Natural Products and Bioprospecting    2015, Vol. 5 Issue (5) : 263-270     DOI: 10.1007/s13659-015-0076-0
Original article |
Lanostane-Type Triterpenoids from Scilla scilloides and Structure Revision of Drimiopsin D
Fu-Cai Ren, Li-Xia Wang, Qin Yu, Xian-Jun Jiang, Fei Wang
BioBioPha Co., Ltd., Kunming 650201, People's Republic of China
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Abstract  Two hitherto unknown lanostane-type triterpenoids, namely scillascillol(1) and scillascillone(2), and a hitherto unknown norlanostane-triterpene glycoside, namely scillascilloside B-1(3), were isolated from the ethanol extract of the whole plants of Scilla scilloides. Their structures were elucidated on the basis of extensive spectroscopic studies. In addition, the structure of drimiopsin D(6a) has been revised as 2, 5-dimethoxy-8-methyl-1, 3, 6-trihydroxyxanthone(6) by reanalysis of the spectroscopic data.
Keywords Scilla scilloides      Lanostane      Scillascillol      Scillascillone      Structure revision     
Fund:This work was financially supported by "Largescale Compound Library" project of National Development and Reform Commission of China.
Issue Date: 11 February 2018
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Fu-Cai Ren,Li-Xia Wang,Qin Yu, et al. Lanostane-Type Triterpenoids from Scilla scilloides and Structure Revision of Drimiopsin D[J]. Natural Products and Bioprospecting, 2015, 5(5): 263-270.
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http://npb.kib.ac.cn/EN/10.1007/s13659-015-0076-0     OR     http://npb.kib.ac.cn/EN/Y2015/V5/I5/263
1. M. Pfosser, F. Speta, Ann. Missouri Bot. Gard. 86, 852-875 (1999)
2. M.Y. Fan, Y.M. Wang, Z.M. Wang, H.M. Gao, Chin. J. Chin. Mater. Med. 39, 162-170 (2014)
3. I. Kouno, N. Noda, Y. Ida, M. Sholichin, K. Miyahara, T. Komori, T. Kawasaki, Liebigs Ann. Chem. 1982, 306-314 (1982)
4. M. Sholichin, K. Miyahara, T. Kawasaki, Heterocycles 17, 251-257 (1982)
5. M. Sholichin, K. Miyahara, T. Kawasaki, Chem. Pharm. Bull. 33, 1756-1759 (1985)
6. S.M. Lee, H.K. Chun, C.H. Lee, B.S. Min, E.S. Lee, Y.H. Kho, Chem. Pharm. Bull. 50, 1245-1249 (2002)
7. Y. Nishida, M. Eto, H. Miyashita, T. Ikeda, K. Yamaguchi, H. Yoshimitsu, T. Nohara, M. Ono, Chem. Pharm. Bull. 56, 1022-1025 (2008)
8. M. Ono, D. Toyohisa, T. Morishita, H. Horita, S. Yasuda, Y. Nishida, T. Tanaka, M. Okawa, J. Kinjo, H. Yoshimitsu, T. Nohara, Chem. Pharm. Bull. 59, 1348-1354 (2011)
9. M. Ono, Y. Takatsu, T. Ochiai, S. Yasuda, Y. Nishida, T. Tanaka, M. Okawa, J. Kinjo, H. Yoshimitsu, T. Nohara, Chem. Pharm. Bull. 60, 1314-1319 (2012)
10. M. Ono, T. Ochiai, S. Yasuda, Y. Nishida, T. Tanaka, M. Okawa, J. Kinjo, H. Yoshimitsu, T. Nohara, Chem. Pharm. Bull. 61, 592-598 (2013)
11. F. Wang, Y. Gao, L. Zhang, B. Bai, Y.N. Hu, Z.J. Dong, Q.W. Zhai, H.J. Zhu, J.K. Liu, Org. Lett. 12, 3196-3199 (2010)
12. F. Wang, Y.J. Li, F.C. Ren, G.Z. Wei, J.K. Liu, Chem. Pharm. Bull. 59, 484-487 (2011)
13. F. Wang, D.S. Zhou, G.Z. Wei, F.C. Ren, J.K. Liu, Phytochemistry 77, 312-317 (2012)
14. F. Wang, X.L. Li, G.Z. Wei, F.C. Ren, J.K. Liu, Nat. Prod. Bioprospect. 3, 238-242 (2013)
15. D.A. Mulholland, C. Koorbanally, N.R. Crouch, P. Sandor, J. Nat. Prod. 67, 1726-1728 (2004)
16. A. Abdel-Lateff, C. Klemke, G.M. Konig, A.D. Wright, J. Nat. Prod. 66, 706-708 (2003)
17. Y. Mimaki, S. Kubo, Y. Kinoshita, Y. Sashida, L.G. Song, T. Nikaido, T. Ohmoto, Phytochemistry 34, 791-797 (1993)
18. K. Ori, M. Koroda, Y. Mimaki, H. Sakagami, Y. Sashida, Phytochemistry 64, 1351-1359 (2003)
19. H.T. Nguyen, G.Y. Song, J.A. Kim, J.H. Hyun, H.K. Kang, Y.H. Kim, Bioorg. Med. Chem. Lett. 20, 309-314 (2010)
20. D.C. Albach, C.H. Gotfredsen, S.R. Jensen, Phytochemistry 65, 2129-2134 (2004)
21. T. Kanchanapoom, Phytochemistry 68, 692-696 (2007)
22. Y.B. Zhuang, H. Yin, X.W. Zhang, W. Zhou, T. Liu, Helv. Chim. Acta 98, 699-703 (2015)
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