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Sc(OTf)3 catalyzed synthesis of novel 6-phenyl-6H-chromeno[4,3-b]quinolines and evaluation of their cytotoxicity

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Abstract

Novel 6-phenyl-6H-chromeno[4,3-b]quinoline derivatives have been prepared by reaction of 4-chloro-2-phenyl-2H-chromene-3-carbaldehyde with various aromatic amines using 5 mol % of Sc(OTf)3 in acetonitile. This is the first example of one-pot synthesis of 6-phenyl-6H-chromeno[4,3-b]quinoline from 4-chloro-2-phenyl-2H-chromene-3-carbaldehyde at ambient temperature. Preliminary evaluation of cytotoxic activity of these chromeno[4,3-b]quinoline derivatives has been carried out. Some products exhibited anti cancer activity against two carcinoma cell lines A549 and B-16.

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References

  1. Kobayashi, S., Chem. Lett., 1991, p. 2187.

    Google Scholar 

  2. Kobayashi, S., Synlett, 1994, p. 689.

    Google Scholar 

  3. Marshman, R.W., Aldrichimica Acta, 1995, vol. 28, p. 77.

    CAS  Google Scholar 

  4. Kobayashi, S., Ishitani, H., and Nagayama, S., Chem. Lett., 1995, p. 423.

    Google Scholar 

  5. Kobayashi, S., Ishitani, H., and Nagayama, S., Synthesis, 1995, p. 1195.

    Google Scholar 

  6. Zulfigar, F. and Kitazume, T., Green Chem., 2000, vol. 2, p. 137.

    Article  Google Scholar 

  7. Yadava, R. and Jain, N., Asian J. Chem., 1995, vol. 7, p. 795.

    CAS  Google Scholar 

  8. Chen, J.J., Duh, C.-Y., and Chen, I.S., Planta Med., 2005, vol. 71, p. 370.

    Article  CAS  Google Scholar 

  9. Tan, Y.X., Gong, T., Liu, C., Chen, R.-Y., and Yu, D.Q., Chem. Pharm. Bull., 2010, vol. 58, p. 579.

    Article  CAS  Google Scholar 

  10. Akranth, M., Om Prakash, T., Rikta, S., Mohammad, R.A., Sandeep, S., Mymoona, A., Mohammad, S., and Mohammad, M.A., Saudi Pharm. J., 2013, vol. 21, p. 1.

    Article  Google Scholar 

  11. Mohamed, I.H., Abdel-Samee, M.A.F., Nabil, M.Y., Hany, F.N., Mostafa, A.M., and Mohey, E., Arch. Pharm. Chem. Life Sci., 2007, vol. 340, p. 396.

    Article  Google Scholar 

  12. Algar, M’Cullagh, Pr. Irish Acad. B, 1931, vol. 40, p. 84.

    Google Scholar 

  13. Venkati, M.S., Satyanarayana, R., Swamy, K., Ravikumar, G.L., and David, K., Arkivok, 2012, p. 355.

    Google Scholar 

  14. Wyeth, J. and Alexander, S.K., Tetrahedron Lett., 2000, vol. 41, p. 2309.

    Article  Google Scholar 

  15. Upadhaya, R.S., Vandavasi, J.K., Rao, V.N., Vivek, S., Dixit, S.S., and Chattoupadhay, J. Bioorg. Med. Chem., 2009, vol. 17, p. 2830.

    Article  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Osmania University, Hyderabad, Telangana, 500007, India

    Y. Jayaprakash Rao, E. Pravardhan Reddy, G. Thirupathi & E. Yadaiah goud

  2. Department Chemistry, Telangana University, Nizamabad, 503322, India

    Y. Jayaprakash Rao

  3. Center for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, India

    M. Sowjanya

  4. Department of Chemistry, Nizam College, Osmania University, Hyderabad, 500001, India

    Y. Hemasri

Authors
  1. Y. Jayaprakash Rao
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  2. E. Pravardhan Reddy
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  3. G. Thirupathi
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  4. E. Yadaiah goud
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  5. M. Sowjanya
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  6. Y. Hemasri
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Corresponding author

Correspondence to E. Pravardhan Reddy.

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The text was submitted by the authors in English.

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Rao, Y.J., Reddy, E.P., Thirupathi, G. et al. Sc(OTf)3 catalyzed synthesis of novel 6-phenyl-6H-chromeno[4,3-b]quinolines and evaluation of their cytotoxicity. Russ J Gen Chem 86, 1730–1734 (2016). https://doi.org/10.1134/S1070363216070318

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  • DOI: https://doi.org/10.1134/S1070363216070318

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