SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF PYRIMIDINOPHANES CONTAINING A URACIL MOIETY AND A BRIDGING SULFUR ATOM

被引:9
|
作者
Nikolaev, A. E. [1 ]
Semenov, V. E. [1 ]
Voloshina, A. D. [1 ]
Kulik, N. V. [1 ]
Reznik, V. S. [1 ]
机构
[1] Russian Acad Sci, Kazan Sci Ctr, AE Arbuzov Organ & Phys Chem Inst, Kazan, Russia
基金
俄罗斯基础研究基金会;
关键词
Pyrimidinophanes; uracils; sulfonium group; antibacterial activity; DERIVATIVES; ANTIBACTERIAL; POLYMERS;
D O I
10.1007/s11094-010-0414-9
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Pyrimidinophanes containing one 5(6)-alkylsubstituted uracil moiety and a 10- or 12-methylene bridge including a sulfur atom were synthesized. The bridging S atoms of the macrocycles were converted to sulfonium groups by interaction with para-toluenesulfonate methyl or nonyl esters. The resulting amphiphilic pyrimidinophanes were tested for bacteriostatic and fungistatic activity against Gram-positive and Gram-negative bacteria and fungi. Amphiphilic pyrimidinophanes with 5-decyl-6-methyluracil moieties had high levels of bacteriostatic activity against Gram-positive bacteria. The minimum inhibitory concentration of the macrocycle containing a methyl group in the sulfonium grouping against Staphylococcus aureus was 0.75 mu g/ml. These data are of value in seeking new highly effective antimicrobial agents.
引用
收藏
页码:130 / 133
页数:4
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