Two new chromone derivatives, 5-(isobutyryl)-2-(2-oxopropyl)-7-methoxy-4H-chromen-4-one (1) and 5-(isobutyryl)-2-(2-oxopropyl)-6-methoxy-4H-chromen-4-one (2), were isolated from Cassia nomame. Their structures were elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compounds 1 and 2 were evaluated for their anti-tobacco mosaic virus (anti-TMV) activity. The results showed that compounds 1 and 2 showed potential anti-TMV activities with inhibition rates of 28.7% and 31.2%, at the concentration of 20 μM, respectively. These rates are close to that of positive control.
Similar content being viewed by others
References
D. L. Wu, Flora of China, Vol. 39, Chinese Science Press, Beijing, 1988, p. 123.
J. Cai, J. Q. He, X. M. Wang, X. Shu, and Li Wu, Chin. J. Agric. Sci. Bull., 27 (22), 142 (2011).
S. Q. Liu, Z. H. Liu, J. A. Huang, and Z. P. Shi, Chin. Food. Sci., 26, 245 (2005).
N. Marchitto, F. Sindona, A. Fabrizio, M. Mauti, S. Andreozzi, S. Dalmaso, and G. Raimondi, Minerva Cardioangiol.,66, 124 (2018).
S. Kitanaka and M. Takido, J. Nat. Prod., 48, 849 (1985).
F. S. Eang, Y. L. Ding, and X. M. Deng, Chin. Pharm. J., 35, 37 (2000).
S. Kitanaka and M. Takido, Phytochemistry, 31, 2927 (1992).
T. Konishi, K. Naitou, S. Kadowaki, Y. Takahara, and K. Yamamoto, Biofactors, 22, 99 (2004).
T. Hatano, A. Yamashita, T. Hashimoto. H. Ito, N. Kubo, M. Yoshiyama, S. Shimura, Y. Itoh, T. Okuda, and T. Yoshida, Phytochemistry, 46, 893 (1997).
C. Maicheen, N. Phosrithong, and J. Ungwitayatorn, Med. Chem. Res., 26, 662 (2017).
T. Oganesyan, V. A. Tuskaev, and L. S. Sarkisov, Pharm. Chem. J., 28, 884 (1994).
Y. K. Li, Y. L. Meng, Y. C. Yang, Y. Qin, C. F. Xia, Y. Q. Ye, X. M. Gao, and Q. F. Hu, Phytochem. Lett., 10, 46 (2014).
Q. F. Hu, L. M. Li, D. L. Zhu, Z. H. Yu, J. B. Zhan, J. Lou, Y. D. Wang, K. Zhou, Y. K. Li, and X. M. Gao, Heterocycles, 91, 1980 (2015).
M. Zhou, K. Zhou, X. M. Gao, Z. Y. Jiang, J. J. Lv, Z. H. Liu, G. Y. Yang, M. M. Miao, C. T. Che, and Q. F. Hu, Org. Lett., 17, 2638 (2015).
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).
M. Zhou, G. Du, H. Y. Yang, C. F. Xia, J. X. Yang, Y. Q. Ye, X. M. Gao, X. N. Li, and Q. F. Hu, Planta Med., 81, 235 (2015).
Y. P. Wu, G. H. Kong, W. Li, N. J. Xiang, L. X. Liu, G. R. Yang, X. P. Lu, and Q. Liu, Heterocycles, 91, 1815 (2015).
M. Zhou, M. M. Miao, G. Du, S. Z. Shang, W. Zhao, Z. H. Liu, G. Y. Yang, C. T. Che, Q. F. Hu, and X.-M. Gao, Org. Lett., 16, 5016 (2014).
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).
Acknowledgment
This research was supported by the National Natural Science Foundation of China (No. 21562044), the Research Foundation of China Tobacco Yunnan Industrial Co., Ltd. (No. 2017JC05), and the Young Academic and Technical Leader Rising Foundation of Yunnan Province (2017HB071).
Author information
Authors and Affiliations
Corresponding authors
Rights and permissions
About this article
Cite this article
Liao, LM., Sun, YQ., Li, J. et al. Two New Chromone Derivatives from Cassia nomame and their Anti-Tobacco Mosaic Virus Activity. Chem Nat Compd 56, 58–61 (2020). https://doi.org/10.1007/s10600-020-02943-1
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-020-02943-1