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image of Synthesis of Novel Cyclic Imide-containing Thiazole and Benzothiazoles for Antimicrobial Evaluation and Computational Docking Studies

Abstract

Background

Many compounds with thiazole, benzothiazole, and cyclic imide have been found to exhibit potent antimicrobial activity, such as Cefotaxime, Moiramide, Ritonavir, .

Aims

As per the aim of this study, the cyclic imides with thiazole and benzothiazole moiety were designed and synthesized.

Objectives

Literature findings suggest the potential antimicrobial properties of thiazole and benzothiazole, which inspired us to design and synthesize imides with succinic anhydride, phthalic anhydride, and maleic anhydride.

Methods

Three series of synthetic compounds were synthesized . substituted 1-(4-(p-tolyl)thiazol-2-yl)pyrrolidine-2,5-dione (SI 1-6), 2-(4-phenylthiazol-2-yl)isoindoline-1,3-dione (PI 1-6), and 1-(benzo[d]thiazol-2-ylamino)-1H-pyrrole-2,5-dione (MI 1–5) and characterized with IR, NMR, Mass spectroscopy. All synthesized derivatives were evaluated to check the antimicrobial properties against Gram +ve, Gram -ve bacteria, and fungi species by determining the zone of inhibition and minimum inhibitory concentration. Docking was carried out to check binding affinities with targets ‘DNA Gyrase and Penicillin Binding Protein 3’.

Results

Zone of inhibition showed that all the synthesized compounds are active against bacteria and fungi. Compound SI-4 showed a maximum zone of inhibition. Most of the compounds showed MIC at 6.25 and 12.5 µg/ml. A docking study revealed that compounds PI-4 and PI-2 showed good dock scores towards DNA Gyrase and Penicillin Binding Protein 3, respectively.

Conclusion

All synthesized compounds showed significant antimicrobial properties. The anti-microbial evaluation showed that compounds SI-4, PI-,2, and MI-1 possess good antimicrobial activity. Electron withdrawing substitutions may enhance the antimicrobial property.

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2025-01-28
2025-04-25

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Synthesis of Novel Cyclic Imide-containing Thiazole and Benzothiazoles for Antimicrobial Evaluation and Computational Docking Studies
Bentham Science Publishers ; https://doi.org/10.2174/0122113525353254241219095045
/content/journals/aia/10.2174/0122113525353254241219095045
/content/journals/aia/10.2174/0122113525353254241219095045
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  • Article Type:     Research Article
Keywords: Thiazole ; antimicrobial study ; DNA gyrase ; penicillin binding protein 3 ; cyclic imides ; benzothiazole ; docking study

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