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6-Substituted 1,4-Naphthoquinone Oxime Derivatives (III): Synthesis and Cytotoxic Evaluation

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Abstract

As a continuous study, a set of 23 new 6-substituted 1,4-naphthoquinone oxime derivatives are synthesized and screened for their in vitro cytotoxic activity. Four of those oxime derivatives demonstrate more potent cytotoxic activity towards K562, HCT-15, and HCT-116 cell lines than a reference drug 5-Fu. In particular, compound 21g exhibits the strongest inhibitory activity against K562 cell lines with IC50 values of 1.25 μM. According to flow cytometry data, compound 21g can arrest cell cycle at S phase and induce a strong apoptotic response in K562 cells. The preliminary structure-activity relationship study shows that the nature of substituents in positions 6 and 1' of 1,4-naphthoquinone derivatives significantly affect their cytotoxic activity.

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Authors and Affiliations

  1. School of Pharmacy, Shanghai Jiao Tong University, Shanghai, 200240, China

    G. Huang, M. C. Liu, Q. Q. Meng & S. S. Li

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  1. G. Huang
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  2. M. C. Liu
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  3. Q. Q. Meng
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  4. S. S. Li
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Correspondence to G. Huang.

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The text was submitted by the authors in English.

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Huang, G., Liu, M.C., Meng, Q.Q. et al. 6-Substituted 1,4-Naphthoquinone Oxime Derivatives (III): Synthesis and Cytotoxic Evaluation. Russ J Gen Chem 88, 1025–1035 (2018). https://doi.org/10.1134/S1070363218050316

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  • DOI: https://doi.org/10.1134/S1070363218050316

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