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Development of Chromone–Pyrazole-Based Anticancer Agents

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Abstract

Chemical reactivity of 4-((6-chloro-4-oxo-4H-chromen-3-yl)methylene)-2-phenyloxazol-5(4H)-one towards nitrogen and sulfur nucleophiles, as well as bidentate nucleophiles, has been studied under various conditions. The investigated nucleophilic reactions result in formation of heterocyclic systems, namely pyrazolyloxazolone, pyrazoldihydrotriazinone, chromonylimidazolone, chromonylimidazol, and chromonylbenzo[d]imidazole and chromonyloxathiazepine derivatives. All the synthesized products were screened for their anticancer activity against two cell lines, namely human colon (HCT-116) and mammary gland breast cancer (MCF-7) using the MTT assay. Some of the investigated compounds showed remarkable cytotoxic activities against HCT-116 (IC50 7.74‒82.49 µg/mL) and MCF-7 (IC50 4.98‒92.62 µg/mL) cells in comparison to the standard anticancer drug doxorubicin (IC50 5.23 and 4.17 µg/mL, respectively). Among the tested compounds, pyrazolbenzamide and pyrazoldihydrotriazinone derivatives were the most significant antiproliferative efficacy against the two cell lines. Our findings suggest that the designed compounds may be considered promising antiproliferative agents.

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ACKNOWLEDGMENTS

Authors would like to express their deep appreciation and indebtedness to the Chemistry Department, Faculty of Science, Ain Shams University for their support of the work.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, Ain Shams University, 11566, Abbasia, Cairo, Egypt

    Marwa S. Salem,  Eman A. E. El-Helw &  Hamed A. Y. Derbala

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  1. Marwa S. Salem
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  2. Eman A. E. El-Helw
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  3. Hamed A. Y. Derbala
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Correspondence to Marwa S. Salem.

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This article does not contain any studies involving human participants performed by any of the authors and does not contain any studies involving animals performed by any of the authors.

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Corresponding author: e-mail: marwa_k@sci.asu.edu.eg.

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Marwa S. Salem, Eman A. E. El-Helw & Hamed A. Y. Derbala Development of Chromone–Pyrazole-Based Anticancer Agents. Russ J Bioorg Chem 46, 77–84 (2020). https://doi.org/10.1134/S1068162020010094

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  • DOI: https://doi.org/10.1134/S1068162020010094

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