Regioselective synthesis and antimicrobial evaluation of some thioether–amide linked 1,4-disubstituted 1,2,3-triazoles

<p>A series of 1,4-disubstituted 1,2,3-triazoles having thioether as well as amide linkage were synthesized from aryl(prop-2-yn-1-yl)sulfanes and 2-azido-<i>N</i>-substituted acetamides through Cu(I) catalyzed click reaction. Structures of newly synthesized compounds (<b>3a</b>–<b>3x</b>) were confirmed by spectral techniques like FTIR, ¹H NMR, ¹³C NMR, and HRMS. The synthesized triazoles were evaluated for <i>in vitro</i> antimicrobial activity against <i>Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Staphylococcus aureus, Candida albicans</i>, and <i>Aspergillus niger</i>. Compounds <b>3m</b> and <b>3q</b> displayed appreciable broad spectrum antimicrobial activity against tested microbial strains. The nanoformulations of compounds <b>3m</b> and <b>3q</b> were also prepared and examined against one bacterial strain and one fungal strain.</p

Facile synthesis, characterization, and antimicrobial studies of some disubstituted 1,2,3-triazoles with sulfonamide functionality

<p>An expedient synthesis of some 1,4-disubstituted 1,2,3-triazoles (<b>3a–3x</b>) having sulfonamide functionality from various terminal alkynes and aromatic azides through Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition has been reported. The structures of newly synthesized compounds were confirmed by IR, ¹H NMR, ¹³C NMR, high-resolution mass spectra and screened for in vitro antimicrobial activity against <i>Staphylococcus aureus</i> (Gram-positive bacteria), <i>Escherichia coli, Klebsiella pneumoniae, Enterobacter aerogenes</i> (Gram-negative bacteria), <i>Candida albicans</i>, and <i>Aspergillus niger</i> (fungi). Some of the synthesized compounds were found to exhibit good potency against above-tested microbial strains. Moreover, to study the binding interactions, docking simulation of broadly active compound <b>3x</b> was also performed against <i>E. coli</i> dihydropteroate synthase enzyme.</p

Synthesis, Characterization, and Antimicrobial Potential of Some 1,4-Disubstituted 1,2,3-Bistriazoles

<div><p></p><p>A convenient synthesis of some new 1,4-disubstituted 1,2,3-bistriazoles <b>(3a</b>–<b>3f, 4a</b>–<b>4f, 6a–6b, 7a–7b)</b> is reported via copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of various terminal alkynes with 1,4-bis(azidomethyl)benzene and 1,6-diazidohexane. The synthesized compounds were characterized by spectral techniques including infrared, ¹H NMR, ¹³C NMR, and high-resolution mass spectrometry and tested in vitro for antimicrobial potential against <i>Bacillus subtilis</i> and <i>Staphylococcus aureus</i> (Gram-positive bacteria), <i>Pseudomonas aeruginosa</i> and <i>Escherichia coli</i> (Gram-negative bacteria), and <i>Candida albicans</i> and <i>Aspergillus niger</i> (fungi). Among the synthesized 1,4-disubstituted 1,2,3-bistriazoles, compounds <b>6a, 6b,</b> and <b>7b</b> displayed excellent antimicrobial potential against most of the tested strains.</p></div