Skip to main content
Log in

Synthesis and Hydroxyl Radical Scavenging Activity of 4-Aryl-3,4-Dihydrocoumarins

  • Published:
Chemistry of Natural Compounds Aims and scope

Twelve 4-aryl-3,4-dihydrocoumarins were synthesized by the condensation of phenols with the corresponding substituted cinnamic acids in the presence of nitrobenzene and sulfated montmorillonite K-10. This method displayed the property of green chemistry with respect of reuse of the catalyst. These compounds were evaluated for hydroxyl radical scavenging activity in vitro. Results showed that compounds with 7,8-dihydroxy groups had relatively strong hydroxyl radical scavenging activity.

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. M. M. Garazd, Y. L. Garazd, and V. P. Khilya, Chem. Nat. Compd, 39, 54 (2003).

    Article  CAS  Google Scholar 

  2. A. Kumar, B. K. Singh, R. Tyagi, S. K. Jain, S. K. Sharma, A. K. Prasad, H. G. Raj, R. C. Rastogi, A. C. Wattersonc, and V. S. Parmar, Bioorg. Med. Chem., 13, 4300 (2005).

    Article  CAS  PubMed  Google Scholar 

  3. J. M. Lee, T. H. Tseng, and Y. J. Lee, Synthesis, 15, 2247 (2001).

    Article  Google Scholar 

  4. K. Y. Zhang, W. X. Ding, J. Sun, B. Zhang, F. J. Lu, R. Lai, Y. Zou, and G. Yedid, Biochimie, 107, 203 (2014).

    Article  CAS  PubMed  Google Scholar 

  5. F. Roelens, K. Huvaere, W. Dhooge, M. V. Cleemput, F. Comhaire, and D. D. Keukeleire, Eur. J. Med. Chem., 40, 1042 (2005).

    Article  CAS  PubMed  Google Scholar 

  6. X. F. Zhang, H. M. Wang, Y. L. Song, L. H. Nie, L. F. Wang, B. Liu, P. P. Shen, and Y. Liu, Bioorg. Med. Chem. Lett., 16, 949 (2006).

    Article  CAS  PubMed  Google Scholar 

  7. J. Posakony, M. Hirao, S. Stevens, J. A. Simon, and A. Bedalov, J. Med. Chem., 47, 2635 (2004).

    Article  CAS  PubMed  Google Scholar 

  8. M. M. Garazd, Y. L. Garazd, and V. P. Khilya, Chem. Nat. Compd., 41, 245 (2005).

    Article  CAS  Google Scholar 

  9. A. R. Jagdale and A. Sudalai, Tetrahedron Lett., 48, 4895 (2007).

    Article  CAS  Google Scholar 

  10. P. L. Majumder, J. Ind. Chem. Soc., 78, 743 (2001).

    CAS  Google Scholar 

  11. A. K. D. Gupta, K. R. Das, and A. D. Gupta, Ind. J. Chem., 10, 32 (1972).

    Google Scholar 

  12. E. Rizzi, S. Dallavalle, and L. Merlini, Synth. Commun., 36, 1117 (2006).

    Article  CAS  Google Scholar 

  13. J. Sun, W. X. Ding, X. P. Hong, K. Y. Zhang, and Y. Zou, Chem. Nat. Compd., 48, 16 (2012).

    Article  CAS  Google Scholar 

  14. Z. Zhang, Y. Ma, and Y. F. Zhao, Synlett, 7, 1091 (2008).

    Google Scholar 

  15. D. P. Kamat, S. G. Tilve, and V. P. Kamat, Tetrahedron Lett., 53, 4469 (2012).

    Article  CAS  Google Scholar 

  16. C. N. Rhodes and D. R. Brown, Catal. Lett., 24, 285 (1994).

    Article  CAS  Google Scholar 

  17. B. Q. Cai, Z. Y. Cai, F. D. Zhang, and M. J. Hang, Acta Agric. Univ. Jingxiensis, 32, 813 (2010).

    CAS  Google Scholar 

Download references

Acknowledgment

This work was financially supported by the Project of Shandong Province Higher Educational Science and Technology Program (J14M02), the Science and Technology Research Program of Shandong Academy of Medical Sciences (2014-4), and Shandong Provincial Natural Science Foundation (ZR2015YL041).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Xiao-jing Wang or Jie Sun.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2017, pp. 733–736.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Li, N., Wang, B., Sun, Jy. et al. Synthesis and Hydroxyl Radical Scavenging Activity of 4-Aryl-3,4-Dihydrocoumarins. Chem Nat Compd 53, 860–865 (2017). https://doi.org/10.1007/s10600-017-2141-x

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-017-2141-x

Keyword

Navigation