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Synthesis and anticoagulant bioactivity evaluation of 1,2,5-trisubstituted benzimidazole fluorinated derivatives

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Abstract

Some 1,2,5-trisubstituted benzimidazole fluorinated derivatives were designed and screened by molecular docking. Five compounds which obtained high scores were selected to synthesize. All the target products were cha-racterized by 1H NMR, 13C NMR and high resolution mass spectra(HRMS) and preliminarily screened for inhibitory activity against thrombin, among which three compounds(5a, 5c and 5e) were evaluated in vitro. The results showed that compounds 5a, 5c and 5e exhibited better anticoagulant activity than argatroban. Docking simulations demon-strated that these compounds may act as candidates for further studies on thrombin inhibitors.

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Authors and Affiliations

  1. College of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai, 201418, P. R. China

    Haoran Yang, Yujie Ren, Xiaodong Gao & Yonghong Gao

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  1. Haoran Yang
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  2. Yujie Ren
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  3. Xiaodong Gao
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  4. Yonghong Gao
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Correspondence to Yujie Ren.

Additional information

Supported by the “Industry-university-research Institutions” Collaborative Innovation Fund of Shanghai Institute of Technology, China(No.10120K158014-XTCX2015-14).

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Yang, H., Ren, Y., Gao, X. et al. Synthesis and anticoagulant bioactivity evaluation of 1,2,5-trisubstituted benzimidazole fluorinated derivatives. Chem. Res. Chin. Univ. 32, 973–978 (2016). https://doi.org/10.1007/s40242-016-6205-4

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  • DOI: https://doi.org/10.1007/s40242-016-6205-4

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