We studied the alkaloid constituents and bioactivity of Sophora flavescens (Leguminosae). The constituents were isolated with silica gel column chromatography, semi-preparative HPLC, Sephadex LH-20, and MPLC packed with MCI gel, and their structures were elucidated on the basis of physical characteristics and spectral data. Compounds 1 and 5–8 were evaluated for their in vitro cytotoxicity against human tumor HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines. Ten alkaloids were obtained, and their structures were identified as 17β-hydroxysophoridine (1), matrine (2), sophocarpine (3), sophoridine (4), isomatrine (5), 7,11-dehydromatrine (6), mamanine (7), sophoranol (8), oxymatrine (9), and oxysophocarpine (10). Compound 1 is a new alkaloid, and compound 7 was isolated from the Sophora flavescens for the first time. None of the compounds were cytotoxic to five human cancer cell lines.
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References
K. L. Miao, J. Z. Zhang, Y. Dong, and Y. F. Xi, Nat. Prod. Res. Dev., 13, 69 (2001).
R. Shakirov, M. V. Telezhenetskaya, I. A. Bessonova, S. F. Aripova, I. A. Israilov, M. N. Sultankhodzhaev, V. I. Vinogradova, V. I. Akhmedzhanova, T. S. Tulyaganov, B. T. Salimov, and V. A. Tel’nov, Chem. Nat. Compd., 32, 102 (1996).
S. S. Zhang, Y. L. An, Y. Hua, R. Lei, and Z. Z. Du, Chin. J. Ethnomed. Ethnopharm., 17, 8 (2008).
D. Li, H. J. Zuo, H. Y. Gao, and L. J. Wu, J. Shenyang Pharm. Univ., 21, 346 (2004).
V. Galasso, F. Asaro, F. Berti, B. Pergolese, B. Kovac, and F. Pichierri, Chem. Phys., 330, 457 (2006).
A. Ueno, K. Morinaga, S. Fukushima, Y. Litaka, Y. Koiso, and S. Okuda, Chem. Pharm. Bull., 23, 2560 (1975).
I. Murakoshi, E. Kidoguchi, J. Haginiwa, S. Ohmiya, K. Higashiyama, and H. Otomasu, Phytochemistry, 21, 2379 (1982).
M. M. Kadooka, M. Y. Chang, H. Fukami, P. J. Scheuer, J. Clardy, B. A. Solheim, and J. P. Springer, Tetrahedron, 32, 919 (1976).
Y. Y. Zhao, Q. Y. Pang, J. B. Liu, Y. Y. Chen, and Z. C. Lou, Nat. Prod. Res. Dev., 6, 15 (1994).
Z. Lin, C. F. Huang, X. S. Liu, and J. K. Jiang, Basic Clin. Pharmacol. Toxicol., 108, 304 (2010).
A. Monks, D. Scudiero, P. Skehan, R. Shoemaker, K. Paul, D. Vistica, C. Hose, J. Langley, P. Cronise, A. Vaigro-Wolff, M. Gray-Goodrich, H. Campbell, J. Mayo, and M. Boyd, J. Natl. Cancer Inst., 83, 757 (1991).
Acknowledgment
This work was financially supported by the National Natural Science Foundation (Grant Nos. U0932602 and 90813004) and the 973 Program (Grant Nos. 2011CB915503 and 2009CB522300).
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Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2014, pp. 758–760.
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Lei, W., Xing-De, W., Juan, H. et al. A New Quinolizidine Alkaloid from Sophora flavescens . Chem Nat Compd 50, 876–879 (2014). https://doi.org/10.1007/s10600-014-1104-8
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DOI: https://doi.org/10.1007/s10600-014-1104-8