Skip to main content
Log in

Synthesis and Anticancer Activity of Oxadiazole Incorporated Ellipticine Derivatives

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

A series of ellipticine derivatives 8a–8j containing oxadiazole structural block are synthesized and evaluated for their anticancer activity on human cancer cell lines (Colo-205, MCF-7, A-549, and KB). Among those, the products 8b, 8c, 8d, 8i exhibit potent cytotoxic activity with GI50 values ranging from <0.1 to 23.6 µM. The positive control etoposide GI50 values are ranging from 0.13 to 3.08 µM.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Goodwin, S., Smith, A.F., and Horning, E.C., J. Am. Chem. Soc., 1959, vol. 81, p. 1903. doi https://doi.org/10.1021/ja01517a031

    Article  CAS  Google Scholar 

  2. Stiborová, M., Bieler, C. A., Wiessler, M., and Frei, E., Biochem. Pharmacol., 2001, vol. 62, p. 1675. doi https://doi.org/10.1016/S0006-2952(01)00806-1

    Article  PubMed  Google Scholar 

  3. Stiborová, M., Rupertová, M., Schmeiser, H.H., and Frei, E., Biomed. Pap. Med. Fac. Univ. Palacky Olomouc Czech. Repub., 2006, vol. 150, p. 13.

    Article  PubMed  Google Scholar 

  4. Stiborová, M., Rupertovâ, M., and Frei, E., Biochim. Biophys. Acta, 2011, vol. 1814, p. 175. doi https://doi.org/10.1016/j.bbapap.2010.05.016

    Article  CAS  PubMed  Google Scholar 

  5. Auclair, C., Arch. Biochem. Biophys., 1987, vol. 259, p. 1. doi https://doi.org/10.1016/0003-9861(87)90463-2

    Article  CAS  PubMed  Google Scholar 

  6. Singh, M.P., Hill, G.C., Peoch, D., Rayner, B., Inabach, J.L., and Lown, J.W., Biochemistry, 1994, vol. 33, p. 10271. doi https://doi.org/10.1021/bi00200a007

    Article  CAS  PubMed  Google Scholar 

  7. Chu, Y. and Hsu, M.T. Nucleic Acids Res., 1992, vol. 20, p. 4033. doi https://doi.org/10.1093/nar/20.15.4033

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  8. Monnot, M., Mauffret, O., Simon, V., Lescot, E., Psaume, B., Saucier, J.M., Charra, M., Belehradek, J., Jr., and Fermandjian, S., J. Biol. Chem., 1991, vol. 25, p. 1820.

    Google Scholar 

  9. Fossé, P., René, B., Charra, M., Paoletti, C., and Saucier, J.M., Mol. Pharmacol., 1992, vol. 42, p. 590.

    PubMed  Google Scholar 

  10. Woodward, R.B., Iacobucci, G.A., and Hochstein, F.A., J. Am. Chem. Soc., 1959, vol. 81, p. 4434. doi https://doi.org/10.1021/ja01525a085

    Article  CAS  Google Scholar 

  11. Garbett, N.C. and Graves, D.E., Curr. Med. Chem., 2004, vol. 4, p. 149

    CAS  Google Scholar 

  12. Stiborova, M., Rupertova, M.S., Dohalska, M.B., Weissler, M., and Frei, E., Chem. Res. Toxicol., 2003, vol. 16, p. 38. doi https://doi.org/10.1021/tx0200818

    Article  CAS  PubMed  Google Scholar 

  13. Malleshappa, N.N. and Harun, M.P., Eur. J. Med. Chem., 2012, vol. 56, p. 56. doi https://doi.org/10.1016/j.ejmech.2012.08.012.

    Article  CAS  Google Scholar 

  14. Asati, V., Mahapatra, D.K., and Bharti, S.K., Eur. J. Med. Chem., 2014, vol. 87, p. 814. doi https://doi.org/10.1016/j.ejmech.2014.10.025

    Article  CAS  PubMed  Google Scholar 

  15. Farshori, N.N., Banday, M.R., Ahmad, A., Khan, A.U., and Rauf, A., Bioorg. Med. Chem. Lett., 2010, vol. 20, p. 1933. doi https://doi.org/10.1016/j.bmcl.2010.01.126

    Article  CAS  PubMed  Google Scholar 

  16. Cui, Z.N., Shi, Y.X., Zhang, L., Ling, Y., Li, B.J., Nishida, Y., and Yang, X.L., J. Agric. Food Chem., 2012, vol. 60, p. 11649. doi https://doi.org/10.1021/jf303807a

    Article  CAS  PubMed  Google Scholar 

  17. Li, Y.H., Zhu, H.J., Chen, K., Liu, R., Khallaf, A., Zhang, X.N., and Ni, J.P., Org. Biomol. Chem., 2013, vol. 11, p. 3979. doi https://doi.org/10.1039/C3OB40345A

    Article  CAS  PubMed  Google Scholar 

  18. El-Emam, A.A., Al-Deeb, O.A., Al-Omar, M., and Lehmann, J., Bioorg. Med. Chem. 2004, vol. 12, p. 5107. doi https://doi.org/10.1016/j.bmc.2004.07.033

    Article  CAS  PubMed  Google Scholar 

  19. Jayashankar, B., Lokanathrai, K.M., Baskaran, N., and Sathish, H.S., Eur. J. Med. Chem., 2009, vol. 44, p. 3898. doi https://doi.org/10.1016/j.ejmech.2009.04.006

    Article  CAS  PubMed  Google Scholar 

  20. Kucukguzel, S.G., Oruc, E.E., Rollas, S., Sahin, F., and Ozbek, A., Eur. J. Med. Chem., 2002, vol. 37, p. 197.

    Article  CAS  PubMed  Google Scholar 

  21. Bondock, S., Adel, S., Etman, H.A., and Badria, F.A., Eur. J. Med. Chem., 2012, vol. 48, p. 192. doi https://doi.org/10.1016/j.ejmech.2011.12.013

    Article  CAS  PubMed  Google Scholar 

  22. James, N.D. and Growcott, J.W., Drugs Future, 2009, vol. 34, p. 624. doi https://doi.org/10.1358/dof.2009.34.8.1400202.624

    CAS  Google Scholar 

  23. Skehn, P., Storeng, R., Scudiero, A., Monks, J., McMohan, D., Vistica, D., Jonathan, W.T., Bokesch, H., Kenney, S., and Boyd, R.M., J. Natl. Cancer Inst., 1990, vol. 82, p. 1107.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to G. Sridhar.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sumalatha, S., Namrata, V., Lakshmi, M. et al. Synthesis and Anticancer Activity of Oxadiazole Incorporated Ellipticine Derivatives. Russ J Gen Chem 89, 505–510 (2019). https://doi.org/10.1134/S107036321903023X

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107036321903023X

Keywords

Navigation