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Synthesis and biological evaluation of oxadiazole incorporated ellipticine derivatives as anticancer agents

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Abstract

A series of oxadiazole incorporated ellipticine derivatives were synthesized and evaluated for their anticancer activity on human cancer cell lines Colo-205, MCF-7, A-549, and KB. Five of the newly synthesized target products exhibited potent cytotoxic activities with GI50 values ranging from <0.1 to 23.6 µM, where the positive control etoposide showed GI50 values ranging from 0.13 to 3.08 µM.

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References

  1. WHO World Cancer Report 2014 (2013). http://www.nydailynews.com/life-style/health/14-million-people-cancer-2012-article-1.1545738. Accessed 12 Dec 2013

  2. Aydemir N, Bilaloglu R (2003) Mutat Res 537:43

    Article  CAS  Google Scholar 

  3. Goodwin S, Smith AF, Horning EC (1959) J Am Chem Soc 81:1903

    Article  CAS  Google Scholar 

  4. Stiborova M, Bieler CA, Wiessler M, Frei E (2001) Biochem Pharmacol 62:1675

    Article  CAS  Google Scholar 

  5. Stiborova M, Rupertova M, Schmeiser HH, Frei E (2006) Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub 150:13

    Article  CAS  Google Scholar 

  6. Stiborova M, Rupertova M, Frei E (2011) Biochim Biophys Acta 1814:175

    Article  CAS  Google Scholar 

  7. Reddy NB, Burra VR, Ravindranath LK, Kumar VN, Sreenivasulu R, Sadanandam P (2016) Monatsh Chem 147:599

    Article  Google Scholar 

  8. Auclair C (1987) Arch Biochem Biophys 259:1

    Article  CAS  Google Scholar 

  9. Singh MP, Hill GC, Peoch D, Rayner B, Inabach JL, Lown JW (1994) Biochemistry 33:10271

    Article  CAS  Google Scholar 

  10. Chu Y, Hsu MT (1992) Nucleic Acids Res 20:4033

    Article  CAS  Google Scholar 

  11. Monnot M, Mauffret O, Simon V, Lescot E, Psaume B, Saucier JM, Charra M, Belehradek J Jr, Fermandjian S (1991) J Biol Chem 25:1820

    Google Scholar 

  12. Fosse P, Rene B, Charra M, Paoletti C, Saucier JM (1992) Mol Pharmacol 42:590

    CAS  Google Scholar 

  13. Woodward RB, Iacobucci GA, Hochstein FA (1959) J Am Chem Soc 81:4434

    Article  CAS  Google Scholar 

  14. Garbett NC, Graves DE (2004) Curr Med Chem 4:149

    CAS  Google Scholar 

  15. Stiborova M, Rupertova MS, Dohalska MB, Weissler M, Frei E (2003) Chem Res Toxicol 16:38

    Article  CAS  Google Scholar 

  16. Malleshappa NN, Harun MP (2012) Eur J Med Chem 56:56

    Article  Google Scholar 

  17. Asati V, Mahapatra DK, Bharti SK (2014) Eur J Med Chem 87:814

    Article  CAS  Google Scholar 

  18. Hatti I, Sreenivasulu R, Jadav SS, Jayaprakash V, Kumar CG, Raju RR (2015) Med Chem Res 24:3305

    Article  CAS  Google Scholar 

  19. Reddy NB, Burra VR, Ravindranath LK, Sreenivasulu R, Kumar VN (2016) Monatsh Chem 147:593

    Article  Google Scholar 

  20. Sreenivasulu R, Sujitha P, Jadav SS, Ahsan MJ, Kumar CG, Raju RR (2016) Monatsh Chem. doi:10.1007/s00706-016-1750-6

    Google Scholar 

  21. Ahsan MJ, Choudhary K, Jadav SS, Yasmin S, Ansari MY, Sreenivasulu R (2015) Med Chem Res 24:4166

    Article  CAS  Google Scholar 

  22. Farshori NN, Banday MR, Ahmad A, Khan AU, Rauf A (2010) Bioorg Med Chem Lett 20:1933

    Article  CAS  Google Scholar 

  23. Cui ZN, Shi YX, Zhang L, Ling Y, Li BJ, Nishida Y, Yang XL (2012) J Agric Food Chem 60:11649

    Article  CAS  Google Scholar 

  24. Li YH, Zhu HJ, Chen K, Liu R, Khallaf A, Zhang XN, Ni JP (2013) Org Biomol Chem 11:3979

    Article  CAS  Google Scholar 

  25. El-Emam AA, Al-Deeb OA, Al-Omar M, Lehmann J (2004) Bioorg Med Chem 12:5107

    Article  CAS  Google Scholar 

  26. Jayashankar B, Lokanathrai KM, Baskaran N, Sathish HS (2009) Eur J Med Chem 44:3898

    Article  CAS  Google Scholar 

  27. Kucukguzel SG, Oruc EE, Rollas S, Sahin F, Ozbek A (2002) Eur J Med Chem 37:197

    Article  CAS  Google Scholar 

  28. Bondock S, Adel S, Etman HA, Badria FA (2012) Eur J Med Chem 48:192

    Article  CAS  Google Scholar 

  29. Hatti I, Sreenivasulu R, Jadav SS, Ahsan MJ, Raju RR (2015) Monatsh Chem 146:1699

    Article  CAS  Google Scholar 

  30. Zibotentan James ND, Growcott JW (2009) Drugs Future 34:624

  31. Skehn P, Storeng R, Scudiero A, Monks J, McMohan D, Vistica D, Jonathan WT, Bokesch H, Kenney S, Boyd RM (1990) J Natl Cancer Inst 82:1107

    Article  Google Scholar 

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Correspondence to Rudraraju Ramesh Raju.

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Madhavi, S., Sreenivasulu, R. & Raju, R.R. Synthesis and biological evaluation of oxadiazole incorporated ellipticine derivatives as anticancer agents. Monatsh Chem 148, 933–938 (2017). https://doi.org/10.1007/s00706-016-1790-y

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  • DOI: https://doi.org/10.1007/s00706-016-1790-y

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