Chemistry of Natural Compounds

, Volume 43, Issue 1, pp 19–23 | Cite as

Modified coumarins. 27. Ssynthesis and antioxidant activity of 3-substituted 5,7-dihydroxy-4-methylcoumarins

  • M. M. Garazd
  • O. V. Muzychka
  • A. I. Vovk
  • I. V. Nagorichna
  • A. S. Ogorodniichuk
Article

Abstract

Amides of 5,7-dihydroxy-4-methylcoumaryl-3-ylacetic acid were synthesized by the activated ester method using N-hydroxysuccinimide and diisopropylcarbodiimide or by reaction with N,N-carbonylimidazole. The reactivity of 3-substituted 5,7-dihydroxy-4-methylcoumarins toward 2,2-diphenyl-1-picrylhydrazyl and superoxide radical was analyzed. The effect of the synthesized compounds on xanthineoxidase activity was studied.

Key words

coumarins antioxidants xanthineoxidase active oxygen species 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Y. K. Tyagi, A. Kumar, H. G. Raj, P. Vohra, G. Gupta, R. Kumar, P. Kumar, and R. K. Gupta, Eur. J. Med. Chem., 40, 413 (2005).PubMedCrossRefGoogle Scholar
  2. 2.
    J. R. S. Hoult and M. Pay, General Pharmacology: The Vascular System, 27, 713 (1996).CrossRefGoogle Scholar
  3. 3.
    M. Paya, B. Halliwell, and J. R. S. Hoult, Biochem. Pharmacol., 44, 205 (1992).PubMedCrossRefGoogle Scholar
  4. 4.
    M. Paya, P. A. Goodwin, B. D. L. Heras, and J. R. S. Hoult, Biochem. Pharmacol., 48, 445 (1994).PubMedCrossRefGoogle Scholar
  5. 5.
    S. D. Sharma, H. K. Rajor, S. Chopra, and R. K. Sharma, BioMetals, 18, 143 (2005).PubMedCrossRefGoogle Scholar
  6. 6.
    A. A. Gershkovich and V. K. Kibirev, Chemical Synthesis of Peptides [in Russian], Naukova Dumka, Kiev (1992), p. 71.Google Scholar
  7. 7.
    G. W. Anderson, J. Zimmerman, and F. M. Callahan, J. Am. Chem. Soc., 85, 3039 (1963).CrossRefGoogle Scholar
  8. 8.
    G. W. Anderson and R. Paul, J. Am. Chem. Soc., 80, 4423 (1958).CrossRefGoogle Scholar
  9. 9.
    R. Paul and G. W. Anderson, J. Am. Chem. Soc., 82, 4596 (1960).CrossRefGoogle Scholar
  10. 10.
    A. N. Brubaker, J. De Ruiter, and W. L. Whitmer, J. Med. Chem., 29, 1094 (1986).PubMedCrossRefGoogle Scholar
  11. 11.
    V. Balaiah, T. R. Seshadri, and V. Venkateswarlu, Proc. Indian Acad. Sci., Sect. A, 16, 68 (1942).Google Scholar
  12. 12.
    R. H. Shah and N. M. Shah, J. Indian Chem. Soc., 19, 481 (1942).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2007

Authors and Affiliations

  • M. M. Garazd
    • 1
  • O. V. Muzychka
    • 1
  • A. I. Vovk
    • 1
  • I. V. Nagorichna
    • 1
  • A. S. Ogorodniichuk
    • 1
  1. 1.Institute of Bioorganic and Petroleum ChemistryNational Academy of Sciences of UkraineKievUkraine

Personalised recommendations