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Ultrasound-assisted efficient synthesis and antimicrobial evaluation of pyrazolopyranopyrimidine derivatives using starch functionalized magnetite nanoparticles as a green biocatalyst in water

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Abstract

A Highly efficient and environmentally friendly route for the one-pot multi-component construction of biologically active pyrazolopyranopyramidine derivatives by the reaction of aromatic aldehydes, hydrazine hydrate, ethyl acetoacetate, and barbituric acid under ultrasound has been evolved. The reaction is promoted by starch@Fe3O4 at room temperature using water as solvent. The key features of the present reaction are the excellent yield of products, mild reaction condition, without column chromatography, reusability, and magnetically separable catalyst. The characterization of prepared catalyst and products were performed by XRD, Fourier transforms infrared spectra (FT-IR), thermal analysis (TGA), TEM, FE-SEM, EDAX, vibrating sample magnetometer (VSM) techniques, melting point, 13CNMR, and 1HNMR analysis. The obtained products (5a–5l) were screened for antimicrobial activity. According to results, synthesized compounds exhibited potent antimicrobial activities against fungi C. albicans, Gram-positive bacteria S. aureus and S. phyogens, and Gram-negative bacteria E. coli and P. aeruginosa.

Graphical abstract

A highly efficient and environmentally friendly route for the one-pot multi-component construction of biologically active pyrazolopyranopyramidine derivatives by the reaction of aromatic aldehydes, hydrazine hydrate, ethyl acetoacetate, and barbituric acid under ultrasonication has been evolved. The reaction is promoted by starch@Fe3O4 at room temperature using water as solvent. The key features of the present reaction are the excellent yield of products, mild reaction condition, without column chromatography, reusability, and magnetically separable catalyst.

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Acknowledgements

Authors gratefully acknowledge the Council of Scientific and Industrial Research (CSIR), New Delhi for award research fellowship (CSIR Award No: 09/172(0093)/2019-EMR-I) for financial support.

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  1. Department of Chemistry, University College of Science, Mohanlal Sukhadia University, Udaipur, Rajasthan, India

    Dharmendra Dharmendra, Priyanka Chundawat, Yogeshwari Vyas & Chetna Ameta

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  2. Priyanka Chundawat
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Correspondence to Chetna Ameta.

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Dharmendra, D., Chundawat, P., Vyas, Y. et al. Ultrasound-assisted efficient synthesis and antimicrobial evaluation of pyrazolopyranopyrimidine derivatives using starch functionalized magnetite nanoparticles as a green biocatalyst in water. J Chem Sci 134, 47 (2022). https://doi.org/10.1007/s12039-022-02040-6

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