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Synthesis and anticancer effects of some novel 2-(4-phenoxyphenyl)-1H-benzimidazole derivatives on K562 cell line

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Abstract

A series of novel 2-(4-phenoxyphenyl)-1H-benzimidazole derivatives was synthesized and tested in vitro on human chronic myelogenous leukemia (CML) cell line K562. Benzimidazoles containing 5-amidino (10), 5-N-isopropylamidino (11), 5-bromo (13), and 5,6-dimethyl (14) derivatives exhibited remarkable cytotoxic activity. The quantitative analysis of apoptosis by flow-cytometry demonstrated that the percentages of early and late apoptotic K562 cells treated with these compounds were significantly higher than cells without treatment. We also investigated the effects of these compounds on the expression of apoptosis-related genes BAX, BCL-2, BAD and BIM. Treatment of K562 cells wih compounds 10–14 significantly increased the expression levels of the proapoptotic genes BAX, BAD and BIM, whereas compound 20 increased BAX and BAD.

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Acknowledgments

Central Instrumental Analysis Laboratory in Faculty of Pharmacy, Ankara University provided the support for acquisition of the NMR, Mass and elemental analyses data used in this work.

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The authors declare that there are no conflicts of interest.

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, Tandogan, 06100, Ankara, Turkey

    A. Selen Gurkan-Alp, Hakan Göker & Mehmet Alp

  2. Department of Medical Biology, Faculty of Medicine, Ankara University, Sıhhiye, 06100, Ankara, Turkey

    Tulin Ozkan & Asuman Sunguroglu

Authors
  1. A. Selen Gurkan-Alp
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  2. Hakan Göker
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  3. Mehmet Alp
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  4. Tulin Ozkan
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  5. Asuman Sunguroglu
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Correspondence to A. Selen Gurkan-Alp.

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Gurkan-Alp, A.S., Göker, H., Alp, M. et al. Synthesis and anticancer effects of some novel 2-(4-phenoxyphenyl)-1H-benzimidazole derivatives on K562 cell line. Arch. Pharm. Res. 38, 650–658 (2015). https://doi.org/10.1007/s12272-014-0438-x

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  • DOI: https://doi.org/10.1007/s12272-014-0438-x

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