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Synthesis of acridine cyclic imide hybrid molecules and their evaluation for anticancer activity

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Abstract

9-Amino acridine derivatives (1a–e) on condensation with dihydrofuran-2,5-dione, hexahydroisobenzofuran-1,3-dione and isochroman-1,3-dione under microwave irradiation gave corresponding condensation products 2a–e, 3a–e and 4a–e, respectively, in good yields. All these compounds were screened in vitro for anticancer activity against five human cancer cell lines, i.e., breast (T47D), lung (NCl H-522), colon (HCT-15), ovary (PA-1) and liver (Hep G2). Compounds 1-(3-methoxyacridine-9-yl) pyrrolidine-2,5-dione (2d) (ovary PA-1), 2-(2-methylacridine-9-yl)hexahydro-1H-isoindole-1,3(2H)-dione (3b) (lung NCl H-522), 2-(4-methylacridine-9-yl)hexahydro-1H-isoindole-1,3(2H)-dione (3c) (ovary PA-1), 2-(4-methoxyacridine-9-yl)hexahydro-1H-isoindole-1,3(2H)-dione (3e) (ovary PA-1) and 2-(2-methylacridine-9-yl)isoquinoline-1,3(2H,4H)-dione (4b) (ovary PA-1) exhibited IC50 values 7.1, 8.0, 5.4, 10.0 and 6.56 µM, respectively, and hence possess good anticancer activity.

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Acknowledgments

We are thankful to technical staff of the Chemistry Department, I. I. T. Roorkee, for spectroscopic studies and elemental analysis. Thanks are also due to Head I.I.C. for providing NMR facility. Mr. Anuj Kumar is thankful to MHRD, New Delhi, for financial assistance.

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Authors and Affiliations

  1. Department of Chemistry, Indian Institute of Technology-Roorkee, Roorkee, 247667, Uttrakhand, India

    Anuj Kumar, S. M. Sondhi & Anuj Sharma

  2. Department of Biotechnology, Indian Institute of Technology-Roorkee, Roorkee, 247667, Uttrakhand, India

    Nikhil Kumar & Partha Roy

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  1. Anuj Kumar
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Correspondence to Anuj Sharma.

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Kumar, A., Kumar, N., Roy, P. et al. Synthesis of acridine cyclic imide hybrid molecules and their evaluation for anticancer activity. Med Chem Res 24, 3272–3282 (2015). https://doi.org/10.1007/s00044-015-1380-2

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