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Exploration of antimicrobial potential of pyrazolo[3,4-b]pyridine scaffold bearing benzenesulfonamide and trifluoromethyl moieties

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Abstract

The synthesis and biological evaluation of a library of thirty differently substituted pyrazolo[3,4-b]pyridines bearing benzenesulfonamide moiety at position-1 and trifluoromethyl group at position-4 are reported. Fused heterocyclic system present in the target compounds (5a–j, 6a–j, and 7a–j) was constructed by refluxing various 5-aminopyrazoles (3a–c) with differently substituted trifluoromethyl-β-diketones (4a–j) in glacial acetic acid. All the target compounds (5–7) were evaluated for their in vitro antibacterial activity against four pathogenic bacterial strains namely, Staphylococcus aureus, Bacillus subtilis (Gram-positive), Escherichia coli, Pseudomonas aeruginosa (Gram-negative) and in vitro antifungal activity against two pathogenic fungal yeasts namely, Saccharomyces cerevisiae and Candida albicans.

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Thirty differently substituted pyrazolo[3,4-b]pyridines bearing benzenesulfonamide moiety at position-1 and trifluoromethyl group at position-4 were synthesized and screened for antibacterial and antifungal activities.

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Acknowledgments

Defence Research and Development Organization (DRDO), New Delhi is thankfully acknowledged for financial support in the form of a research project. Authors (NC and SK) are grateful to the Council of Scientific and Industrial Research (CSIR), New Delhi and University Grants Commission (UGC), New Delhi, respectively, for the award of senior research fellowships. The authors are thankful to Sophisticated Analytical Instrument Facility, Central Drug Research Institute, Lucknow for Mass spectra.

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The authors declare that they have no conflict of interest.

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Authors and Affiliations

  1. Department of Chemistry, Kurukshetra University, Kurukshetra, 136119, India

    Navneet Chandak, Satish Kumar, Pawan Kumar & Pawan K. Sharma

  2. Department of Microbiology, Kurukshetra University, Kurukshetra, 136119, India

    Chetan Sharma & Kamal R. Aneja

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  1. Navneet Chandak
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  2. Satish Kumar
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  3. Pawan Kumar
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  4. Chetan Sharma
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  5. Kamal R. Aneja
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  6. Pawan K. Sharma
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Correspondence to Pawan K. Sharma.

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Chandak, N., Kumar, S., Kumar, P. et al. Exploration of antimicrobial potential of pyrazolo[3,4-b]pyridine scaffold bearing benzenesulfonamide and trifluoromethyl moieties. Med Chem Res 22, 5490–5503 (2013). https://doi.org/10.1007/s00044-013-0544-1

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