Two new flavones, 8,4′-dimethoxy-6-(2-oxopropyl)-flavone (1) and 8,4′-dimethoxy-6-(3-hydroxypropyl)- flavone (2), were isolated from the seeds of Arctium lappa. Their structures were elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compounds 1 and 2 were evaluated for their anti-methicillin-resistant Staphylococcus aureus (anti-MRSA) activity. The results showed that compounds 1 and 2 exhibited weak active with diameter of inhibition zone (IZD) 10.8 ± 1.0 and 9.3 ± 0.8 mm, respectively. Compounds 1 and 2 were also tested for antioxidant activity, and they show good antioxidant activity with IC50 values of 3.85 and 3.47 μg/mL, respectively.
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References
R. Lin and Z. Shi, Flora of China, Vol. 78, Chinese Science Press, Beijing, 1987, p. 58.
T. Ozawa, J. Pharm. Soc. Jpn., 16, 551 (1952).
M. Abe, K. Ueno, Y. Ishiguro, T. Omori, S. Onodera, and N. Shiomi, J. Appl. Glycosci., 56, 239 (2009).
Y. S. Chan, L. N. Cheng, J. H. Wu, E. Chan, Y. W. Kwan, S. M. Lee, G. P. Leung, P. H. Yu, and S. C. Wan, Inflammopharmacology, 19, 245 (2011).
T. Matsumoto, K. Hosononishiyama, and H. Yamada, Planta Med., 72, 276 (2005).
Y. N. Yang, X. Y. Huang, Z. M. Feng, J. S. Jiang, and P. C. Zhang, J. Agric. Food Chem., 63, 7958 (2015).
C. Lou, Z. Zhu, Y. Zhao, R. Zhu, and H. Zhao, Oncol. Rep., 37, 179 (2017).
J. M. Yoo, J. H. Yang, H. J. Yang, W. K. Cho, and J. Y. Ma, Int. J. Mol. Med., 37, 501 (2016).
I. Iochkova, Dokl. Boly. Akac. Nauk., 42, 43 (1989).
X. W. Jiang, J. P. Bai, Q. Zhang, X. L. Hu, X. Tian, J. Zhu, J. Liu, W. H. Meng, and Q. C. Zhao, Phytochem. Lett., 15, 159 (2016).
B. Hou, W. Wang, H. Gao, S. Cai, and C. Wang, J. Int. Med. Res., 46, 158 (2018).
Z. Zheng, X. Wang, P. Liu, M. Li, H. Dong, and X. Qiao, Molecules, 23, E429 (2018).
A. R. C. Souza, A. R. Guedesa, J. M. F. Rodriguez, M. C. M. Bombardelli, and M. L. Corazza, J. Supercrit. Fluid., 140, 137 (2018).
Z. Lou, C. Li, X. Kou, F. Yu, H. Wang, G. M. Smith, and S. Zhu, J. Food. Prot., 79, 1404 (2016).
G. L. Hostetler, R. A. Ralston, and S. J. Schwartz, Adv. Nutr., 8 (3), 423 (2017).
V. D. Amelia, R. Aversano, P. Chiaiese, and D. Carputo, Phytochem. Rev., 17, 611 (2018).
T. Y. Wang, Q. Li, and K. S. Bi, Asian. J. Pharm. Sci., 13, 12 (2018).
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).
B. Zhou, Y. K. Li, X. X. Wu, M. Li, Y. Q. Ye, X. M. Gao, and Q. F. Hu, Chem. Nat. Compd., 51, 840 (2015).
M. Zhou, K. Zhou, P. He, K. M. Wang, R. Z. Zhu, Y. D. Wang, W. Dong, G. P. Li, H. Y. Yang, Y. Q. Ye, G. Du, X. M. Li, and Q. F. Hu, Planta Med., 82, 414 (2016).
Clinical and Laboratory Standards Institute, Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically, Approved Standard, Vol. 32, Clinical and Laboratory Standards Institute, Wayne, PA, USA, 9th edition (2012).
E. Tripoli, M. Guardia, S. Giammanco, D. Majo, and M. Giammanco, Food Chem., 104, 466 (2007).
Acknowledgment
This work was financially supported by the Joint Foundation of Yunnan Province-Kunming Medical University [2017FE468(-186)], the Research Foundation of China Tobacco Yunnan Industrial Co., Ltd (No. 2017JC05), and the National Natural Science Foundation of China (No. 81660717).
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Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2019, pp. 886–889.
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Liang, MJ., Deng, L., Zeng, WL. et al. Two New Flavones from the Seeds of Arctium lappa and Their Bioactivity. Chem Nat Compd 55, 1028–1031 (2019). https://doi.org/10.1007/s10600-019-02886-2
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DOI: https://doi.org/10.1007/s10600-019-02886-2