Chemistry of Natural Compounds

, Volume 53, Issue 3, pp 440–443 | Cite as

Isocoumarins from the Leaves of Nicotiana tabacum and Their Anti-Tobacco Mosaic Virus Activities

  • Yun Wang
  • Chun-Bo Liu
  • Qin-Peng Shen
  • Feng-Mei Zhang
  • Pei He
  • Zhi-Hua Liu
  • Hong-Bin Zhang
  • Ming-Ming Miao
  • Xiao-Dong Yang
  • Guang-Yu Yang
Article
First Online:
Received:

Two new isocoumarins, tabaisocoumarins D and E (1 and 2), together with four known isocoumarins (3–6) were isolated from the leaves of Nicotiana tabacum. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic studies. Compounds 1, 2, 5, and 6 were tested for their anti-tobacco mosaic virus (anti-TMV) activities. The results revealed that compounds 1, 2, 5, and 6 showed potential anti-TMV activities with inhibition rate of 26.8, 25.4, 22.6, and 23.5%, respectively.

Keywords

isocoumarins Nicotiana tabacum anti-tobacco mosaic virus activities 
This is a preview of subscription content, log in to check access.

Notes

Acknowledgment

This research was supported by the National Natural Science Foundation of China (Nos. 21562049, 31360081, and 31400303) and Natural Science Foundation of Yunnan Province (Nos. 2014FB163, 2015FB162).

References

  1. 1.
    The Editorial Committee of the Administration Bureau of Flora of China, Flora of China, Vol. 67, Beijing Science and Technology Press, Beijing, 2005.Google Scholar
  2. 2.
    T. W. Hu and Z. Mao, Tob. Control, 15, i37 (2006).CrossRefPubMedPubMedCentralGoogle Scholar
  3. 3.
    M. M. Miao, L. Li, Q. P. Shen, C. B. Liu, Y. K. Li, T. Zhang, F. M. Zhang, P. He, K. M. Wang, R. Z. Zhu, Y. K. Chen, and G. Y. Yang, Fitoterapia, 103, 260 (2015).CrossRefPubMedGoogle Scholar
  4. 4.
    G. Y. Yang, W. Zhao, Y. K. Chen, Z. Y. Chen, Q. F. Hu, and M. M. Miao, Asian. J. Chem., 25, 4932 (2013).Google Scholar
  5. 5.
    X. C. Wei, S. C. Sumithran, A. G. Deaciuc, H. R. Burton, L. P. Bush, L. P. Dwoskin, and P. A. Crooks, Life Sci., 78, 495 (2005).CrossRefPubMedGoogle Scholar
  6. 6.
    T. Braumann, G. Nicolaus, W. Hahn, and H. Elmenhorst, Phytochemistry, 29, 3693 (1990).CrossRefGoogle Scholar
  7. 7.
    Y. K. Chen, X. S. Li, G. Y. Yang, Z. Y. Chen, Q. F. Hu, and M. M. Miao, J. Asian Nat. Prod. Res., 14, 450 (2012).CrossRefPubMedGoogle Scholar
  8. 8.
    X. M. Gao, X. S. Li, X. Z. Yang, H. X. Mu, Y. K. Chen, G. Y. Yang, and Q. F. Hu, Heterocycles, 85, 147 (2012).CrossRefGoogle Scholar
  9. 9.
    J. X. Chen, H. Q. Leng, Y. X. Duan, W. Zhao, G. Y. Yang, Y. D. Guo, Y. K. Chen, and Q. F. Hu, Phytochem. Lett., 6, 144 (2013).CrossRefGoogle Scholar
  10. 10.
    W. Zhao, L. Li, P. Lei, L. Yang, S. Z. Shang, J. G. Tang, G. Y. Yang, Y. K. Chen, and M. M. Miao, Phytochem. Lett., 12, 125 (2015).CrossRefGoogle Scholar
  11. 11.
    H. Q. Leng, J. X. Chen, Y. Hang, Y. X. Duan, G. Y. Yang, Y. K. Chen, Y. D. Guo, Q. F. Hu, and M. M. Miao, Chem. Nat. Compd., 49, 1028 (2014).CrossRefGoogle Scholar
  12. 12.
    G. Y. Yang, W. Zhao, T. Zhang, Y. X. Duan, Z. H. Liu, M. M. Miao, and Y. K. Chen, Heterocycles, 89, 183 (2014).CrossRefGoogle Scholar
  13. 13.
    S. Z. Shang, W. X. Xu, P. Lei, W. Zhao, J. G. Tang, M. M. Miao, H. D. Sun, J. X. Pu, Y. K. Chen, and G. Y. Yang, Fitoterapia, 99, 35 (2014).CrossRefPubMedGoogle Scholar
  14. 14.
    S. Z. Shang, Y. X. Duan, X. Zhang, J. X. Pu, H. D. Sun, Z. Y. Chen, Mi. M. Miao, G. Y. Yang, and Y. K. Chen, Phytochem. Lett., 7, 413 (2014).Google Scholar
  15. 15.
    S. Z. Shang, W. X. Xu, L. Li, J. G. Tang, W. Zhao, P. Lei, M. M. Miao, H. D. Sun, J. X. Pu, Y. K. Chen, and G. Y. Yang, Phytochem. Lett., 11, 53 (2015).CrossRefGoogle Scholar
  16. 16.
    Y. Q. Ye, C. F. Xia, J. X. Yang, Y. C. Yang, X. M. Gao, G. Du, H. Y. Yang, Y. K. Li, and Q. F. Hu, Heterocycles, 89, 2369 (2014).CrossRefGoogle Scholar
  17. 17.
    J. F. Tian, R. J. Yu, X. X. Li, H. Gao, D. Hu, L. D. Guo, J. S. Tang, and X. S. Yao, J. Asian Nat. Prod. Res., 17, 550 (2015).CrossRefPubMedGoogle Scholar
  18. 18.
    Y. Wang, M. H. Yang, X. B. Wang, T. X. Li, and L. Y. Kong, Fitoterapia, 99, 153 (2014).CrossRefPubMedGoogle Scholar
  19. 19.
    Q. F. Hu, B. Zhou, J. M. Huang, X. M. Gao, L. D. Shu, G. Y. Yang, and C. T. Che, J. Nat. Prod., 76, 292 (2013).CrossRefPubMedGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  • Yun Wang
    • 1
    • 2
  • Chun-Bo Liu
    • 2
  • Qin-Peng Shen
    • 2
  • Feng-Mei Zhang
    • 2
  • Pei He
    • 2
  • Zhi-Hua Liu
    • 2
  • Hong-Bin Zhang
    • 1
  • Ming-Ming Miao
    • 2
  • Xiao-Dong Yang
    • 1
  • Guang-Yu Yang
    • 2
  1. 1.School of Chemical Science and TechnologyYunnan UniversityKunmingP. R. China
  2. 2.Key Laboratory of Tobacco Chemistry of Yunnan Province, Research and Development CenterChina Tobacco Yunnan Industrial Co., Ltd.KunmingP. R. China

Personalised recommendations