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Design, synthesis, antioxidant and antitumor activity of some 3-(1H-benzimidazol-2-yl)quinolin-2(1H)-one-resveratrol hybrids

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Abstract

A set of 3-(1H-benzimidazol-2-yl)quinolin-2(1H)-one-resveratrol antitumor hybrids were designed, synthesized, and evaluated. MTT results revealed that some of them exhibited significant antiproliferative activity on four selected tumor cell lines (i.e., HepG2, SK-OV-3, NCI-H460, and BEL-7404), while all these compounds displayed no cytotoxicity on HL-7702 normal liver cell line. NCI-H460 xenograft mouse assay results indicated that one representative hybrid showed potent antineoplastic effect and no obvious toxic effects and thus could be used as anticancer drug candidates. Further investigations revealed that this hybrid displayed potent antioxidant effect in mice, which may be related to its antitumor effect. This work suggests that rational design of 3-(1H-benzimidazol-2-yl)quinolin-2(1H)-one-resveratrol hybrids as antitumor agent is feasible.

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Acknowledgements

This study was supported by the Guangxi Natural Science Foundation (Nos. 2020GXNSFFA325001 and 2020GXNSFAA297167), National Natural Science Foundation of China (Nos. 82160657 and 82104008), Scientific Research Project of Hebei Provincial Administration of Traditional Chinese Medicine (2015078), Guangxi New Century Ten, Hundred and Thousand Talents Project ([2017]42) and Guangxi Key Laboratory of Agricultural Resources Chemistry and Biotechnology (2019KF02).

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Author notes

  1. Hui Guo and Jiao-Lan Qin contributed equally to this work.

Authors and Affiliations

  1. School of Pharmacy, Guilin Medical University, Guilin, 541199, China

    Hui Guo, Xian-Li Ma & Ye Zhang

  2. Department of Pharmacology, Hebei University of Chinese Medicine, Shijiazhuang, 050200, China

    Hui Guo, Wen-Bin Kuang & Fang-Yao Li

  3. Key Laboratory of Regional Ecological Environment Analysis and Pollution Control of West Guangxi, Baise University, Baise, 533000, China

    Jiao-Lan Qin

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  1. Hui Guo
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  5. Xian-Li Ma
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Correspondence to Xian-Li Ma or Ye Zhang.

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Guo, H., Qin, JL., Kuang, WB. et al. Design, synthesis, antioxidant and antitumor activity of some 3-(1H-benzimidazol-2-yl)quinolin-2(1H)-one-resveratrol hybrids. Monatsh Chem 154, 131–140 (2023). https://doi.org/10.1007/s00706-022-02994-w

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