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Chemistry of Natural Compounds

, Volume 50, Issue 3, pp 483–488 | Cite as

Steroidal Glycosides from the Fruits of Tribulus terrestris

  • Yue Liu
  • Yanmei Wang
  • Liankun Sun
  • Manqi Zhang
  • Shengxu Xie
  • Dongming Xu
  • Yajuan Xu
Article

Four new steroidal saponins were isolated from the fruits of Tribulus terrestris. Their structures were established by spectroscopic and chemical analysis as (25R)-26-O-β-D-glucopyranosyl-5α-furost-3β,22α,26- triol 3-O-α-L-rhamnopyranosyl-(1 → 2)[β-D-glucopyranosyl-(1 → 4)]-β-D-galactopyranoside (1), (25R)-26- O-β-D-glucopyranosyl-5α-furost-20(22)-en-3β,26-diol 3-O-α-L-rhamnopyranosyl-(1 → 2)[β-Dglucopyranosyl-(1 → 4)]-β-D-galactopyranoside (2), (25S)-26-O-β-D-glucopyranosyl-5α-furost-20(22)-en-3β,26-diol 3-O-β-D-xylopyranosyl-(1 → 3)[β-D-glucopyranosyl-(1 → 2)]β-D-glucopyranosyl-(1 → 4)-β-Dgalactopyranoside (3), and (25R)-26-O-β-D-glucopyranosyl-5α-furost-20(22)-en-12-one-3β,26-diol 3-O-α-L-rhamnopyranosyl-(1 → 2)[β-D-glucopyranosyl-(1 → 4)]β-D-galactopyranoside (4).

Keywords

Tribulus terrestris structural identification steroidal saponin 

Notes

Acknowledgment

The authors are grateful to the National Nature Science Foundation of China (No. 30873357) and the International Cooperation Program of the Ministry of Science and Technology (2010DFB33260).

References

  1. 1.
    L. F. Cai, Y. J. Wu, J. G. Zhang, F. K. Pei, Y. J. Xu, S. X. Xei, and D. M. Xu, Planta Med., 67, 196 (2001).PubMedCrossRefGoogle Scholar
  2. 2.
    Y. Wang, K. Ohtani, R. Kasai, and K. Yamasaki, Phytochemistry, 42, 1417 (1996).CrossRefGoogle Scholar
  3. 3.
    Y. Wang, K. Ohtani, R. Kasai, and K. Yamasaki, Phytochemistry, 45, 811 (1997).CrossRefGoogle Scholar
  4. 4.
    Y. X. Xu, H. S. Chen, H. Q. Liang, Z. B. Liu, W. Y. Gu, W. N. Leung, and T. J. Li, Planta Med., 66, 545 (2000).PubMedCrossRefGoogle Scholar
  5. 5.
    Y. X. Xu, H. S. Chen, W. Y. Liu, Z. B. Gu, and H. Q. Liang, Phytochemistry, 48, 199 (1998).CrossRefGoogle Scholar
  6. 6.
    G. Wu, S. H. Jiang, D. Y. Zhu, H. W. Wu, and S. K. Jiang, Phytochemistry, 42, 1677 (1996).PubMedCrossRefGoogle Scholar
  7. 7.
    S. B. Mahato, N. P. Sahu, A. N. Ganguly, K. Miyahara, and T. J. Kawasaki, J. Chem. Soc. Perkin Trans. 1, 2405 (1981).CrossRefGoogle Scholar
  8. 8.
    Y. X. Xu, H. S. Chen, H. Q. Liang, Z. B. Liu, W. Y. Gu, W. N. Leung, and T. J. Li, Phytochemistry, 49, 199 (1998).CrossRefGoogle Scholar
  9. 9.
    I. Kostova and D. Dinchev, Phytochem. Rev., 4, 111 (2005).CrossRefGoogle Scholar
  10. 10.
    J. L. Li and S. S. Yang, Chin. Arch. Trad. Chin. Med., 24, 1509 (2006).Google Scholar
  11. 11.
    T. H. Xu, Y. J. Xu, S. X. Xie, H. F. Zhao, D. Han, Y. Li, J. Z. Niu, and D. M. Xu, Asian Nat. Prod. Res., 10, 419 (2008).CrossRefGoogle Scholar
  12. 12.
    Y. J. Xu, X. L. Huang, S. X. Xie, H. F. Zhao, Y. S. Si, and D. M. Xu, Chem. J. Chin. Univ., 28, 484 (2007).Google Scholar
  13. 13.
    Y. J. Xu, T. H. Xu, Y. Liu, S. X. Xie, Y. S. Si, and D. M. Xu, Asian. Nat. Prod. Res., 11, 548 (2009).CrossRefGoogle Scholar
  14. 14.
    Y. J. Xu, T. H. Xu, Y. Liu, S. X. Xie, Y. S. Si, and D. M. Xu, Fitoterapia, 80, 354 (2009).PubMedCrossRefGoogle Scholar
  15. 15.
    Y. J. Xu, T. H. Xu., Y. Liu, S. X. Xie, Y. S. Si, T. H. Liu, and D. M. Xu, Chem. Nat. Compd., 46, 242 (2010).CrossRefGoogle Scholar
  16. 16.
    Y. J. Xu, T. H. Xu, H. O. Zhou, B. Li, S. X. Xie, Y. S. Si, Y. Liu, T. H. Liu, and D. M. Xu, Asian. Nat. Prod. Res., 12, 349 (2010).CrossRefGoogle Scholar
  17. 17.
    Y. J. Xu, T. H. Xu, J. Y. Yang, S. X. Xie, Y. Liu, Y. S. Si, and D. M. Xu, Asian Chin. Chem. Lett., 21, 580 (2010).CrossRefGoogle Scholar
  18. 18.
    Y. J. Xu, Y. H. Liu, T. H. Xu, S. X. Xie, Y. S. Si, Y. Liu, H. O. Zhou, T. H. Liu, and D. M. Xu, Molecules, 15, 613 (2010).PubMedCrossRefGoogle Scholar
  19. 19.
    Y. J. Xu, T. H. Xu, S. X. Xie, Y. S. Si, and D. M. Xu, Chem. Res. Chin. Univ., 26, 46 (2010).Google Scholar
  20. 20.
    A. Perrone, A. Plaza, E. Bloise, P. Nigro, A. I. Hamed, A. M. Belisario, C. Pizza, and S. Placente, J. Nat. Prod., 68, 1549 (2005).PubMedCrossRefGoogle Scholar
  21. 21.
    P. K. Agrawal, Magn. Reson. Chem., 42, 990 (2004).PubMedCrossRefGoogle Scholar
  22. 22.
    P. K. Agrawal, Phytochemistry, 31, 3307 (1992).PubMedCrossRefGoogle Scholar
  23. 23.
    P. K. Agrawal, D. C. Jain, R. K. Gupta, and R. S. Thakur, Phytochemistry, 24, 2479 (1985).CrossRefGoogle Scholar
  24. 24.
    P. K. Agrawal, D. C. Jian, and A. K. Pathak, Magn. Reson. Chem., 33, 923 (1995).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • Yue Liu
    • 1
  • Yanmei Wang
    • 2
  • Liankun Sun
    • 3
  • Manqi Zhang
    • 1
  • Shengxu Xie
    • 1
  • Dongming Xu
    • 1
  • Yajuan Xu
    • 1
  1. 1.Key Laboratory of Effective Substances of Traditional Chinese MedicineJilin Academy of Chinese Medicine SciencesChangchunP. R. China
  2. 2.Jilin Sino-ROK Institute of Animal ScienceChangchunP. R. China
  3. 3.Basic Medical CollegeJilin UniversityChangchunP. R. China

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