Abstract
A series of novel Schiff bases of [1,2,4]triazole-bearing haloarene moiety (5a–l) were synthesized from 4-amino-3-methyl-5-mercapto-4H-[1,2,4]triazole (3) and were confirmed by FT-IR, 1H-NMR, 13C-NMR, LC-Mass spectra and elemental analyses and screened for in vitro antituberculosis properties and for neutrophil function test, where they exhibited moderate neutrophil functions and antituberculosis properties. Compounds (5a), (5c), (5f), (5h) and (5i) were moderately sensitive to antituberculosis activity, while (5a), (5b), (5g) and (5h) were sensitive for neutrophil functions in the series. The acute oral toxicity studies on the Swiss albino mice according to the OECD/OCDE guidelines 423 confirmed that the compounds were slightly toxic and hence they may be considered as drug candidates for microbial pathogens. The antituberculosis studies by both ZOI and MIC tests confirmed that the novel derivatives are moderately sensitive towards Mycobacterium tuberculosis (H37RV) strain.
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Acknowledgments
The authors are grateful to UGC, New Delhi, for BSR fellowship, Mr. Dominic Harold Castelino, for the financial assistance, the Head, NMR Research Centre, SAIF, Cochin-22, for 1H-NMR, 13C-NMR spectroscopy, FT-IR and CHN analyses, and Dr. Akash Navilebasappa, Acquity Labs, Bengaluru, for LC-Mass spectroscopy.
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Castelino, P.A., Dasappa, J.P., Bhat, K.G. et al. Some novel Schiff bases of [1,2,4]triazole bearing haloarene moiety—synthesis and evaluation of antituberculosis properties and neutrophil function test. Med Chem Res 25, 83–93 (2016). https://doi.org/10.1007/s00044-015-1461-2
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DOI: https://doi.org/10.1007/s00044-015-1461-2