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Expeditious synthesis and biological evaluation of pyrazole conjugated selenium Lumefantrine analogues

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Abstract

This study describes the synthesis and characterization of some 1-(2,7-dichloro-9-[(1,3-diphenyl-1H-pyrazol-4-yl)methylene]-9H-fluoren-4-yl)-2-(methylselenyl)-ethanols and their biological evaluation as antimicrobial agents. The synthesis of the target compounds requires two key starting materials, 1-[2,7-dichloro-9H-fluoren-4-yl]-2-(methylselanyl)ethan-1-ol and various 1,3-diarylpyrazole-4-carboxaldehydes. The key intermediates, 1,3-diarylpyrazole-4-carboxaldehydes were prepared by the Vilsmeier-Haack reaction. Finally, the target compounds were obtained by a simple Knoevenagel condensation. The structures of the newly synthesized compounds were established based on spectral techniques. The synthesized compounds were screened for their in vitro antibacterial, antifungal, and anti-inflammatory activities. All the compounds were tested for their preliminary cytotoxicity by hemolysis assay. The microbial growth inhibition was also investigated via in silico molecular docking studies.

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Acknowledgements

The authors were thankful to the NMR instrument center at Mangalore University, Mangalagangothri for providing Spectral data.

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Authors and Affiliations

  1. Department of Studies in Chemistry, Mangalore University, Mangalagangothri, Karnataka, 574199, India

    Divyaraj Puthran, Vinuta Kamat, Nikil Purushotham & Boja Poojary

  2. Solara Active Pharma Sciences, Ltd No, 120 A&B, Industrial Area, Baikampady, New Mangalore, Karnataka, 575011, India

    Divyaraj Puthran

  3. Department of Chemistry, Sahyadri Science College, Shivamogga, Karnataka, 577203, India

    Mohammed Shafeeulla Rasheed

  4. Department of Chemistry, Manipal Academy of Higher Education, Manipal, Karnataka, 576102, India

    Hemant Hegde

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  1. Divyaraj Puthran
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Correspondence to Boja Poojary.

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Puthran, D., Kamat, V., Purushotham, N. et al. Expeditious synthesis and biological evaluation of pyrazole conjugated selenium Lumefantrine analogues. J IRAN CHEM SOC 20, 1903–1916 (2023). https://doi.org/10.1007/s13738-023-02807-9

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  • DOI: https://doi.org/10.1007/s13738-023-02807-9

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