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Synthesis and antiproliferative evaluation of novel biheterocycles based on coumarin and 2-aminoselenophene-3-carbonitrile unit

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Abstract

A series of novel coumarins with 2-amino-3-cyanoselenophen-5-yl unit on C-3 have been synthesized. These compounds prepared easily at room temperature, in a short time and in high yield. The importance of biheterocyclic units as dominant structural motif of coumarin derivatives has been well recognized. Anti-cancer activity screening on MCF-7 cell line allowed identification of 2-amino-5-(6-bromo-2-oxo-2H-chromen-3-yl)selenophene-3-carbonitrile with the highest level of cytotoxic activity with mean IC50 and cLogP (partition co-efficient) values 10.84 µM and 3.18, respectively. The most radical scavenging compound was also recognized.

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Acknowledgements

The authors are greatly thankful to the Scientific and Technical Research Council of Turkey (TUBITAK) for a scholarship to Mehmet Erşatır and for the support of Scientific Research Committee of Cukurova University (FDK-2017-8591).

Funding

Funding was provided by Çukurova Üniversitesi (Grant No. FDK-2017-8591) and TÜBİTAK (Grant No. 2211-A).

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Authors and Affiliations

  1. Department of Chemistry, Arts and Science Faculty, Cukurova University, Adana, Turkey

    Mehmet Erşatır & Elife Sultan Giray

  2. Department of Biochemistry, Faculty of Pharmacy, Mersin University, Mersin, Turkey

    Metin Yıldırım & Serap Yalın

Authors
  1. Mehmet Erşatır
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  2. Metin Yıldırım
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  3. Elife Sultan Giray
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  4. Serap Yalın
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Correspondence to Elife Sultan Giray.

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Erşatır, M., Yıldırım, M., Giray, E.S. et al. Synthesis and antiproliferative evaluation of novel biheterocycles based on coumarin and 2-aminoselenophene-3-carbonitrile unit. Monatsh Chem 151, 625–636 (2020). https://doi.org/10.1007/s00706-020-02573-x

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  • DOI: https://doi.org/10.1007/s00706-020-02573-x

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