Oligoglycol carbonate prodrugs of 5-modified 2′-deoxyuridines: synthesis and antibacterial activity

被引：3
|
作者：
Negrya, Sergey D. [1 ]
Jasko, Maxim V. [1 ]
Makarov, Dmitriy A. [1 ]
Karpenko, Inna L. [1 ]
Solyev, Pavel N. [1 ]
Chekhov, Vladimir O. [1 ]
Efremenkova, Olga V. [2 ]
Vasilieva, Byasilya F. [2 ]
Efimenko, Tatiana A. [2 ]
Kochetkov, Sergey N. [1 ]
Alexandrova, Liudmila A. [1 ]
机构：
[1] Russian Acad Sci, VA Engelhardt Inst Mol Biol, Moscow 119991, Russia
[2] GF Gause Inst New Antibiot, Moscow 119021, Russia
来源：
MENDELEEV COMMUNICATIONS | 2022年 / 32卷 / 04期
基金：
俄罗斯基础研究基金会;
关键词：
modified nucleosides; glycol carbonates; prodrugs; solubility; hydrolysis; antibacterial activity; cytotoxicity; bioavailability; INHIBITORS; NUCLEOSIDES; DESIGN;
D O I：
10.1016/j.mencom.2022.07.002
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In order to develop a new generation of antibacterial nucleosides, a representative set of novel 3'- and 5'-tri- or tetraethylene glycol prodrug forms of 5-alkyloxymethyl-2'-deoxyuridines was synthesized. These compounds were at least two orders of magnitude more soluble than the parent nucleosides, possessed significant inhibitory activity against a set of bacteria including resistant strains of Staphylococcus aureus and Mycobacterium smegmatis, and showed low cytotoxicity. The obtained data indicate that glycol carbonates are convenient and prospective for usage in prodrugs of nucleoside derivatives with antibacterial activity.
引用
收藏
页码：433 / 435
页数：3
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