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image of Synthesis and In Vitro Screening of Some New Thiazolone-based Schiff Bases as Potential MurB Inhibitors

Abstract

MurB is an enzyme that is crucial to the survival of bacterial strains. Recently, considerable interest has been generated in developing new antibacterial agents that effectively inhibit MurB. We synthesized herein new thiazolone-based Schiff bases derived from salicylaldehydes in good yields. The appropriate thiosemicarbazones were prepared and then reacted with a variety of hydrazonyl chlorides in dioxane. The reaction was mediated using an equimolar amount of triethylamine. The new Schiff bases were tested against six different ATCC bacterial strains with the reference ciprofloxacin. Generally, Schiff bases linked to 5-((4-chlorophenyl)thio)methyl units outperformed their analogues linked to 5-(phenylthio)methyl units fourfold. The best activity was obtained from Schiff base linked to the 5-(2-(4-methoxyphenyl)hydrazineyl)thiazol-4(5)-one unit. Product had more effective antibacterial activity than ciprofloxacin, with MIC/MBC of 1.8/3.7 µM against and . It also exhibited good activity against and , with MIC/MBC values of 3.7/7.4 µM. Moreover, exhibited the second-highest activity against all tested strains, with MIC/MBC values of 3.8/7.6 µM for S. aureus and E. faecalis, and 7.6/15.3 µM for and . Schiff bases with potential antibacterial activity were further screened for their MurB inhibitory activity. Furthermore, and displayed the best inhibitory activity against MurB with IC of 5.0 and 4.6 µM, respectively.

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2025-08-29
2025-11-06

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Synthesis and In Vitro Screening of Some New Thiazolone-based Schiff Bases as Potential MurB Inhibitors
Bentham Science Publishers ; https://doi.org/10.2174/0113852728373744250630064554
/content/journals/coc/10.2174/0113852728373744250630064554
/content/journals/coc/10.2174/0113852728373744250630064554
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Supplementary Figs. () in the Supplemental material file present copies of 1H- and 13C-NMR spectra of all new products. Supplementary material is available on the publisher’s website along with the published article.

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  • Article Type:     Research Article
Keywords: Hantzsch thiazole synthesis ; in vitro antibacterial screening ; thiazoles ; Schiff base ; MurB inhibitory activity ; hydrazonyl chloride

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