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作为抗菌和抗病毒剂的依布硒啉氮杂类似物:合成与性质

Azaanalogues of ebselen as antimicrobial and antiviral agents: synthesis and properties.

作者信息

Wójtowicz H, Kloc K, Maliszewska I, Młochowski J, Pietka M, Piasecki E

机构信息

Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb, Wyspiańskiego 27, 50-375 Wroclaw, Poland.

出版信息

Farmaco. 2004 Nov;59(11):863-8. doi: 10.1016/j.farmac.2004.07.003.

Abstract

The different analogues of ebselen-unsubstituted benzisoselenazol-3(2H)-one (2a) 2-pyridylbenzisoselenazol-3(2H)-ones (2b-h) and 7-azabenzisoselenazol-3(2H)-ones (3a-j) were designed as new selenium-containing antiviral and antimicrobial agents and synthesized. Some of them were found in the antiviral assay in vitro to be strong inhibitors of cythopatic activity of herpes simplex virus type 1--HSV-1 (compounds 2a,b,f,h, 3a-j) and encephalomyocarditis virus--EMCV (compounds 2a,h, 3a-f,k,l). The compounds 2a,h and 3a-e,j were found to have an appreciable activity against Gram-positive bacteria (Staphylococcus aureus and Bacillus) in vitro, some of them inhibited growth of pathogenic yeasts (Candida albicans) (3a,b) and filamentous fungi (3a-e,f).

摘要

设计并合成了依布硒啉(未取代的苯并异硒唑-3(2H)-酮(2a))、2-吡啶基苯并异硒唑-3(2H)-酮(2b - h)和7-氮杂苯并异硒唑-3(2H)-酮(3a - j)的不同类似物,作为新型含硒抗病毒和抗菌剂。体外抗病毒试验发现,其中一些是1型单纯疱疹病毒(HSV-1)细胞病变活性的强效抑制剂(化合物2a、b、f、h,3a - j)以及脑心肌炎病毒(EMCV)的强效抑制剂(化合物2a、h,3a - f、k、l)。发现化合物2a、h和3a - e、j在体外对革兰氏阳性菌(金黄色葡萄球菌和芽孢杆菌)有明显活性,其中一些抑制致病性酵母(白色念珠菌)(3a、b)和丝状真菌(3a - e、f)的生长。

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