Two new flavones, 6,4′-dimethoxy-8-formylflavone (1) and 6,7-dimethoxy-8-acetyl-4′-hydroxyflavone (2), together with five known flavones (3–7), were isolated from the leaves and stems of Hypericum chinense. The structure of 1–7 was elucidated by spectroscopic methods including extensive 1D and 2D NMR techniques. Compounds 1, 2, 6, and 7 were evaluated for their anti-tobacco mosaic virus (anti-TMV) activity. The results showed that compound 1 shows high anti-TMV activity with an inhibition rate of 31.4%, which is close to that of the positive control.
Similar content being viewed by others
References
P. Avato, Stud. Nat. Prod. Chem., 30, 603 (2005).
S. Gibbons, B. Ohlendorf, and I. Johnsen, Fitoterapia, 73, 300 (2002).
Z. Y. Xiao and Q. Mu, Nat. Prod. Res. Dev., 19, 344 (2007).
K. S. Masters and S. Brase, Chem. Rev., 112, 3717 (2012).
S. Abe, N. Tanaka, and J. Kobayashi, J. Nat. Prod., 75, 484 (2012).
N. Tanaka, S. Abe, K. Hasegawa, M. Shiro, and J. Kobayashi, Org. Lett., 13, 5488 (2011).
W. Wang, Y. H. Zeng, K. Osman, K. Shinde, M. Rahman, S. Gibbons, and Q. Mu, J. Nat. Prod., 73, 1815 (2010).
Y. Wu, S. D. Zhou, and P. Li, Acta Pharm. Sinica, 37, 562 (2002).
Y. K. Li, Y. Xu, J. Wu, S. J. Wang, Y. L. Meng, Y. Q. Ye, H. Y. Yang, X. M Gao, and Q. F. Hu, Heterocycles, 87, 2625 (2013).
D. Q. Yu and J. S. Yang, Handbook of Analytical Chemistry (7th vol.), Nuclear Magnetic Resonance Spectroscopy, 2nd Edn., Chemical Industry Press, Beijing, 1999, p. 816.
G. P. Li, L. F. Wu, H. T. Huang, X. M. Gao, and Q. F. Hu, Chem. Nat. Compd., 49, 617 (2013).
S. A. Khalid and P. G. Waterman, Phytochemistry, 20, 1719 (1981).
H. Sasaki, Y. Kashiwada, H. Shibatav, and Y. Takaishi, Planta Med., 78, 1851 (2012).
Q. F. Hu, B. Zhou, J. M. Huang, Z. Y. Jiang, X. Z. Huang, L. Y. Yang, X. M. Gao, G. Y. Yang, and C. T. Che, J. Nat. Prod., 76, 1866 (2013).
Z. Y. Chen, J. L. Tan, G. Y. Yang, M. M. Miao, Z. Y. Chen, and T. F. Li, Phytochem. Lett., 5, 233 (2012).
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).
W. Zhao, X. Y. Zeng, T. Zhang, L. Wang, G. Y. Yang, Y. K. Chen, Q. F. Hu, and M. M. Miao, Phytochem. Lett., 6, 179 (2013).
B. N. Jing, Z. Q. Ma, J. T. Feng, H. Y. Liang, C. Li, and X. Zhang, J. Phytopathol., 160, 181 (2012).
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).
Q. F. Hu, B. Zhou, X. M. Gao, L. Y. Yang, L. D. Shu, Y. Q. Shen, G. P. Li, C. T. Che, and G. Y. Yang, J. Nat. Prod., 75, 1909 (2012).
Acknowledgment
This research was supported by the National Natural Science Foundation of China (No. 21362044), the Excellent Scientific and Technological Team of Yunnan High School (2010CI08), and the Yunnan University of Nationalities Green Chemistry and Functional Materials Research for Provincial Innovation Team (2011HC008).
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2015, pp. 722–724.
Rights and permissions
About this article
Cite this article
Zhou, B., Li, Y., Wu, X. et al. Two New Flavones from Hypericum chinense and Their Anti-Tobacco Mosaic Virus Activity. Chem Nat Compd 51, 840–843 (2015). https://doi.org/10.1007/s10600-015-1429-y
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-015-1429-y