A new benzylated alkamide, N-(3-methoxybenzyl)hexadec-9Z-enamide (1), and a known analogue (2) were isolated from the roots of Lepidium meyenii. Their structures were elucidated by extensive NMR and MS spectroscopic analyses. All the isolated alkamides were evaluated for their cytotoxicity against five human cancer cell lines but found to be insignificant at concentrations up to 40 μM.
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Y. Wang, Y. Wang, B. McNeil, and L. M. Harvey, Food Res. Int., 40, 783 (2007).
J. Rubio, S. Yucra, M. Gasco, and G. F. Gonzales, Toxicol. Mech. Methods, 21, 628 (2011).
F. Uchiyama, T. Jikyo, R. Takeda, and M. Ogata, J. Ethnopharmacol., 151, 897 (2014).
B. L. Zheng, K. He, C. H. Khim, L. Rogers, Y. Shao, Z. Y. Huang, Y. Lu, S. J. Yan, L. C. Qien, and Q. Y. Zheng, Urology, 55, 598 (2000).
R. Vecera, J. Orolin, N. Skottova, L. Kazdova, O. Oliyarnik, J. Ulrichova, and V. Simanek, Plant Food. Hum. Nutr., 62, 59 (2007).
W. Wang, Y. Zou, Q. Li, R. W. Mao, X. J. Shao, D. Jin, D. H. Zheng, T. Zhao, H. F. Zhu, L. Zhang, L. Q. Yang, and X. Y. Wu, Process Biochem., 51, 542 (2016).
M. Zhou, H. Y. Ma, Z. H. Liu, G. Y. Yang, G. Du, Y. Q. Ye, G. P. Li, and Q. F. Hu, J. Agr. Food Chem., 65, 1887 (2017).
M. Zhou, H. Y. Ma, H. H. Xing, P. Li, G. P. Li, H. C. Geng, Q. F. Hu, and G. Y. Yang, Org. Lett., 19, 4952 (2017).
M. Y. Yu, X. J. Qin, L. D. Shao, X. R. Peng, L. Li, H. Yang, and M. H. Qiu, Tetrahedron Lett., 58, 1684 (2017).
M. Zhou, R. Q. Zhang, Y. J. Chen, L. M. Liao, Y. Q. Sun, Z. H. Ma, Q. F. Yang, P. Li, Y. Q. Ye, and Q. F. Hu, Phytochem. Lett., 23, 137 (2018).
H. Wu, C. J. Kelley, A. Pino-Figueroa, H. D. Vu, and T. J. Maher, Bioorgan. Med. Chem., 21, 5188 (2013).
J. P. Zhao, I. Muhammad, D. C. Dunbar, J. Mustafa, and I. A. Khan, J. Agric. Food Chem., 53, 690 (2005).
M. Aursand and H. Grasdalen, Chem. Phys. Lipids, 62, 239 (1992).
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).
L. J. Reed and H. Muench, Am. J. Epidemiol., 27, 493 (1938).
Acknowledgment
This research was supported by the National Natural Science Foundation of China (Nos. 21262048 and 31560099) and the Programs for Open Project from Key Laboratory of Tobacco Technology and Equipment Research (No. 2016GYSYS03).
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Published in Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2019, pp. 594–596.
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Liu, W.X., Dong, M., Zhang, R.Q. et al. New Benzylated Alkamide from the Roots of Lepidium meyenii. Chem Nat Compd 55, 696–699 (2019). https://doi.org/10.1007/s10600-019-02781-w
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DOI: https://doi.org/10.1007/s10600-019-02781-w