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

• Published in: Farmaco (Società chimica italiana : 1989) Vol. 59; no. 11; pp. 863 - 868
• Main Authors: Wójtowicz, H., Kloc, K., Maliszewska, I., Młochowski, J., Piętka, M., Piasecki, E.
• Format: Journal Article
• Language: English
• Published: France Elsevier SAS 01.11.2004
• Subjects: Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - pharmacology; Antifungal Agents - chemical synthesis; Antifungal Agents - pharmacology; Antiviral Agents - chemical synthesis; Antiviral Agents - pharmacology; Aza Compounds - chemical synthesis; Aza Compounds - pharmacology; Azoles - chemical synthesis; Azoles - pharmacology; Bacillus; Bactericides; Candida albicans; Candida albicans - drug effects; Cell Line; Ebselen; Encephalomyocarditis virus - drug effects; Encephalomyocarditis virus - pathogenicity; Fungicides; Herpes simplex virus; Herpesvirus 1, Human - drug effects; Herpesvirus 1, Human - pathogenicity; Humans; Microbial Sensitivity Tests; Organoselenium compounds; Organoselenium Compounds - chemical synthesis; Organoselenium Compounds - pharmacology; Staphylococcus aureus; Vesicular stomatitis Indiana virus - drug effects; Vesicular stomatitis Indiana virus - pathogenicity; Virucides; Ebselen; Bactericides; Fungicides; Virucides; Organoselenium compounds
• ISSN: 0014-827X; 1879-0569
• DOI: 10.1016/j.farmac.2004.07.003

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).