Skip to main content
Log in

Antioxidant Activity of Phenolic Metabolites from Marine Sponges

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

The marine-sponge metabolitesilimaquinone (1), isospongiaquinone(2),puupenone(3), 15-methoxypuupenol (4), 2-methyl-2-pentaprenyl-6-hydroxychromene (5), (+)-curcuphenol (6), (+)-curcudiol (7), and semisynthetic sesquiterpenequinones (8-11) were investigated for ability to trap the free radical 1,1,-diphenyl-2-picrylhydrazyl (DPPH), to inhibit Fe2+ /ascorbate-induced oxidation of lipidsfromrat-brain homogenate, and to inhibit oxidation of linseed oil. It was shown that metabolites 3-5 were the most active antioxidants.

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. A. M. Papas, Antioxidant Status, Diet, Nutrition, and Health, A. M. Papas, ed., CRC Press, Boca Raton, London, New York, and Washington (1999), p. 21.

    Google Scholar 

  2. T. Aoyama, Y. Nakakita, M. Nakajawa, and H. Sakai, Agric. Biol. Chem., 46, 2369 (1982).

    Google Scholar 

  3. S. Loya, R. Tal, Y. Kashman, and A. Hizi, Antimicrob. Agents Chemother., 34, 2009 (1990).

    Google Scholar 

  4. D. M. Kushlan, D. J. Faulkner, L. Parkanyi, and J. Clardy, Tetrahedron, 45, 3307 (1989).

    Google Scholar 

  5. M. P. Nambiar and H. C. Wu, Exp. Cell Res., 219, 671 (1995).

    Google Scholar 

  6. P. A. Takizawa, J. K. Yucel, B. Veit, D. J. Faulkner, T. Deerinck, G. Soto, M. Ellisman, and V. Malhotra, Cell, 73, 1079 (1993).

    PubMed  Google Scholar 

  7. H. S. Radeke and M. L. Snapper, Bioorg. Med. Chem., 6, 1227 (1998).

    Google Scholar 

  8. S. Kohmoto, O. J. McConnell, A. Wright, and K. M. Snader, J. Nat. Prod., 50, 336 (1987).

    Google Scholar 

  9. A. F. Barrero, E. J. Alvarez-Manzaneda, R. Chahboun, M. Cortes, and V. Armstrong, Tetrahedron, 55, 15181 (1999).

    Google Scholar 

  10. T. Amagata, S. Whitman, T. A. Johnson, C. C. Stessman, C. P. Loo, E. Lobkovsky, J. Clardy, P. Crews, and T. R. Holman, J. Nat. Prod., 66, 230 (2003).

    Google Scholar 

  11. M. A. Belisario, M. Maturo, R. Pecce, S. De Rosa, and G. R. Villani, Toxicology, 72, 221 (1992).

    Google Scholar 

  12. N. K. Utkina, in: Proceedings of the 19th Pacific Science Congress, Sydney, Australia (1999), P63; G. N. Likhatskaya, N. Yu. Kim, N. K. Utkina, and L. K. Shubina, Abstracts of the 6th International Conference of Bioantioxidants, Moscow (2002), 351.

  13. N. Utkina, S. Fedoreyev, N. Mischenko, and L. Boguslavskaya, in: Recent Discoveries in Natural Product Chemistry. Proceedings of the Poster Sessions of the 19th IUPAC Symposium on the Chemistry of Natural Products, Atta-ur-Rahman, M. Iqbal Choudhary, and M. Saleh Sheikhani, eds., Karachi, Pakistan, 1994, Karachi (1995), 245.

  14. S. Takamatsu, T. W. Hodges, I. Rajbhandari, W. H. Gerwick, M. T. Hammann, and D. G. Nagle, J. Nat. Prod., 66, 605 (2003).

    Google Scholar 

  15. S. G. Il'in, N. K. Utkina, S. A. Fedoreev, and A. I. Yanovskii, Izv. Akad. Nauk Ser. Khim., 558 (2000).

  16. A. Sato, T. Shindo, N. Kasanuki, and K. Hasegawa, J. Nat. Prod., 52, 975 (1989).

    Google Scholar 

  17. L.-A. Tziveleka, A. P. Kourounakis, P. N. Kourounakis, V. Roussis, and C. Vagias, Bioorg. Med. Chem., 10, 935 (2002).

    Google Scholar 

  18. R. Bentley and I. M. Campbell, in: Chemistry of the Quinoid Compounds, S. Patai, ed., John Wiley & Sons, London, New York, Sydney, Toronto (1974), part 2, 683.

    Google Scholar 

  19. N. K. Utkina and M. V. Veselova, Khim. Prir. Soedin., 47 (1990).

  20. N. K. Utkina, V. A. Denisenko, O. V. Scholokova, and A. E. Makarchenko, J. Nat. Prod., 66, 1263 (2003).

    Google Scholar 

  21. G. Bifulco, I. Bruno, L. Minale, and R. Riccio, J. Nat. Prod., 58, 1444 (1995).

    Google Scholar 

  22. A. E. Wright, S. A. Pomponi, O. J. McConnell, S. Kohmoto, and P. J. McCarthy, J. Nat. Prod., 50, 976 (1987).

    Google Scholar 

  23. T. Sato, A. Kawamoto, A. Tamura, Y. Tatsumi, and T. Fujii, Chem. Pharm. Bull., 40, 721 (1992).

    Google Scholar 

  24. S. N. Lim, P. C. K. Cheng, V. E. C. Ooi, and P. O. Ang, J. Agric. Food Chem., 50, 3862 (2002).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Utkina, N.K., Makarchenko, A.E., Shchelokova, O.V. et al. Antioxidant Activity of Phenolic Metabolites from Marine Sponges. Chemistry of Natural Compounds 40, 373–377 (2004). https://doi.org/10.1023/B:CONC.0000048251.58246.22

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:CONC.0000048251.58246.22

Navigation