Skip to main content
Log in

Isolation and Purification of Condensed Tannins from Flamboyant Tree and Their Antioxidant and Antityrosinase Activities

  • Published:
Applied Biochemistry and Biotechnology Aims and scope Submit manuscript

Abstract

Flamboyant tree, a kind of medicinal plant, was studied as a source of condensed tannins. The antioxidant activities of the condensed tannins from the leaf, fruit, and stem bark of flamboyant tree were screened by ABTS radical and hydroxyl radical scavenging activity methods. The results indicated that these compounds possessed potent antioxidant activity. Their structures were then characterized by high-performance liquid chromatography-electrospray ionization mass spectrometry (HPLC-ESI-MS) after thiolytic degradation. The results showed that the leaf condensed tannins were composed of afzelechin/epiafzelechin, catechin/epicatechin, and gallocatechin/epigallocatechin, while the fruit and stem bark condensed tannins had afzelechin/epiafzelechin and catechin/epicatechin. In addition, the condensed tannins were evaluated for their antityrosinase ability. They were found to have significant antityrosinase activity. The IC50 values were 35 ± 2.0 and 40 ± 0.5 μg/ml for the condensed tannins of fruit and stem bark, respectively. Further, fluorescence quenching and copper interacting techniques were utilized to unravel the molecular mechanisms of the inhibition. The results showed that the hydroxyl group of the condensed tannins could chelate the dicopper center of the enzyme and interact with tryptophan residues. Our studies revealed that condensed tannins might be suitable for use in food, agriculture, cosmetic, nutraceutical, and pharmaceutical applications.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Tamaki, Y., Teruya, T., & Tako, M. (2010). Bioscience Biotechnology and Biochemistry, 74, 1110–1112.

    Article  CAS  Google Scholar 

  2. Joy, P., Thomas, J., Mathew, S., & Skaria, B. P. (2001). Tropical Horticulture, 2, 449–632.

    Google Scholar 

  3. Sammour, R. H., & El-Shanshoury, A. R. (1992). Botany Botanical Bulletin of Academia Sinica, 33, 185–190.

    CAS  Google Scholar 

  4. Adje, F., Lozano, Y. F., Meudec, E., Lozano, P., Adima, A., N’zi, G. A., et al. (2008). Molecules, 13, 1238–1245.

    Article  CAS  Google Scholar 

  5. Zhou, H. C., Lin, Y. M., Li, Y. Y., Li, M., Wei, S. D., Chai, W. M., et al. (2011). Food Research International, 44, 613–620.

    Article  CAS  Google Scholar 

  6. Díaz, A. M., Caldas, G. V., & Blair, M. W. (2010). Food Research International, 43, 595–601.

    Article  CAS  Google Scholar 

  7. Jan, O., Aneta, W., Eliza, L. Z., & Katarzyna, S. (2007). Food Chemistry, 100, 579–583.

    Article  CAS  Google Scholar 

  8. Shaheen, F., Ahmad, M., Khan, M. T. H., Jalil, S., Ejaz, A., Sultankhodjaev, M. N., et al. (2005). Phytochemistry, 66, 935–940.

    Article  CAS  Google Scholar 

  9. Tebib, K., Rouanet, J. M., & Besançon, P. (1997). Food Chemistry, 59, 135–141.

    Article  CAS  Google Scholar 

  10. Chen, C. H., Pearson, A. M., & Gray, J. I. (1992). Food Chemistry, 43, 177–183.

    Article  CAS  Google Scholar 

  11. Girelli, A. M., Mattei, E., & Papaleo, D. (2009). Journal of Food Composition and Analysis, 22, 709–713.

    Article  CAS  Google Scholar 

  12. No, J. K., Soung, D. Y., Kim, Y. J., Shim, K. H., Jun, Y. S., Rhee, S. H., et al. (1999). Life Sciences, 65, 241–246.

    Article  Google Scholar 

  13. Pan, Z. Z., Zhu, Y. J., Yu, X. J., Lin, Q. F., Xiao, R. F., Tang, J. Y., et al. (2012). Journal of Agricultural and Food Chemistry, 60, 10784–10788.

    Article  CAS  Google Scholar 

  14. Karioti, A., Protopappa, A., Megoulas, N., & Skaltsa, H. (2007). Bioorganic & Medicinal Chemistry, 15, 2708–2714.

    Article  CAS  Google Scholar 

  15. Kubo, I., Kinst-Hori, I., Kubo, Y., Yamagiwa, Y., Kamikawa, T., & Haraguchi, H. (2000). Journal of Agricultural and Food Chemistry, 48, 1393–1399.

    Article  CAS  Google Scholar 

  16. Svedstrom, U., Vuorela, H., Kostiainen, R., Huovinen, K., Laakso, I., & Hiltunen, R. (2002). Journal of Chromatography A, 968, 53–60.

    Article  CAS  Google Scholar 

  17. Hemingway, R. W., Karchesy, J. J., & Branham, S. J. (1989). Chemistry and significance of condensed tannins, XI, 553 p. Washington: Springer.

    Book  Google Scholar 

  18. Wei, S. D., Zhou, H. C., & Lin, Y. M. (2010). International Journal of Molecular Sciences, 11, 4080–4093.

    Article  CAS  Google Scholar 

  19. Chai, W. M., Shi, Y., Feng, H. L., Qiu, L., Zhou, H. C., Deng, Z. W., et al. (2012). Journal of Agricultural and Food Chemistry, 60, 5013–5022.

    Article  CAS  Google Scholar 

  20. Lin, Y. M., Liu, J. W., Xiang, P., Lin, P., Ye, G. F., Sternberg, L., et al. (2006). Biogeochemistry, 78, 343–359.

    Article  CAS  Google Scholar 

  21. Reed, R., Pellegrini, N., Proteggente, A., Pannala, A., Yang, M., & Rice-Evans, C. (1999). Free Radical Biology and Medicine, 26, 1231–1237.

    Article  Google Scholar 

  22. Smirnoff, N., & Cumbes, Q. J. (1989). Phytochemistry, 28, 1057–1060.

    Article  CAS  Google Scholar 

  23. Chen, Q. X., Ke, L. N., Song, K. K., Huang, H., & Liu, X. D. (2004). The Protein Journal, 23, 135–141.

    Article  CAS  Google Scholar 

  24. Cao, G., Sofic, E., & Prior, R. (1997). Free Radical Biology and Medicine, 22, 749–760.

    Article  CAS  Google Scholar 

  25. Soares, J., Dinis, T., Cunha, A., & Almeida, L. (1997). Free Radical Research, 26, 469–469.

    Article  CAS  Google Scholar 

  26. Anoma, C., & Rereidoon, S. (2011). Journal of Agricultural and Food Chemistry, 59, 428–436.

    Article  CAS  Google Scholar 

  27. Cai, Y., Luo, Q., Sun, M., & Corke, H. (2004). Life Sciences, 74, 2157–2184.

    Article  CAS  Google Scholar 

  28. Silva, E. M., Souza, J. N. S., Rogez, H., Rees, J. F., & Larondelle, Y. (2007). Food Chemistry, 101, 1012–1018.

    Article  CAS  Google Scholar 

  29. Rice-Evans, C. A., Miller, N. J., & Paganga, G. (1996). Free Radical Biology and Medicine, 20, 933–956.

    Article  CAS  Google Scholar 

  30. Fan, J., Ding, X., & Gu, W. (2007). Food Chemistry, 102, 168–177.

    Article  CAS  Google Scholar 

  31. Jerez, M., Pinelo, M., Sineiro, J., & Nunez, M. J. (2006). Food Chemistry, 94, 406–414.

    Article  CAS  Google Scholar 

  32. Torres, J. L., & Selga, A. (2003). Chromatographia, 57, 441–445.

    Article  CAS  Google Scholar 

  33. Torres, J. L., & Lozano, C. (2001). Chromatographia, 54, 523–526.

    Article  CAS  Google Scholar 

  34. Hagerman, A. E., Riedl, K. M., Jones, G. A., Sovik, K. N., Ritchard, N. T., Hartzfeid, P. W., et al. (1998). Journal of Agricultural and Food Chemistry, 46, 1841–1856.

    Google Scholar 

  35. Matoba, Y., Kumagai, T., Yamamoto, A., Yoshitsu, H., & Sugiyama, M. (2006). Journal of Biological Chemistry, 281, 8981–8990.

    Article  CAS  Google Scholar 

  36. Takagi, K., & Mitsunaga, T. (2003). The Japan Wood Research Society, 49, 461–465.

    Article  CAS  Google Scholar 

  37. Donghyun, K., Jiyeoun, P., Jinhee, K., Cheolkyu, H., Jeonghyeok, Y., Namdoo, K., et al. (2006). Journal of Agricultural and Food Chemistry, 54, 935–941.

    Article  CAS  Google Scholar 

  38. Solomon, E. I., Sundaram, U. M., & Machonkin, T. E. (1996). Chemical Reviews, 96, 2563–2606.

    Article  CAS  Google Scholar 

  39. McDonald, M. I., & Scalbert, A. (1996). Journal of Agricultural and Food Chemistry, 44, 599–606.

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The present investigation was supported by the Natural Science Foundation of China (No. 31071611; No. 31070522), by the National Science Foundation for Fostering Talents in Basic Research of the National Natural Science Foundation of China (Grant No.J1310027/J0106), and by the Science and Technology Foundation of Fujian Province (No. 2010 N5013).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Chong-Ling Yan or Qing-Xi Chen.

Additional information

Hui-Ling Feng and Ling Tian contributed equally to this work.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Feng, HL., Tian, L., Chai, WM. et al. Isolation and Purification of Condensed Tannins from Flamboyant Tree and Their Antioxidant and Antityrosinase Activities. Appl Biochem Biotechnol 173, 179–192 (2014). https://doi.org/10.1007/s12010-014-0828-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12010-014-0828-z

Keywords

Navigation