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One-pot multicomponent synthesis of indol-3-yl-hydrazinyl thiazoles as antimicrobial agents

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Abstract

A series of novel mono- and bis(indol-3-yl)hydrazinyl thiazole derivatives were efficiently synthesized via one-pot cyclocondensation of mono- or bis(indole-3-carbaldehyde), thiosemicarbazide, and phenacyl bromides. The structure of the products was confirmed by Fourier-transform infrared (FT-IR), 1H nuclear magnetic resonance (NMR), and 13C NMR spectra. All synthesized compounds were evaluated for in vitro antibacterial activity against Gram-positive (Bacillus subtilis and Micrococcus luteus) and Gram-negative bacteria (Pseudomonas aeruginosa and Salmonella enteritis). Among the compounds screened, a few were found to be highly effective antibacterial agents. The bis-compounds with OCH3 donating group exhibited good activity against the Gram-positive bacteria.

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Acknowledgments

This study was supported in part by the Research Committee of the University of Guilan.

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Iran

    Nosrat O. Mahmoodi, Behzad Khalili, Olia Rezaeianzade & Atefeh Ghavidast

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  1. Nosrat O. Mahmoodi
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  2. Behzad Khalili
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  3. Olia Rezaeianzade
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  4. Atefeh Ghavidast
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Correspondence to Nosrat O. Mahmoodi.

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Mahmoodi, N.O., Khalili, B., Rezaeianzade, O. et al. One-pot multicomponent synthesis of indol-3-yl-hydrazinyl thiazoles as antimicrobial agents. Res Chem Intermed 42, 6531–6542 (2016). https://doi.org/10.1007/s11164-016-2478-y

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