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Synthesis and antiproliferative activity of multisubstituted N-fused heterocycles against the Hep-G2 cancer cell line

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Abstract

Pyrrolo[1,2-a]imidazole and pyrrolo[2,1-b]thiazole derivatives were synthesized in a one-pot procedure by [3 + 2] cycloaddition reactions of the corresponding imidazolium ylides and thiazolium ylides with an alkene followed by oxidative aromatization of the primary cycloadducts under the action of the mild oxidant tetrakispyridinecobalt(II) dichromate. Antiproliferative activity of 14 new bicyclic N-fused heterocycles against the human hepatocellular liver carcinoma (Hep-G2) cell line were examined by the MTT method. Some of the compounds showed favorable antiproliferative activity, especially compound 3i displayed potent antiproliferative activities with an IC50 value of 0.36 μg/cm3.

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Acknowledgments

The work was supported by the National Natural Science Foundation of China (NSFC, 30772627) and Zhejiang Provincial Natural Science Foundation (Y4080395, Y4080481).

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Authors and Affiliations

  1. Institute of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, 312000, People’s Republic of China

    Yong-Miao Shen, Ming-Zhu Zhang, Hui-Quan Xiao, Li-Ping Deng & Chen-Ze Qi

  2. State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing, 210093, People’s Republic of China

    Peng-Cheng Lv & Hai-Liang Zhu

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  1. Yong-Miao Shen
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  2. Peng-Cheng Lv
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Correspondence to Chen-Ze Qi.

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Shen, YM., Lv, PC., Zhang, MZ. et al. Synthesis and antiproliferative activity of multisubstituted N-fused heterocycles against the Hep-G2 cancer cell line. Monatsh Chem 142, 521–528 (2011). https://doi.org/10.1007/s00706-011-0469-7

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  • DOI: https://doi.org/10.1007/s00706-011-0469-7

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