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Synthesis and biological evaluation of some functionalized 1H-1,2,3-triazole tethered pyrazolo[3,4-b]pyridin-6(7H)-ones as antimicrobial and apoptosis inducing agents

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Abstract

A series of novel molecular hybrids containing pyrazole, pyridinone and 1,2,3-triazoles have been synthesized by one-pot four-component reaction of Meldrum’s acid, substituted aryl azides, 4-(prop-2-yn-1-yloxy)aryl aldehyde and 3-methyl-1-phenyl-1H-pyrazol-5-amine using L-proline as a basic organocatalyst besides CuSO4.5H2O and sodium ascorbate as catalysts for click chemistry in PEG-400 as a highly efficient and green media. Apoptosis studies have been carried out on ovarian follicles of goat (Capra hircus) and in vitro antibacterial activity has been done against six strains namely Staphylococcus aureus, Staphylococcus epidermidis, Bacillus subtilis, Bacillus cereus, Escherichia coli and Pseudomonas aeruginosa and antifungal activity against two yeast strains namely, Candida albicans and Saccharomyces cerevisiae.

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Acknowledgments

JS and HS thanks UGC, New Delhi, India for the grant of Junior and Senior Research Fellowships.

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Authors and Affiliations

  1. Department of Chemistry, University of Delhi, Delhi, 110007, India

    Jayant Sindhu, Harjinder Singh & J. M. Khurana

  2. Reproductive Physiology Laboratory, Department of Zoology, Kurukshetra University Kurukshetra, Kurukshetra, 136119, Haryana, India

    Jitender Kumar Bhardwaj & Priyanka Saraf

  3. Department of Biotechnology, MMU, Mullana, 133207, Haryana, India

    Chetan Sharma

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  1. Jayant Sindhu
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  2. Harjinder Singh
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  3. J. M. Khurana
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  4. Jitender Kumar Bhardwaj
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  5. Priyanka Saraf
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  6. Chetan Sharma
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Correspondence to J. M. Khurana or Jitender Kumar Bhardwaj.

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Sindhu, J., Singh, H., Khurana, J.M. et al. Synthesis and biological evaluation of some functionalized 1H-1,2,3-triazole tethered pyrazolo[3,4-b]pyridin-6(7H)-ones as antimicrobial and apoptosis inducing agents. Med Chem Res 25, 1813–1830 (2016). https://doi.org/10.1007/s00044-016-1604-0

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