Synthesis and Antimicrobial Activity of {2‐[2‐(N, N‐disubstituted thiocarbamoyl‐sulfanyl)‐acylamino] thiazol‐4‐yl}acetic Acid Ethyl Esters

Abstract

[2-[2-(N, N-Disubstituted thiocarbamoyl-sulfanyl)acylamino ]thiazol-4-yl]acetic acid ethyl esters (3a-x) were synthesized by the reaction of potassium salts of N, N-disubstituted dithiocarbamoic acids with [2-(2-chloroalkanoyl)amino-thiazol-4-yl]acetic acid ethyl esters. The structures of the synthesized compounds were confirmed by elemental analyses, UV, IR, (1)H-NMR, and EI mass spectral data. The antimicrobial activities of all the compounds were investigated by microbroth dilution technique using Mueller-Hinton broth and Mueller-Hinton agar. In this study, Staphylococcus aureus ATCC 6538, Staphylococcus epidermidis ATCC 12228, Escherichia coli ATCC 8739, Klebsiella pneumoniae ATCC 4352, Pseudomonas aeruginosa AT CC 1539, Salmonella typhi, Shigella flexneri, Proteus mirabilis ATCC 14153 and Candida albicans ATCC10231 were used as test microorganisms. Among the tested compounds 3a, d, e, f, h, k, w activity against S. epidermidis ATCC 12228 (MIC: 156 mg/L, 78 mg/L, 62.5 mg/L, 78 mg/L, 62.5 mg/L, 312 mg/L, 250 mg/L, respectively), compound 3d had some activity against S. aureus ATCC 6538 (MIC: 156 mg/L) and C. albicans ATCC 10231(MIC: 156 mg/L). Compounds 3l, 3x also evaluated for antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system and BACTEC 12B medium. The preliminary results indicated that all of the tested compounds were inactive against the test organism.

New Insights on Endophytic Microbacterium-Assisted Blast Disease Suppression and Growth Promotion in Rice: Revelation by Polyphasic Functional Characterization and Transcriptomics

“…Seeing the potential of bacterial native volatiles, we further performed chemical characterization using a GC-MS system that revealed a high abundance of three organic compounds (acetic acid ethyl ester, propanoic acid ethyl ester, and hexadecanoic acid). The antimicrobial activity of acetic acid ethyl ester has been reported by Ates et al [ 77 ]. Similarly, propanoic acid ethyl esters were synthesized and proved to have an inhibitory effect against fungal and bacterial pathogens [ 78 ].…”

Development and Evaluation of a Novel Topical Treatment for Acne with Azelaic Acid-Loaded Nanoparticles

“…S. epidermidis was incubated in Mueller–Hinton agar at pH 7 for 24 h at 37°C under aerobic conditions. Antimicrobial activity of AzA-loaded nanoparticles against these two bacteria strains was determined using the broth microdilution assay according to previously established tests for P. acnes (Bojar et al, 1991) and S. epidermidis (Ates et al, 2003) in 96-well U-shaped microplates. Clinical and Laboratory Standards Institute guidelines (2011) were followed and vancomycin and tetracycline were used as positive controls, respectively.…”