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Synthesis, preliminary cytotoxicity evaluation of new 3-formylchromone hydrazones and phosphorohydrazone derivatives of coumarin and chromone

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Abstract

Reactions of chromone derivatives 1–4 with N-substituted hydrazines were described. Hydrazones (6, 7a, 8a–c, 9b–e, 10e, 11e, 12) were evaluated for cytotoxicity (MTT test) against HL-60 and NALM-6 leukemia cells. Phosphorohydrazone of 3-formylchromone 8a and hydrazone of 2-amino-3-chromone derivative 11e showed appreciable cytotoxicity. The cytotoxicity indices of 8a, 11e, and 12 were higher on drug-resistant HL-60 ADR cells in comparison to HL-60. Compounds 8a and 11e were tested for their ability to induce cytochrome c translocation from mitochondria to cytosol.

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Acknowledgments

This work was supported by the Medical University of Lodz (grants No 503/3-016-02/503-01, 503/3-015-02/503-01 and 503/3-016-03/503-01).

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Authors and Affiliations

  1. Chair of Medicinal Chemistry, Department of Bioinorganic Chemistry, Faculty of Pharmacy, Medical University of Łódź, Muszyńskiego 1, 90-151, Lodz, Poland

    A. Łazarenkow & J. Nawrot-Modranka

  2. Chair of Medicinal Chemistry, Department of Analytical Chemistry, Faculty of Pharmacy, Medical University of Łódź, Lodz, Poland

    E. Brzezińska

  3. Department of Pharmaceutical Biochemistry, Faculty of Pharmacy, Medical University of Łódź, Lodz, Poland

    U. Krajewska & M. Różalski

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  1. A. Łazarenkow
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  2. J. Nawrot-Modranka
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  3. E. Brzezińska
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  4. U. Krajewska
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  5. M. Różalski
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Correspondence to J. Nawrot-Modranka.

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Łazarenkow, A., Nawrot-Modranka, J., Brzezińska, E. et al. Synthesis, preliminary cytotoxicity evaluation of new 3-formylchromone hydrazones and phosphorohydrazone derivatives of coumarin and chromone. Med Chem Res 21, 1861–1868 (2012). https://doi.org/10.1007/s00044-011-9703-4

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  • DOI: https://doi.org/10.1007/s00044-011-9703-4

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