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Microwave-assisted green synthesis, antimicrobial activity, and drug-likeness of novel isoindolinone derivatives

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Abstract

An efficient and green microwave method has been developed for the synthesis of novel isoindolinone derivatives with good yields. The framework of these derivatives was constructed from β-ketocarboxylic acids, various primary amines, and 2-carboxybenzaldehyde via cetrimonium bromide salt-promoted multicomponent cascade of decarboxylation/lactamization reaction. This methodology features a simple, environmentally friendly approach, employing water as a green solvent and using a one-pot, three-component reaction. The synthesized compounds were evaluated for their antimicrobial activity in vitro against six microorganisms, namely Escherichia coli, Serratia, Staphylococcus aureus, Bacillus subtilis, Aspergillus niger, and Fusarium oxysporum. The results revealed that these derivatives have a significant antimicrobial activity. In addition, the drug-likeness of these derivatives has been evaluated.

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Acknowledgements

We gratefully thank Leicester University, UK, for 1H, 13C NMR, FT-IR, HRMS spectra, and HPLC analysis. We are also grateful to staff (Department of Zoology and Cytology, Cell and Molecular Biology Lab, Government College University, Pakistan) for performing the antimicrobial activity. This work was funded by the authors.

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Authors and Affiliations

  1. Department of Chemistry, College of Education for Pure Sciences, University of Basrah, Basrah, Iraq

    Ahmed Majeed Jassem & Adil Muala Dhumad

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  1. Ahmed Majeed Jassem
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  2. Adil Muala Dhumad
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Correspondence to Ahmed Majeed Jassem.

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Jassem, A.M., Dhumad, A.M. Microwave-assisted green synthesis, antimicrobial activity, and drug-likeness of novel isoindolinone derivatives. Monatsh Chem 151, 1433–1442 (2020). https://doi.org/10.1007/s00706-020-02661-y

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