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Synthesis and characterization of some chalcones and their cyclohexenone derivatives

  • Research Article
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Central European Journal of Chemistry

Abstract

A series of chalcones and their derivatives have been synthesized. Chalcones, 1-(1,3-benzodioxol-5-yl)-3-(aryl)-prop-2-en-1-ones were prepared by the aldol condensation of 1-(1,3-benzodioxol-5-yl)ethanones and aryl aldehydes. Based-catalyzed condensation of 1-(1,3-benzodioxol-5-yl)-3-(aryl)prop-2-en-1-ones with ethyl acetoacetate yields corresponding ethyl 4-(1,3-benzodioxol-5-yl)-6-(aryl)-2-oxocyclohex-3-ene-1-carboxylates. Some of the synthesized chalcones were reported in the literature; the newly synthesized compounds were characterized by single crystal X-ray studies, IR, 1H-NMR and LCMS mass spectral analysis.

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References

  1. D.N. Dhar, The Chemistry and Related Compounds (John Wiley, New York, 1981)

    Google Scholar 

  2. Z. Nowakowska, Eur. J. Med. Chem. 42, 125 (2007)

    Article  CAS  Google Scholar 

  3. S. Lopez et al., Bioorg. Med. Chem. 9, 1999 (2001)

    Article  CAS  Google Scholar 

  4. P. Boeck et al., Arch Pharmacy 338, 87 (2005)

    Article  CAS  Google Scholar 

  5. H.N. Elsohly, A.S. Joshi, A.C. Nimrod, L.A. Walker, A.M. Clark, Planta Medica 67, 87 (2001)

    Article  CAS  Google Scholar 

  6. N. Yayli et al., J. Photochem.Photobiol. A 169, 229 (2005)

    Article  CAS  Google Scholar 

  7. M.V.B. Reddy et al., Bioorg. Med. Chem. 16, 7358 (2008)

    Article  CAS  Google Scholar 

  8. G. Saydam et al., Lukemia Research 27, 57 (2003)

    Article  CAS  Google Scholar 

  9. M. Cabrera et al., Bioorg. Med. Chem. 15, 356(2007)

    Article  Google Scholar 

  10. C. Nakamura et al., Bioorg. Med. Chem. 10, 699 (2002)

    Article  CAS  Google Scholar 

  11. A. Modzelewska, C. Pettit, G. Achanta, N.E. Davidson, P. Huang, S.R. Khan, Bioorg. Med. Chem. 14, 3491 (2006)

    Article  CAS  Google Scholar 

  12. D.J. Kerr, E. Hamel, M.K. Jung, B.L. Flynn, Bioorg. Med. Chem. 15, 3290 (2007)

    Article  CAS  Google Scholar 

  13. D.Y. Kim et al., J.Med. Chem. 49, 5664 (2006)

    Article  CAS  Google Scholar 

  14. N.J. Lawrence, R.P. Patterson, L.-L. Ooi, D. Cook, S. Ducki, Bioorg. Med. Chem. Lett. 16, 5844 (2006)

    Article  CAS  Google Scholar 

  15. J.A. Hadfield, S. Ducki, N. Hirst, A.T. McGown, Progress in Cell Cycle Research 5, 309 (2003)

    Google Scholar 

  16. M.L. Edwards, S.P. Sunkara, D.M. Stemerick, US Patent No. 4863968, 1989.09.05.

  17. M.D. Aggarwal, W.S. Wang, K. Bhat, B.G. Penn, D.O. Frazeir, In: H.S. Nalwa (Ed.), Handbook of Advanced Electronic and Photonic Materials and Devices (Academic Press, USA, 2001) Vol. 9, 193

    Chapter  Google Scholar 

  18. M. Samoc, A. Samoc, B. Luther-Davies, J. Opt. Soc. Am. B 15, 817 (1998)

    Article  CAS  Google Scholar 

  19. J. Indira, P.P. Karat, B.K. Sarojini, J. Cryst. Growth 242, 209 (2002)

    Article  CAS  Google Scholar 

  20. L. Troeberg et al., Mol. Med. 6, 660 (2000)

    CAS  Google Scholar 

  21. V.J. Ram, A.X. Saxena, S. Srivastava, S. Chandra, Bioorg. Med. Chem. Lett. 10, 2159 (2000)

    Article  CAS  Google Scholar 

  22. M. Chen, T.G. Theander, S.B. Christensen, L. Hviid, L. Zhai, A. Kharazmi, Antimicrobial Agents and Chemotherapy 38, 1470 (1994)

    CAS  Google Scholar 

  23. A. Kharazmi, M. Chen, T. Theander, S.B. Christensen, Annals Trop. Med. Parasite. 91, S91 (1997)

    Article  CAS  Google Scholar 

  24. Z. Zhang, Y.W. Dong, G.W. Wang, Chem. Lett. 33, 168 (2004)

    Article  CAS  Google Scholar 

  25. J-C. Jung et al., J. Med. Chem. 51, 4054 (2008)

    Article  CAS  Google Scholar 

  26. M.K. Ruby, R. Venkataramanan, Chem. Heterocycl. Comp. 40, 631(2004)

    Article  Google Scholar 

  27. B. Insuasty, F. Orozco, J. Quiroga, R. Abonia, M. Nogueras, J. Cobo, Eur. J. Med. Chem. 43, 1955 (2008)

    Article  CAS  Google Scholar 

  28. B. Lygo, S.D. Gardiner, M.C. McLeod, D.C.M. To, Org. Biomol. Chem. 5, 2283 (2007)

    Article  CAS  Google Scholar 

  29. J.P. Jasinski, R.J. Butcher, T.V. Sreevidya, H.S. Yathirajan, B. Narayana, Analytical Sciences, 24, x245 (2008)

    CAS  Google Scholar 

  30. H. Li, T.V. Sreevidya, B. Narayana, B.K. Sarojini, H.S. Yathirajan, Acta Crystallographica, E64, o2387 (2008)

    CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Post-Graduate Studies and Research in Chemistry, Mangalore University, Mangalagangotri, 574 199, India

    Thekke V. Sreevidya & Badiadka Narayana

  2. Department of Studies in Chemistry, University of Mysore, Mysore, 570 006, India

    Hemmige S. Yathirajan

Authors
  1. Thekke V. Sreevidya
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  2. Badiadka Narayana
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  3. Hemmige S. Yathirajan
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Correspondence to Badiadka Narayana.

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Sreevidya, T.V., Narayana, B. & Yathirajan, H.S. Synthesis and characterization of some chalcones and their cyclohexenone derivatives. cent.eur.j.chem. 8, 174–181 (2010). https://doi.org/10.2478/s11532-009-0124-x

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  • DOI: https://doi.org/10.2478/s11532-009-0124-x

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