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Novel urea and thiourea derivatives of thiazole-glutamic acid conjugate as potential inhibitors of microbes and fungi

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Abstract

Since discovery and development of effective as well as safe drugs has brought a progressive era in human healthcare that is accompanied by the appearance of drug resistant bacterial strains, there is constant need of new antibacterial agent having novel mechanisms of action to act against the harmful pathogens. In the present study, several N-terminal substituted urea/thiourea derivatives were synthesized by the reaction of glutamic acid and 3-(1-piperazinyl)-1,2-benzisothiazole with various substituted phenyl isocyanates/isothiocyanates. Elemental analysis, IR, 1H NMR, 13C NMR and mass spectral data confirmed the structure of the newly synthesized compounds. The derivatives were investigated for their antibacterial and antifungal activities against various pathogens of human origin by agar well diffusion method and microdilution method. The preliminary antimicrobial bioassay reveals that the compounds containing fluoro and bromo as substituents showed promising antimicrobial activity.

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Abbreviations

Boc:

tert-butyloxycarbonyl

EDCI:

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide

Het:

3-(1-piperazinyl)-1,2-benzisothiazole

HOBt:

N-hydroxybenzotriazole

NMM:

N-methyl morpholine

TFA:

trifluoroacetic acid

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Authors and Affiliations

  1. Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, Karnataka, 570006, India

    A. Sharma, R. Suhas, S. Chandan & D. C. Gowda

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  1. A. Sharma
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  2. R. Suhas
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  3. S. Chandan
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  4. D. C. Gowda
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Correspondence to D. C. Gowda.

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Sharma, A., Suhas, R., Chandan, S. et al. Novel urea and thiourea derivatives of thiazole-glutamic acid conjugate as potential inhibitors of microbes and fungi. Russ J Bioorg Chem 39, 656–664 (2013). https://doi.org/10.1134/S1068162013050130

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  • DOI: https://doi.org/10.1134/S1068162013050130

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