Synthesis and antimicrobial evaluation of some novel thiomorpholine derived 1,4-disubstituted 1,2,3-triazoles

Kumaraswamy Battula, Sirass Narsimha, Vasudevareddy Nagavelli, Priyanka Bollepelli, Mutheneni Srinivasa Rao

Abstract


A convenient synthesis of novel 1,4-disubstituted 1,2,3-triazoles (4aj and 5aj) is reported via copper(I)-catalyzed one pot [3+2] cycloaddition of various alkyl halides, sodium azide with 4-(prop-2-yn-1-yl)thiomorpholine and
4-(prop-2-yn-1-yl)thiomorpholine 1,1-dioxide. All the synthesized compounds were investigated for their antimicrobial activity. Compounds 4a, 4b, 4c, 4g, 5a and 5j against Staphylococcus epidermidis, 4a, 5a and 5d against Pseudomonas aeruginosa, 4a, 4b and 4g against Klebsiella pneumoniae, 4b, 5a and 5d against S. aureus and 5b, 5e and 5j against Bacillus subtilis showed excellent antibacterial activity compared to the standard drugs penicillin and streptomycin. Compounds 4c, 4e, 4f, 4j, 5c, 5d, 5g and 5j registered moderate antifungal activity as compared with the standard drug amphotericin B.


Keywords


one pot synthesis, CuAAC reaction, alkyl azides, antimicrobial activity



DOI: https://doi.org/10.2298/JSC150818088B

Copyright (c) 2015 Journal of the Serbian Chemical Society - J. Serb. Chem. Soc.

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