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Synthesis and anticancer activity of novel 2-substituted pyranopyridine derivatives

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Abstract

A novel series of 2-aminopyranopyridine derivatives (3–19) were synthesized utilizing 2-chloro-4-(thiophen-2-yl)-7,8-dihydro-5H-pyrano[4,3-b]pyridine-3-carbonitrile (2) as a key starting compound. The structures of the newly synthesized compounds were confirmed on the basis of elemental analyses and infrared (IR), 1H, 13C-nuclear magnetic resonance (NMR) and mass spectra. Anticancer evaluation was carried out for the new derivatives against Hep-G2 (human liver carcinoma), MCF-7 (human breast carcinoma), Caco-2 (human colorectal adenocarcinoma) and HCT116 (human colorectal carcinoma) cell lines using doxorubicin as a reference drug. The biological results revealed that the compounds 12 and 14 exhibited more potent anticancer activity than the reference drug.

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Acknowledgments

The authors are grateful to National Research Centre (NRC) for supporting this work.

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Authors and Affiliations

  1. Applied Organic Chemistry Department, National Research Centre, Dokki, Cairo, 12311, Egypt

    Salwa F. Mohamed

  2. Photochemistry Department, National Research Centre, Dokki, Cairo, 12311, Egypt

    Eman R. Kotb

  3. Chemistry of Natural Products and Microbial Products Department, National Research Centre, Dokki, Cairo, 12311, Egypt

    Eman A. Abd El-Meguid

  4. Tanning Materials and Leather Technology Department, National Research Centre, Dokki, Cairo, 12311, Egypt

    Hanem M. Awad

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  1. Salwa F. Mohamed
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  2. Eman R. Kotb
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  3. Eman A. Abd El-Meguid
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  4. Hanem M. Awad
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Correspondence to Eman R. Kotb.

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Mohamed, S.F., Kotb, E.R., Abd El-Meguid, E.A. et al. Synthesis and anticancer activity of novel 2-substituted pyranopyridine derivatives. Res Chem Intermed 43, 437–456 (2017). https://doi.org/10.1007/s11164-016-2633-5

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