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Synthesis and bioactivity of novel (γ-piperidono)dibenzo-33-aza-14-crown-3 ethers

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Chemistry of Heterocyclic Compounds Aims and scope

Three-component reaction of polyether-linked bisnaphthaldehyde, ketone derivative, and ammonium acetate afforded seven new azacrown ethers containing γ-piperidone fragment with moderate yields. Most of the compounds were tested for their bioactivity. (3,5-Diethylpiperidono)azacrown ether showed significant cytotoxicity against Hep-G2, Lu1, RD, and MCF-7 cell lines. In addition, three of the synthesized azacrown ethers showed positive effect in antimicrobial test against Aspergillus niger.

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This research was funded by the Vietnam National University, Hanoi, under project number QG.18.07 and was supported by the RUDN University Program “5-100”.

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Authors and Affiliations

  1. Faculty of Chemistry, VNU University of Science, 19 Le Thanh Tong, Hoan Kiem, Hanoi, 100000, Vietnam

    Thi Nhung Dao, Van Boi Luu, Hong Quan Nguyen, Thi Tan Van Tran & Tuan Anh Le

  2. RUDN University, 6 Miklukho-Maklaya St., Moscow, 117198, Russia

    Hong Hieu Truong, Anatoly T. Soldatenkov, Nadezhda M. Kolyadina & Victor N. Khrustalev

  3. National Research Center “Kurchatov Institute”, 1 Akademika Kurchatova Sq., Moscow, 123182, Russia

    Alena N. Kulakova & Victor N. Khrustalev

  4. College of Natural and Computational Sciences, Department of Chemistry, University of Gondar, P. O. Box 196, Gondar, Ethiopia

    Ayalew T. Wodajo

Authors
  1. Thi Nhung Dao
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  2. Hong Hieu Truong
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  3. Van Boi Luu
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  4. Anatoly T. Soldatenkov
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  5. Nadezhda M. Kolyadina
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  6. Alena N. Kulakova
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  7. Victor N. Khrustalev
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  9. Hong Quan Nguyen
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  10. Thi Tan Van Tran
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  11. Tuan Anh Le
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Correspondence to Tuan Anh Le.

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Supplementary information file, containing the full set of crystal structure data of compound 2b, is available at the journal website at http://link.springer.com/journal/10593.

Published in Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(7), 654–659

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Dao, T.N., Truong, H.H., Luu, V.B. et al. Synthesis and bioactivity of novel (γ-piperidono)dibenzo-33-aza-14-crown-3 ethers. Chem Heterocycl Comp 55, 654–659 (2019). https://doi.org/10.1007/s10593-019-02512-7

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