

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5-修饰的2'-脱氧尿苷的水溶性前药的合成及其抗菌活性。

最近，我们合成了一组嘧啶核苷衍生物，它们在核酸碱基的5位带有扩展的烷基三唑基甲基取代基，并显示出它们对结核分枝杆菌有毒力的实验室菌株H37Rv和抗药性MS-115菌株的显着活性。较长的疏水取代基的存在导致核苷水溶性降低，从而使其抗菌活性难以研究。合成了一系列水溶性的5-修饰的2'-脱氧尿苷4a-c和8a-c。与母体化合物1a和1b相比，它们的溶解度至少高出两个数量级。它们的半水解时间为5-12小时，对于临床前药而言，这被认为是最佳的。