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

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).

Ebselen derivatives are very potent dual inhibitors of SARS-CoV-2 proteases - PLproand Mproin in vitro studies

“…We also observed, that 2,4dimethoxy derivative (16) displays potency towards both of the proteases close to ebselen's, however, in comparison with ebselen, its toxicity evaluated in A549 human cell line was 10 times lower. 35 In general, substitutions within the phenyl ring of ebselen boost inhibition of M pro as we identified only 3 compounds (6, 7, 12) with a potency lower than for ebselen.…”

“…42,43 In this work, we successfully synthesized ebselen and benzisoselenazol-3(2H)-ones 1-23 functionalized at the N-2 position of the aryl ring, using a four-step procedure previously described in literature, starting with anthranilic acid and elemental selenium. 35,[44][45][46] The diazotation of previously protonated anthranilic acid, selenentylation with freshly prepared disodium diselenide gave 2,2'-dicarboxydiphenyl diselenide which was isolated before the reaction with thionyl chloride (SOCl2) to form 2- Measurements were carried out at 37°C using a Molecular Devices Spectramax Gemini XPS spectrofluorometer. ACC fluorophore release was monitored for 30 min (λex=355 nm, λem=460 nm).…”

Synthesis and Structure-Activity Relationship Studies of Hydrazide-Hydrazones as Inhibitors of Laccase from Trametes versicolor

“…Furthermore, we aimed at discovering a new group of organic low-molecular-weight compounds which activity that weakens a pest's activity and consequently provides conditions for improving the plant defense system. The imines 1-3 were synthesized as part of a program to discover low-molecular-weight compounds that were both the inhibitors of essential enzymes overexpressed during disease development [25][26][27] and act directly against pathogenic microorganisms [28,29]. A common polypore fungus Trametes versicolor, which is an abundant tree parasite causing a white-rot of wood, was chosen as a model organism.…”

The influence of Bacillus subtilis 87Y isolated from Eisenia fetida on the growth of pathogenic and probiotic microorganisms

“…The antimicrobial activity of SU was determined against S. aureus ATCC 6538 with a 96-well microdilution assay, according to Clinical and Laboratory Standards Institute (CLSI) ( [25]), with modifications introduced by Giurg et al [26]. Here, the plates were inoculated to a starting A 490 = 0.01.…”