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Carinatines A and B, Lycopodium Alkaloids from Phlegmariurus carinatus |
Fei Liu1,2, Yu-Cheng Liu1,2, Wei-Wei Jiang1,2, Juan He1, Xing-De Wu1, Li-Yan Peng1, Jia Su1, Xiao Cheng1, Qin-Shi Zhao1 |
1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Science, Kunming 650201, People's Republic of China; 2. University of the Chinese Academy of Sciences, Beijing 100049, People's Republic of China |
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Abstract Carinatine A(1), a C16N2-type Lycopodium alkaloid possessing a 5/6/6/6 ring system formed by a new C-4/C-12 bond, and carinatine B(2), the first derivative of lycojaponicumin C, along 16 known compounds, were isolated from the whole plant of Phlegmariurus carinatus. Their structures were elucidated based on the spectroscopic data. The two new isolates were no inhibitory activity for the acetylcholinesterase(AChE).
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Keywords
Lycopodium alkaloid
Phlegmariurus carinatus
Carinatines A and B
Acetylcholinesterase (AChE) inhibitory activity
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Fund:This work was financially supported by the National Natural Science Foundation of China(No. U0932602) and the National Basic Research Program of China(973 Program No. 2011CB915503). |
Issue Date: 11 February 2018
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1. M. Kitajima, H. Takayama, Top. Curr. Chem. 309, 1-31 (2012) 2. Y. Hirasawa, J. Kobayashi, H. Morita, Heterocycles 77, 679-729 (2009) 3. J. Kobayashi, H. Morita, in The Alkaloids, ed. by G. A. Cordell, vol 61 (Academic Press, New York, 2005), p. 1 4. X. Ma, D.R. Gang, Nat. Prod. Rep. 21, 752-772 (2004) 5. R.A. Murphy, R. Sarpong, Chem. Eur. J. 20, 42-56 (2014) 6. L. Zhao, C. Tsukano, E. Kwon, Y. Takemoto, M. Hirama, Angew Chem. Int. Ed. Engl. 52, 1722-1725 (2013) 7. X.J. Wang, L. Li, Y.K. Si, S.S. Yu, S.G. Ma, X.Q. Bao, D. Zhang, J. Qu, Y.B. Liu, Y. Li, Tetrahedron 69, 6234-6240 (2013) 8. X.C. Zhang, L.B. Zhang, Flora of China (chapter 3), vol. 6 (Science Press, Beijing, 2004), pp. 53-54 9. Y.G. Wu, L.R. Song, Chinese materia medica, vol. 4 (Shanghai science and Technology Press, Shanghai, 1998), p. 0357 10. L.B. Dong, Y.N. Wu, S.Z. Jiang, X.D. Wu, J. He, Y.R. Yang, Q.S. Zhao, Org. Lett. 16, 2700-2703 (2014) 11. J.T. Cheng, F. Liu, X.N. Li, X.D. Wu, L.B. Dong, L.Y. Peng, S.X. Huang, J. He, Q.S. Zhao, Org. Lett. 15, 2438-2441 (2013) 12. L.B. Dong, X. Gao, F. Liu, J. He, X.D. Wu, Y. Li, Q.S. Zhao, Org. Lett. 15, 3570-3573 (2013) 13. F. Liu, X.D. Wu, J. He, X. Deng, L.Y. Peng, H.R. Luo, Q.S. Zhao, Tetrahedron Lett. 54, 4555-4557 (2013) 14. L.B. Dong, J. Yang, J. He, H.R. Luo, X.D. Wu, X. Deng, L.Y. Peng, X. Cheng, Q.S. Zhao, Chem. Commun. 48, 9038-9040 (2012) 15. J. He, X.Q. Chen, M.M. Li, Y. Zhao, G. Xu, X. Cheng, L.Y. Peng, M.J. Xie, Y.T. Zheng, Y.P. Wang, Q.S. Zhao, Org. Lett. 11, 1397-1400 (2009) 16. X.J. Wang, G.J. Zhang, P.Y. Zhuang, Y. Zhang, S.S. Yu, X.Q. Bao, D. Zhang, Y.H. Yuan, N.H. Chen, S.G. Ma, J. Qu, Y. Li, Org. Lett. 14, 2614-2617 (2012) 17. G.L. Ellman, K.D. Courtney, V.J. Andres, R.M. Featherstone, Biochem Pharmacol. 7, 88-95 (1961) 18. Y.R. Yang, Z.W. Lai, L. Shen, J.Z. Huang, X.D. Wu, J.L. Yin, K. Wei, Org. Lett. 12, 3430-3433 (2010) 19. W.A. Ayer, G.C. Kasitu, Can. J. Chem. 67, 1077-1086 (1989) 20. W.A. Ayer, Y. Fukazawa, P.P. Singer, B. Altenkirk, Tetrahedron Lett. 14, 5045-5048 (1973) 21. K. Katakawa, H. Mito, N. Kogure, M. Kitajima, S. Wongseripipatana, M. Arisawa, H. Takayama, Tetrahedron 67, 6561-6567 (2011) 22. H. Takayama, K. Katakawa, M. Kitajima, K. Yamaguchi, N. Aimi, Tetrahedron Lett. 43, 8307-8311 (2002) 23. S. Tong, G. Xiang, Chin. Bull. Bot. 26, 411-415 (1984) 24. T. Hu, R.F. Chandler, A.W. Hanson, Tetrahedron Lett. 28, 5993-5996 (1987) 25. W.A. Harrison, M. Curcumelli-Rodostamo, D.F. Carson, L.R.C. Barclay, D.B. MacLean, Can. J. Chem. 39, 2086-2099 (1961) 26. K. Bodeker, Justus Liebigs Ann. Chem. 208, 363 (1881) 27. W.A. Ayer, G.G. Iverach, Tetrahedron Lett. 3, 87-92 (1962) 28. T.T.S. Nakashima, P. Peter, L.M. Browne, W.A. Ayer, Can. J. Chem. 53, 1936-1942 (1975) 29. W.A. Ayer, B. Altenkirk, Can. J. Chem. 47, 499-502 (1969) 30. H. Morita, Y. Hirasawa, J.I. Kobayashi, J. Nat. Prod. 68, 1809-1812 (2005) 31. L. Nyembo, N. Kahindo, J.C. Braekman, C. Hootele, Bull. Soc. Chim. Belg. 85, 595-604 (1976) 32. Y. Hirasawa, T. Tanaka, J.I. Kobayashi, N. Kawahara, Y. Goda, H. Morita, Chem. Pharm. Bull. 56, 1473-1476 (2008) 33. F.A.L. Anet, C.R. Eves, Can. J. Chem. 36, 902-909 (1958) |
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