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A Click Synthesis, Molecular Docking and Biological Evaluation of 1,2,3-triazoles-benzoxazepine hybrid as potential anticancer agents

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Abstract

A series of novel 1,2,3-triazole-benzoxazepine hybrid molecules were synthesized and evaluated for their anticancer properties against four cancer cell lines (Caco-2, PC3, MCF-7, and HL60). Most of the synthesized compounds exhibited moderate to good cytotoxicity against tested cancer cell lines. Three of the prepared compounds, namely, 2, 3, and 4, showed excellent anticancer properties with micromolar IC50 values ranging from 6 to 18 μM. In silico pharmacophore profiling followed by in-vitro enzyme assays showed 2, 3, and 4 to have micromolar inhibitory IC50 values against the oncogenic kinase FLT3. These compounds represent new inhibitory leads of novel chemotypes against FLT3.

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Acknowledgements

The Chemistry Department of the University of Jordan-Amman is gratefully acknowledged for measuring the NMR and HRMS spectra. This project was funded by the Deanship of Academic Research at the University of Jordan.

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Authors and Affiliations

  1. Department of Chemistry, Mutah University, Mutah, Al Karak, 61710, Jordan

    Muhammad Ashram

  2. Department of Chemistry, The University of Jordan, Amman, 11942, Jordan

    Almeqdad Y. Habashneh

  3. Department of Pharmaceutical Sciences, School of Pharmacy, The University of Jordan, Amman, 11942, Jordan

    Sanaa Bardaweel & Mutasem O. Taha

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Ashram, M., Habashneh, A.Y., Bardaweel, S. et al. A Click Synthesis, Molecular Docking and Biological Evaluation of 1,2,3-triazoles-benzoxazepine hybrid as potential anticancer agents. Med Chem Res 32, 271–287 (2023). https://doi.org/10.1007/s00044-022-03001-x

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