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. 2017 Jun 12;22(6):974.
doi: 10.3390/molecules22060974.

Reaction of bis[(2-chlorocarbonyl)phenyl] Diselenide with Phenols, Aminophenols, and Other Amines towards Diphenyl Diselenides with Antimicrobial and Antiviral Properties

Mirosław Giurg  1 , Anna Gołąb  2 , Jakub Suchodolski  3 , Rafał Kaleta  4 , Anna Krasowska  5 , Egbert Piasecki  6 , Magdalena Piętka-Ottlik  7
Affiliations

Reaction of bis[(2-chlorocarbonyl)phenyl] Diselenide with Phenols, Aminophenols, and Other Amines towards Diphenyl Diselenides with Antimicrobial and Antiviral Properties

Mirosław Giurg et al. Molecules. .

Abstract

A reaction of bis[(2-chlorocarbonyl)phenyl] diselenide with various mono and bisnucleophiles such as aminophenols, phenols, and amines have been studied as a convenient general route to a series of new antimicrobial and antiviral diphenyl diselenides. The compounds, particularly bis[2-(hydroxyphenylcarbamoyl)]phenyl diselenides and reference benzisoselenazol-3(2H)-ones, exhibited high antimicrobial activity against Gram-positive bacterial species (Enterococcus spp., Staphylococcus spp.), and some compounds were also active against Gram-negative E. coli and fungi (Candida spp., A.niger). The majority of compounds demonstrated high activity against human herpes virus type 1 (HHV-1) and moderate activity against encephalomyocarditis virus (EMCV), while they were generally inactive against vesicular stomatitis virus (VSV).

Keywords: 2-hydroxyacetanilide; antimicrobial activity; antimycin A; antiviral activity; benzisoselenazol-3(2H)-ones; benzohydrazide; diselenides; ebselen; morpholine; organoselenium compounds.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
Synthesis of bis(2-carbamoy)diphenyl diselenides 4a–p, 5 and 6, phenolic esters 7–8, and benzisoselenazol-3(2H)-ones 10a–g.
See this image and copyright information in PMC

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