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Design, synthesis, antibacterial evaluation and molecular docking studies of novel pyrazole/1,2,4-oxadiazole conjugate ester derivatives

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Abstract

The development of new antimicrobial drugs is most needed due to rapid growth in global antimicrobial resistance. Thus, in this context, a series of novel pyrazole/1,2,4-oxadiazole conjugate ester derivatives (7a–j) was synthesized. All the derivatives were evaluated for their in vitro antibacterial activity against Gram-positive (Enterococcus, Bacillus subtilis and Staphylococcus aureus) and Gram-negative (Salmonella, Klebsiella and Escherichia coli) bacteria and their minimum inhibitory concentration (MIC) was determined. Some of the derivatives have shown significant biological activity with a potency comparable to standard drug Streptomycin. Moreover, molecular docking studies, pharmacokinetic properties ADMET (absorption, distribution, metabolic, excretion and toxicity), molecular properties and TOPKAT analysis were predicted through in silico method. In vitro and in silico studies revealed that among all the compounds, compound (7a) has shown a significant biological activity with a good LibDock score 162.751 kcal/mol. All the synthesized derivatives were confirmed by FTIR, 1H NMR, 13C NMR and mass spectrometry.

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Acknowledgements

The authors are gratefully acknowledged to the Department of Chemistry and Centre for Advanced Energy Studies (CAES), KLEF (Deemed to be University), Vaddeswaram, Andhra Pradesh, India for providing the research facilities and also Averin Biotech Pvt. Ltd, Hyderabad for in silico studies.

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  1. Department of Chemistry, Koneru Lakshmaiah Education Foundation (KLEF), Guntur, Andhra Pradesh, India

    Navaneetha Depa & Harikrishna Erothu

  2. Centre for Advanced Energy Studies (CAES), Department of Chemistry, Koneru Lakshmaiah Education Foundation (KLEF), Guntur, Andhra Pradesh, India

    Harikrishna Erothu

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Depa, N., Erothu, H. Design, synthesis, antibacterial evaluation and molecular docking studies of novel pyrazole/1,2,4-oxadiazole conjugate ester derivatives. Med Chem Res 30, 1087–1098 (2021). https://doi.org/10.1007/s00044-021-02710-z

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