Azaanalogues of ebselen as antimicrobial and antiviral agents: synthesis and properties.
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).
Wójtowicz
H
H
Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb, Wyspiańskiego 27, 50-375 Wroclaw, Poland.
Kloc
K
K
Maliszewska
I
I
Młochowski
J
J
Pietka
M
M
Piasecki
E
E
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001372:Aza Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D001393:Azoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects; D002460:Cell Line; D004686:Encephalomyocarditis virus / Q000187:drug effects / Q000472:pathogenicity; D018259:Herpesvirus 1, Human / Q000187:drug effects / Q000472:pathogenicity; D006801:Humans; D054833:Isoindoles; D008826:Microbial Sensitivity Tests; D016566:Organoselenium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D014721:Vesicular stomatitis Indiana virus / Q000187:drug effects / Q000472:pathogenicity
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000998:Antiviral Agents; D001372:Aza Compounds; D001393:Azoles; D054833:Isoindoles; D016566:Organoselenium Compounds; C042986:ebselen