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A New Flavonol Glycoside from the Fruits of Cercidiphyllum japonicum

  • Chuan-Ling SiEmail author
  • Shilin Chen
  • Zijiang Li
  • Dan Liu
  • Shuangxi Nie
  • Ying Liu
  • Lin Sun
  • Xiaoyi Zhang
  • Shujun Han
Article
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A new flavonol glycoside, 8-methoxykaempferol-3-O-α-L-rhamnosyl-4′-O-β-D-glucoside (1), was isolated from the fruits of Cercidiphyllum japonicum (Cercidiphyllaceae) in addition to two known anomeric galloyltannins, [2,2′,5-tri-O-galloyl-α/β-D-hamamelose (2) and 3,4,6-tri-O-galloyl-α/β-D-glucose (3)], and one known flavonol [quercetin (4)]. The structures of the isolated compounds were elucidated using chemical and spectral methods.

Keywords

8-methoxykaempferol-3-O-α-L-rhamnosyl-4′-O-β-D-glucoside flavonol glycoside spectral analysis Cercidiphyllaceae Cercidiphyllum japonicum 

Notes

Acknowledgment

The authors thank the Foundations of State Key Laboratory of Tree Genetics and Breeding (No. K2017101) and Guangxi Key Laboratory of Clean Pulp & Papermaking and Pollution Control, Guangxi University (No. KF201801-5).

References

  1. 1.
    M. S. Lee, H. J. Min, C. L. Si, and Y. S. Bae, J. Korean Wood Sci. Technol., 44 (4), 559 (2016).CrossRefGoogle Scholar
  2. 2.
    S. D. Sarker, P. Whiting, R. Lafent, J. P. Girault, and L. Dinan, Biochem. Syst. Ecol., 25, 79 (1997).CrossRefGoogle Scholar
  3. 3.
    Y. Isagi, M. Kudo, K. Osumi, T. Sato, and H. Sakio, Mol. Ecol. Notes, 5, 596 (2005).CrossRefGoogle Scholar
  4. 4.
    Y. S. Bae, H. J. Min, M. S. Lee, and Y. K. Kim, J. Korean Wood Sci. Technol., 45 (3), 250 (2017).Google Scholar
  5. 5.
    P. Teifel and R. G. Berger, J. Sci. Food Agric., 63, 59 (1993).CrossRefGoogle Scholar
  6. 6.
    M. Tada and K. Sakurai, Phytochemistry, 30 (4), 1119 (1991).CrossRefGoogle Scholar
  7. 7.
    D. H. Wang, J. Kasuga, C. Kuwabara, K. Endoh, Y. Fukushi, S. Fujikawa, and K. Arakawa, Planta, 235, 747 (2012).CrossRefGoogle Scholar
  8. 8.
    Zijiang Li, Jiaxin Yang, Hui Wang, Rui Xu, Zetong Rao, Chuan-Ling Si, Jie Zhang, Lin Sun, Xiaoyi Zhang, Shujun Han, Zhe Sun, Lei Wu, Dan Liu, Ying Liu, and Jun-Hui Wang, Chem. Nat. Compd., 55, 121 (2019).Google Scholar
  9. 9.
    M. Takasugi and N. Katui, Phytochemistry, 25 (12), 2751 (1986).CrossRefGoogle Scholar
  10. 10.
    K. Towatari, K. Yoshida, N. Mori, K. Shimizu, R. Kondo, and K. Sakai, Planta Med., 68, 995 (2002).CrossRefGoogle Scholar
  11. 11.
    J. Kasuga, Y. Hashidoko, A. Nishioka, M. Yoshiba, K. Arakawa, and S. Fujikawa, Plant Cell Environ., 31 (9), 1335 (2008).CrossRefGoogle Scholar
  12. 12.
    T. S. Lee and Y. S. Bae, J. Korean Wood Sci. Technol., 43 (5), 558 (2015).CrossRefGoogle Scholar
  13. 13.
    M. S. Lee, H. J. Min, J. K. Kim, and Y. S. Bae, J. Korean Wood Sci. Technol., 44 (4), 551 (2016).CrossRefGoogle Scholar
  14. 14.
    T. S. Lee, H. J. Lee, and Y. S. Bae, J. Korean Wood Sci. Technol., 43 (5), 591 (2015).CrossRefGoogle Scholar
  15. 15.
    M. S. Lee, H. J. Min, C. L. Si, and Y. S. Bae, J. Korean Wood Sci. Technol., 44 (4), 559 (2016).CrossRefGoogle Scholar
  16. 16.
    E. A. Haddock, R. K. Gupta, S. M. K. Al-Shafi, E. Haslam, and D. Magnolato, J. Chem. Soc. Perkin Trans. 1, 2515 (1982).CrossRefGoogle Scholar
  17. 17.
    L. Wu, G. C. Wang, T. Shen, Q. Qiang, Q. Xue, M. Chen, J. M. Zhang, Y. Y. Luo, Y. M. Hong, C. L. Si, and W. C. Hu, Chem. Nat. Compd., 54, 210 (2018).CrossRefGoogle Scholar
  18. 18.
    B. Ternai and K. R. Markham, Tetrahedron, 32, 565 (1976).CrossRefGoogle Scholar
  19. 19.
    C. L. Si, D. N. Xie, B. Sun, J. H. Wang, C. Y. Liu, L. L. An, W. Q. Zhou, Z. Y. Tao, and Y. M. Hong, Chem. Nat. Compd., 53, 866 (2017).CrossRefGoogle Scholar
  20. 20.
    L. Q. Hu, K. Wang, G. B. Li, R. Y. Zhang, Y. Y. Luo, C. L. Si, and J. H. Wang, Holzforschung, 71, 785 (2017).CrossRefGoogle Scholar
  21. 21.
    J. C. Dauguet, M. Bert, J. Dolley, A. Bekaert, and G. Lewin, Phytochemistry, 33, 503 (1993).Google Scholar
  22. 22.
    F. B. C. Okoye, W. R. Sawadogo, J. Sendker, A. H. Aly, B. Quandt, V. Wray, A. Hensel, C. O. Esimone, A. Debbab, and M. Diederich, J. Ethnopharmacol., 176, 27 (2015).CrossRefGoogle Scholar
  23. 23.
    C. Y. Liu, D. N. Xie, L. L. An, Z. J. Li, C. L. Si, Y. S. Bae, G. Xu, and L. Wu, Chem. Nat. Compd., 53, 1020 (2017).CrossRefGoogle Scholar
  24. 24.
    C. L. Si, S. Fan, and L. L. An, Chem. Nat. Compd., 52, 1008 (2016).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Chuan-Ling Si
    • 1
    • 2
    • 3
    • 4
    Email author
  • Shilin Chen
    • 1
  • Zijiang Li
    • 1
  • Dan Liu
    • 3
  • Shuangxi Nie
    • 2
  • Ying Liu
    • 3
  • Lin Sun
    • 1
  • Xiaoyi Zhang
    • 1
  • Shujun Han
    • 1
  1. 1.Tianjin Key Laboratory of Pulp and PaperTianjin University of Science and TechnologyTianjinP. R. China
  2. 2.Guangxi Key Laboratory of Clean Pulp & Papermaking and Pollution Control, College of Light Industry and Food EngineeringGuangxi UniversityNanningP. R. China
  3. 3.Tianjin Jianfeng Natural Product R & D Co., Ltd.TianjinP. R. China
  4. 4.State Key Laboratory of Tree Genetics and BreedingNortheast Forestry UniversityHarbinP. R. China

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