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Synthesis, biological evaluation and docking study of some novel isoxazole clubbed 1,3,4-oxadiazoles derivatives

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Abstract

A novel series of isoxazole clubbed 1,3,4-oxadiazole derivatives have been synthesized by reaction of 5-(3-fluoro-4-methoxyphenyl) isoxazole-3-carbohydrazide with different substituted benzoic/pyridinyl/indolyl acids in phosphorous oxychloride, characterized by IR, 1H NMR, 13C NMR, MS analytical data and evaluated for their antimicrobial as well as antitubercular activity. Antibacterial activity of compounds 5e, 5g, 5h, 5j and 5l were found to be good against E. coli, P. aeruginosa, S. aureus and S. pyogenes as compared to standard Ampicillin. Compound 5b and 5i were found to be active antitubercular agents against M. tuberculosis H37Rv. Antibacterial and antitubercular activity was supported by molecular docking to gain insights of the mode of inhibition of MurD ligase enzyme.

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Acknowledgements

The authors are thankful to the DST, New Delhi for financial support and also thanks to Regal Remedies for providing chemicals.

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Correspondence to Balaji R. Madje.

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Shingare, R.M., Patil, Y.S., Sangshetti, J.N. et al. Synthesis, biological evaluation and docking study of some novel isoxazole clubbed 1,3,4-oxadiazoles derivatives. Med Chem Res 27, 1283–1291 (2018). https://doi.org/10.1007/s00044-018-2148-2

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