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Copper(I)-Catalyzed Regioselective Synthesis of 1,2,3-Triazole–Phthalazine-1,4-dione Hybrids, and Their Anticancer and Molecular Docking Studies

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Abstract

A new series of phthalazine-based 1,2,3-triazole derivatives were synthesized by the copper-catalyzed azide–alkyne cycloaddition of 2-phenyl-3-(prop-2-yn-1-yl)-2,3-dihydrophthalazine-1,4-dione and substituted phenyl azides. The synthesized compounds were evaluated for their in vitro anticancer activity against three human cancer cell lines, namely A375, A549, and MCF-7 using an MTT assay, and IC50 values of 2.33±0.43, 7.21±0.61, and 3.96±0.41 µM, respectively, were found for the most active compounds. In particular, 2-{[1-(4-nitrophenyl)-1H-1,2,3-triazole-4-yl]methyl}-3-phenyl-2,3-dihydrophthalazine-1,4-dione (6e) showed promising activity, and molecular docking study was performed for this compound with respect to the EGFR.

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Authors and Affiliations

  1. Department of Chemistry, Kakatiya University, 506009, Warangal, Telangana, India

    U. Boda, V. Guguloth, S. Mood & H. Guguloth

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  1. U. Boda
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  2. V. Guguloth
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Boda, U., Guguloth, V., Mood, S. et al. Copper(I)-Catalyzed Regioselective Synthesis of 1,2,3-Triazole–Phthalazine-1,4-dione Hybrids, and Their Anticancer and Molecular Docking Studies. Russ J Org Chem 59, 1064–1070 (2023). https://doi.org/10.1134/S1070428023060143

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