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 anti...
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| Published in | Farmaco (Società chimica italiana : 1989) Vol. 59; no. 11; pp. 863 - 868 |
|---|---|
| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
France
Elsevier SAS
01.11.2004
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| 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). |
|---|---|
| AbstractList | 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). 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). |
| Author | Piasecki, E. Maliszewska, I. Młochowski, J. Piętka, M. Kloc, K. Wójtowicz, H. |
| Author_xml | – sequence: 1 givenname: H. surname: Wójtowicz fullname: Wójtowicz, H. organization: Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb, Wyspiańskiego 27, 50-375 Wroclaw, Poland – sequence: 2 givenname: K. surname: Kloc fullname: Kloc, K. organization: Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb, Wyspiańskiego 27, 50-375 Wroclaw, Poland – sequence: 3 givenname: I. surname: Maliszewska fullname: Maliszewska, I. organization: Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb, Wyspiańskiego 27, 50-375 Wroclaw, Poland – sequence: 4 givenname: J. surname: Młochowski fullname: Młochowski, J. email: jacek.mlochowski@pwr.wroc.pl organization: Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb, Wyspiańskiego 27, 50-375 Wroclaw, Poland – sequence: 5 givenname: M. surname: Piętka fullname: Piętka, M. organization: Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb, Wyspiańskiego 27, 50-375 Wroclaw, Poland – sequence: 6 givenname: E. surname: Piasecki fullname: Piasecki, E. organization: Laboratory of Virology, Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigla 12, 53-114 Wroclaw, Poland |
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| Cites_doi | 10.1007/BF01951774 10.1002/jlac.199619961108 10.1016/j.farmac.2003.08.003 10.1007/BF02674376 10.1021/cr000426w 10.1002/jlac.1993199301201 10.1081/SCC-120025191 10.1039/a908114c 10.1016/0006-2952(84)90084-4 10.1016/0306-3623(95)00003-J |
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| Keywords | Ebselen Bactericides Fungicides Virucides Organoselenium compounds |
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| Snippet | The different analogues of ebselen—unsubstituted benzisoselenazol-3(2H)-one (
2a) 2-pyridylbenzisoselenazol-3(2H)-ones (
2b–h) and... The different analogues of ebselen-unsubstituted benzisoselenazol-3(2H)-one (2a) 2-pyridylbenzisoselenazol-3(2H)-ones (2b-h) and... The different analogues of ebselen--unsubstituted benzisoselenazol-3(2H)-one (2a) 2-pyridylbenzisoselenazol-3(2H)-ones (2b-h) and... |
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| SubjectTerms | 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 |
| Title | Azaanalogues of ebselen as antimicrobial and antiviral agents: synthesis and properties |
| URI | https://dx.doi.org/10.1016/j.farmac.2004.07.003 https://www.ncbi.nlm.nih.gov/pubmed/15544790 https://search.proquest.com/docview/17541031 https://search.proquest.com/docview/67072754 |
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