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Synthesis and in vitro antimicrobial evaluation of piperazine substituted quinazoline-based thiourea/thiazolidinone/chalcone hybrids

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Abstract

In frames of the search for new biological entities to fight against recent drug-resistant microbial strains, we report a library of quinazoline-based thiourea/4-thiazolidinone/chalcone hybrids. The newly synthesized compounds were studied for efficacy against several bacteria (Staphylococcus aureus, Bacillus cereus, Pseudomonas aeruginosa, and Klebsiella pneumoniae) and fungi (Candida albicans and Aspergillus clavatus) using the broth dilution technique. From the biological evaluation, (E)-3-(3,4-dimethoxyphenyl)-1-(4-((4-(4-ethylpiperazin-1-yl)quinazolin-2-yl)amino)phenyl)prop-2-en-1-one was found to be the most active analogue (microbial inhibition concentration 3.12 μg/mL) to inhibit the bacterial growth. The rest of the compounds showed equipotent efficacy (3.12–12.5 μg/mL) as compared to the standard. Final compounds were characterized by FT-IR, 1H NMR, 13C NMR, mass spectroscopy, and elemental analysis.

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Authors and Affiliations

  1. Department of Chemistry, School of Sciences, Gujarat University, Ahmedabed, Gujarat, 380009, India

    D. R. Shah, H. P. Lakum & K. H. Chikhalia

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  1. D. R. Shah
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  2. H. P. Lakum
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  3. K. H. Chikhalia
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Correspondence to K. H. Chikhalia.

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Shah, D.R., Lakum, H.P. & Chikhalia, K.H. Synthesis and in vitro antimicrobial evaluation of piperazine substituted quinazoline-based thiourea/thiazolidinone/chalcone hybrids. Russ J Bioorg Chem 41, 209–222 (2015). https://doi.org/10.1134/S1068162015020132

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  • DOI: https://doi.org/10.1134/S1068162015020132

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