Springer Nature is making SARS-CoV-2 and COVID-19 research free. View research | View latest news | Sign up for updates

A phenylpropanoid glycoside with antioxidant activity from picria tel-ferae

  • 86 Accesses

  • 6 Citations


A phytochemical study on Picria tel-ferae resulted in the isolation of a phenylpropanoid glycoside (1), which was reported for the first time from this plant. The structure of compound 1 was identified as 1-O-3,4-(dihydroxyphenyl)-ethyl-β-D-apiofuranosyl-(1→4)-α-L-rharmnopyranosyl-(1→3)-4-O-caffeoyl-β-D-glucopyranoside on the basis of spectroscopic analyses. In addition, it was found that 1 exhibited a remarkable inhibitory effect on lipid peroxidation initiated by either a free radical [AAPH; 2,2′-azobis-(2-amidinopropane)dihydrochloride] or generated hydroxyl radical (Fe2+/ascorbate). These findings, together with those of previous studies, suggest that P. tel-ferae possesses abundant phenylpropanoid glycosides, and the plant might be used beneficially in the treatment of oxidative stress-related human diseases.

This is a preview of subscription content, log in to check access.


  1. Brenner, A. J. and Harris, E. D., A quantitative test for copper using bicinchoninic acid.Anal. Biochem., 226, 80–84 (1995).

  2. Gao, J. J., Igalashi, K., and Nukina, M., Radical scavenging activity of phenylpropanoid glycosides inCaryopteris incana.Biosci. Biotech. Biochem., 63, 983–988 (1999).

  3. Halliwell, B. and Gutteridge J. M. C., Free radicals in biology and medicine. Oxford University press, 3rd edition (2000).

  4. Ham, A. J. and Liebler, D. C., Vitamin E oxidation in rat liver mitochondria.Biochemistry, 34, 5754–5761 (1995).

  5. Huang, Y., De Bruyne, T., Apers, S., Ma, Y., Claeys, M., Pieters, L., and Vlietinck, A., Flavonoid glucuronides fromPicria feltarrae.Phytochemistry, 52, 1701–1703 (1999).

  6. Huang, Y., De Bruyne, T., Apers, S., Ma, Y., Claeys, M., Vanden Berghe, D., Pieters, L., and Vlietinck, A., Complement-inhibiting cucurbitacin glycosides fromPicria fel-terrae.J. Nat. Prod., 61, 757–761 (1998).

  7. Jo, Y., Kim, M., Shin, M. H., Chung, H. Y., Jung, J. H., and Im, K. S., Antioxidant phenolic from the fresh leaves ofTerstroemia japonica.J. Nat. Prod., 69, 1399–1403 (2006).

  8. Lee, J. Y., Yoon, J. W., Kim, C. T., and Lim, S. T., Antioxidant activity of phenylpropanoid esters isolated and identified fromPlatycodon grandiflorum A. DC.Phytochemistry, 65, 3033- 3039 (2004).

  9. Lin, L. C., Chiou, W. F., and Chou, C. J., Phenylpropanoid glycosides fromOrobanche caerulescens.Planta Med., 70, 50–53 (2004).

  10. Martin-Nizard, F., Sahpaz, S., Furman, C., Fruchart, J. C., Duriez, P., Bailleul, F., Natural phenylpropanoids protect endothelial cells against oxidized LDL-induced cytotoxicity.Planta Med., 69, 207–211 (2003).

  11. Seidel, V., Verholle, M., Malard, Y., Tillequin, F., Fruchart, J. C., Duriez, P., Bailleul, F., and Teissier, E., Phenylpropanoids fromBallota nigra L. inhibit in vitro LDL peroxidation.Phytother. Res., 14, 93–98 (2000).

  12. Thuong, P. T., Na, M. K., Dang, N. H., Hung, T. M., Ky, P. T., Thanh, T. V., Nam, N. H., Thuan, N. D., Sok, D. E., and Bae, K. H., Antioxidant activities of Vietnamese medicinal plants.Nat. Prod. Sci., 12, 29–37 (2006).

  13. Tominaga, H., Kobayashi, Y., Goto, T., Kasemura, K., and Nomura, M., DPPH radical-scavenging effect of several phenylpropanoid compounds and their glycoside derivatives.Yakugaku Zasshi, 125, 371–375 (2005).

  14. Wang, L. S., Li, S. H., Zou, J. M., Guo, Y. J., and Sun, H. D., Two new triterpenoids fromPicria fel-terrae.J. Asian Nat. Prod. Res., 8, 491–494 (2006).

  15. Wei, Q. Y., Chen, W. F., Zhou, B., Yang, L., and Liu, Z. L., Inhibition of lipid peroxidation and protein oxidation in rat liver mitochondria by curcumin and its analogues.Biochim. Biophys. Acta, 1760, 70–77 (2006).

  16. Xiong, Q., Kadota, S., Tani, T., and Namba, T., Antioxidative effects of phenylethanoids fromCistanche deserticola.Biol. Pharm. Bull., 19, 1580–1585 (1996).

  17. Zheng, R. L., Wang, P. F., Li, J., Liu, Z. M., and Jia, Z. J., Inhibition of the autoxidation of linoleic acid by phenylpropanoid glycosides from Pedicularis in micelles.Chem. Phys. Lipids, 65, 151–154 (1993).

  18. Zou, J. M., Wang, L. S., Guo, Y. J., Wang, Z., and Wang, R. Z., A new picfeltarraenone glycoside fromPicria fel-terrae.Acta Pharmaceutica Sinica (Yao xue xue bad), 40, 36–38, (2005a).

  19. Zou, J. M., Wang, L. S., Ma, X. M., Guo, Y. J., and Shi, R. B., A new cucurbitacin fromPicria fel-terrae.J. Asian Nat. Prod. Res., 8, 367–371 (2006).

  20. Zou, J. M., Wang, L. S., Ma, X. M., Shi, R. B., and Guo, Y. J., Isolation and identification of a new cucurbitacin fromPicria fel-terrae.Acta Pharmaceutica Sinica (Yao xue xue bao), 39, 910–912(2004).

  21. Zou, J. M., Wang, L. S., Niu, X. M., Sun, H. D., and Gou, Y. J., Phenylethanoid glycosides fromPicria felterrae Lour.J. Integral Plant Biol., 47, 632–636 (2005b).

  22. Zou, J. M., Wu, M. J., and Wang, L. S., HPLC fingerprint ofPicria fel-terrae.Zhongguo Yaoxue Zazhi (Beijing, China), 40, 664–666 (2005c).

Download references

Author information

Correspondence to Nguyen Duy Thuan or Do Thi Ha or Phuong Thien Thuong or Min Kyun Na or KiHwan Bae or Jong Pill Lee or Jeong-Hun Lee or Hyo-Won Seo or Byung-Sun Min or Jin-Cheol Kim.

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Thuan, N.D., Ha, D.T., Thuong, P.T. et al. A phenylpropanoid glycoside with antioxidant activity from picria tel-ferae. Arch Pharm Res 30, 1062–1066 (2007). https://doi.org/10.1007/BF02980238

Download citation

Key words

  • Picria tel-ferae
  • Scrophulariaceae
  • Phenylpropanoid glycoside
  • Antioxidant
  • Lipid peroxidation