Rauvotetraphyllines A–E, new indole alkaloids from Rauvolfia tetraphylla

doi:10.1007/s13659-012-0012-5

Natural Products and Bioprospecting ›› 2012, Vol. 2 ›› Issue (2): 65-69.DOI: 10.1007/s13659-012-0012-5

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Rauvotetraphyllines A–E, new indole alkaloids from Rauvolfia tetraphylla

Yuan GAO^a,b,c, Dong-Sheng ZHOU^b, Ling-Mei KONG^a,c, Ping HAI^b, Yan LI^a, Fei WANG^a,b, Ji-Kai LIU^a

a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
b BioBioPha Co., Ltd., Kunming 650201, China;
c Graduate University of Chinese Academy of Sciences, Beijing 100039, China

Received:2012-02-10 Revised:2012-03-06 Online:2018-02-11 Published:2012-04-24
Supported by:
This work was financially supported by National Basic Research Program of China(973 Program)2009CB522300, the "West Light" program of Chinese Academy of Sciences, and Natural Product Library Program of BioBioPha.

Rauvotetraphyllines A–E, new indole alkaloids from Rauvolfia tetraphylla

Yuan GAO^a,b,c, Dong-Sheng ZHOU^b, Ling-Mei KONG^a,c, Ping HAI^b, Yan LI^a, Fei WANG^a,b, Ji-Kai LIU^a

a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
b BioBioPha Co., Ltd., Kunming 650201, China;
c Graduate University of Chinese Academy of Sciences, Beijing 100039, China

通讯作者: Ji-Kai LIU,E-mail:jkliu@mail.kib.ac.cn
基金资助:
This work was financially supported by National Basic Research Program of China(973 Program)2009CB522300, the "West Light" program of Chinese Academy of Sciences, and Natural Product Library Program of BioBioPha.

Abstract

Abstract: Five new indole alkaloids rauvotetraphyllines A-E(1-5), together with eight known analogues, were isolated from the aerial parts of Rauvolfia tetraphylla. The structures were established by means of spectroscopic methods.

Key words: Rauvolfia tetraphylla, indole alkaloid, rauvotetraphylline

摘要： Five new indole alkaloids rauvotetraphyllines A-E(1-5), together with eight known analogues, were isolated from the aerial parts of Rauvolfia tetraphylla. The structures were established by means of spectroscopic methods.

关键词: Rauvolfia tetraphylla, indole alkaloid, rauvotetraphylline

Yuan GAO, Dong-Sheng ZHOU, Ling-Mei KONG, Ping HAI, Yan LI, Fei WANG, Ji-Kai LIU. Rauvotetraphyllines A–E, new indole alkaloids from Rauvolfia tetraphylla[J]. Natural Products and Bioprospecting, 2012, 2(2): 65-69.

Yuan GAO, Dong-Sheng ZHOU, Ling-Mei KONG, Ping HAI, Yan LI, Fei WANG, Ji-Kai LIU. Rauvotetraphyllines A–E, new indole alkaloids from Rauvolfia tetraphylla[J]. 应用天然产物, 2012, 2(2): 65-69.

References

[1] Bemis, D. L.; Capodice, J. L.; Gorroochurn, P.; Katz, A. E.; Buttyan, R. Int. J. Oncol. 2006, 29, 1065-1073.
[2] Wright, C. W.; Phillipson, J. D.; Awe, S. O.; Kirby, G. C.; Warhurst, D. C.; Quetin-Leclercq, J.; Angenot, L. Phytother. Res. 1996, 10, 361-363.
[3] Hiwada, K. Ketsuatsu 2006, 13, 325-333.
[4] Neuss, N. Indole and Biogenetically Related Alkaloids; Academic Press:New York, 1980; Chapter 17.
[5] Gao, Y.; Wang, F.; Zhou, D. S.; Li, Y.; Liu, J. K. Nat. Prod. Bioprospect. 2011, 1, 104-107.
[6] Timmins, P.; Court, W. E. Phytochemistry 1976, 15, 733-735.
[7] Kan, C.; Potier, P.; Kan, S. K.; Jokela, R.; Lounasma, M. Phytochemistry 1986, 25, 1783-1784.
[8] Arthur, H. R.; Johns, S. R.; Lamberton, J. A.; Loo, S. N. Aust. J. Chem. 1968, 21, 1399-1401.
[9] Martìnez, J. A.; Velez, H.; Santana, T. Phytochemistry 1989, 28, 961-962.
[10] Itoh, A.; Kumashiro, T.; Yamaguchi, M.; NagaKura, N.; Mizushina, Y.; Nishi, T.; Tanahashi, T. J. Nat. Prod. 2005, 68, 848-852.
[11] Sheludko, R.; Gerasimenko, I.; Kolshorn, H.; Stockigt, J. J. Nat. Prod. 2002, 65, 1006-1010.
[12] Schübel, H.; Treiber, A.; Stokigt, J. Helv. Chim. Acta 1984, 67, 2078-2081.
[13] Verpoorte, R. J. Nat. Prod. 1986, 1, 1-25.
[14] Boger, D. L.; Wysocki Jr., R. J. J. Org. Chem. 1989, 54, 714-718.
[15] Yu, J. M.; Wang, T.; Liu, X. X.; Deschamps, J.; FlippenAnderson, J.; Liao, X. B.; Cook, J. M. J. Org. Chem. 2003, 68, 7565-7581.
[16] Katoa, L.; Bragaa, R. M.; Kochb, I.; Kinoshitab, L. S. Phytochemistry 2002, 60, 315-320.
[17] Li, L.; He, H. P.; Zhou, H.; Hao, X. J. Nat. Prod. Res. Dev. 2007, 19, 235-239.
[18] Pousset, J. L.; Poisson, J.; Olivier, L.; Le Men, J.; Janot, M. M. C. R. Acad. Sci. 1965, 261, 5538.
[19] Mosmann, T. J. Immunol. Methods 1983, 65, 55-63.
[20] Reed, L. J.; Muench, H. Am. J. Hyg. 1938, 27, 493-497.

Rauvotetraphyllines A–E, new indole alkaloids from Rauvolfia tetraphylla

Rauvotetraphyllines A–E, new indole alkaloids from Rauvolfia tetraphylla

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