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Design, synthesis and antimicrobial activities of 1,2,3-triazole hybrids with amine-ester functionality

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Abstract

Due to the notable therapeutic importance of 1,4-disubstituted-1,2,3-triazoles linked with amine and ester groups, a series of 1,2,3-triazole hybrid containing amine-ester functionality have been synthesized. This synthesis involves a Cu(I) catalyzed [3 + 2] dipolar cycloaddition between N-substituted(prop-2-yn-1-yl)amines (3a–3d) and benzyl 2-azidoacetates (6a–6e). The triazoles were thoroughly characterized using different spectral techniques. In vitro assay of developed synthetics with different microbial strains including S. aureus, B. Subtilis, E. Coli, S. enterica, C albicans and R. Oryzae have been conducted. Moderate to excellent activity was observed from majority of the compounds against the tested strains. Notably, compound 7o (MIC = 0.0558 μmol/mL) exhibited substantial potency against most of the tested microbes. Furthermore, an ADME analysis was performed, indicating that the compounds possess a favorable profile and can be considered as patient compliant.

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Acknowledgements

Authors are highly thankful to the University Grant Commission (UGC), New Delhi, India.

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Authors and Affiliations

  1. Department of Chemistry, Guru Jambheshwar University of Science and Technology, Hisar, Haryana, India

    Jyoti Sangwan, C. P. Kaushik, Lokesh Kumar & Manisha Chahal

  2. Department of Chemistry, COBS&H, CCS Haryana Agricultural University, Hisar, India

    Jayant Sindhu

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  1. Jyoti Sangwan
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Sangwan, J., Kaushik, C.P., Kumar, L. et al. Design, synthesis and antimicrobial activities of 1,2,3-triazole hybrids with amine-ester functionality. Med Chem Res 33, 77–88 (2024). https://doi.org/10.1007/s00044-023-03163-2

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