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Selenophenochromones Selectively Inhibit Human Lung Carcinoma Cells Growth

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Chemistry of Heterocyclic Compounds Aims and scope

Synthetic procedures for the preparation of selenophenochromones by treating ethynyl chromones with selenium halides were elaborated. Methyl 3-bromo-2-(1-hydroxycyclohexyl)-9-oxo-9H-selenopheno[2,3-f]chromene-7-carboxylate exhibits high selective in vitro cytotoxic activity against human lung carcinoma cells A549 and H69 up to 1.2 μM.

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References

  1. Nat. Cancer 2020, 1, 1.

  2. Rayan, A.; Raiyn, J.; Falah, M. PLoS One 2017, 12, e0187925.

    Article  Google Scholar 

  3. Gaspar, A.; Matos, M. J.; Garrido, J.; Uriarte, E.; Borges, F. Chem. Rev. 2014, 114, 4960.

    Article  CAS  Google Scholar 

  4. Keri, R. S.; Budagumpi, S.; Pai, R. K.; Balakrishna, R. G. Eur. J. Med. Chem. 2014, 78, 340.

    Article  CAS  Google Scholar 

  5. Guo, J.-R.; Chen, Q.-Q.; Lam, C. W.-K.; Zhang, W. Biol. Res. 2015, 48, 40.

    Article  Google Scholar 

  6. Zhang, J.; Xie, Y.; Fan, Q.; Wang, C. Biotech. Histochem. 2021, 96, 202.

    Article  CAS  Google Scholar 

  7. Abu-Bakr, S. M.; Khidre, M. D.; Omar, M. A.; Swelam, S. A.; Awad, H. M. J. Heterocycl. Chem. 2019, 57, 731.

    Article  Google Scholar 

  8. Rayman, M. P. Lancet 2012, 379, 1256.

    Article  CAS  Google Scholar 

  9. Juang, S.-H.; Lung, C.-C.; Hsu, P.-C.; Hsu, K.-S.; Li, Y.-C.; Hong, P.-C.; Shiah, H.-.S; Kuo, C.-C.; Huang, C.-W.; Wang, Y.-C.; Huang, L.; Chen, T. S.; Chen, S.-F.; Fu, K.-C.; Hsu, C.-L.; Lin, M.-J.; Chang, C.-j.; Ashendel, C. L.; Chan, T. C. K.; Chou, K.-M.; Chang, J.-Y. Mol. Cancer Ther. 2007, 6, 193.

  10. Shiah, H.-S.; Lee, W.-S.; Juang, S.-H.; Hong, P.-C.; Lung, C.-C.; Chang, C.-J.; Chou, K.-M.; Chan, J.-Y. Biochem. Pharmacol. 2007, 73, 610.

    Article  CAS  Google Scholar 

  11. Gandin, V.; Khalkar, P.; Braude, J.; Fernandes, A. P. Free Radical Biol. Med. 2018, 127, 80.

    Article  CAS  Google Scholar 

  12. Erşatır, M.; Yıldırım, M.; Giray, E. S. Synth. Commun. 2021, 51, 290.

    Article  Google Scholar 

  13. Chen, C.-T.; Hsu, M.-H.; Cheng, Y.-Y.; Liu, C.-Y.; Chou, L.-C.; Huang, L.-J.; Wu, T.-S.; Yang, X.; Lee, K.-H.; Kuo, S.-C. Eur. J. Med. Chem. 2011, 46, 6046.

    Article  CAS  Google Scholar 

  14. Zhang, S.; Wang, Z.; Hu, Z.; Li, C.; Tang, C.; Carlson, K. E.; Luo, J.; Dong, C.; Katzenellenbogen, J. A.; Huang, J.; Zhou, H.-B. ChemMedChem 2017, 12, 235.

    Article  CAS  Google Scholar 

  15. Arsenjans, P.; Vasiljeva, J.; Domracheva, I.; Shestakova, I.; Kalvins, I. WO Patent 2018015788A1.

  16. Arsenyan, P.; Vasiļjeva, J.; Shestakova, I.; Domracheva, I.; Jaschenko, E.; Romanchikova, N.; Leonchiks, A.; Rudevica, Z.; Belyakov, S. C. R. Chim. 2015, 18, 399.

    Article  CAS  Google Scholar 

  17. Domracheva, I.; Kanepe-Lapsa, I.; Jackevica, L.; Vasiljeva, J.; Arsenyan, P. Life Sci. 2017, 186, 92.

    Article  CAS  Google Scholar 

  18. Arsenyan, P.; Vasiljeva, J.; Domracheva, I.; Kanepe-Lapsa, I.; Gulbe, A. New J. Chem. 2019, 43, 11851.

    CAS  Google Scholar 

  19. Mouysset, G.; Payard, M.; Tronche, P.; Bastide, J.; Bastide, P.; Privat, A.-M. Eur. J. Med. Chem. 1988, 23, 199.

    Article  CAS  Google Scholar 

  20. Potapov, V. A.; Amosova, S. V.; Belozerova, O. V.; Albanov, A. I.; Yarosh, O. G.; Voronkov, M. G. Chem. Heterocycl. Compd. 2003, 39, 549. [Khim. Geterotsikl. Soedin. 2003, 633.]

  21. Musalov, M. V.; Potapov, V. A. Chem. Heterocycl. Compd. 2017, 53, 150. [Khim. Geterotsikl. Soedin. 2017, 53, 150.]

  22. Arsenyan, P.; Vasiljeva, J.; Belyakov, S.; Liepinsh, E.; Petrova, M. Eur. J. Org. Chem. 2015, 26, 5842.

    Article  Google Scholar 

  23. Arsenyan, P. Tetrahedron Lett. 2014, 55, 2527.

    Article  CAS  Google Scholar 

  24. Kövér, J.; Antus, S. Z. Naturforsch., B: J. Chem. Sci. 2005, 60, 792.

  25. Mosmann, T. J. Immunol. Methods 1983, 65, 55.

    Article  CAS  Google Scholar 

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Correspondence to Pavel Arsenyan.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(7/8), 848–856

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Vasiljeva, J., Domracheva, I. & Arsenyan, P. Selenophenochromones Selectively Inhibit Human Lung Carcinoma Cells Growth. Chem Heterocycl Comp 57, 848–856 (2021). https://doi.org/10.1007/s10593-021-02990-8

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  • DOI: https://doi.org/10.1007/s10593-021-02990-8

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