A new type of monoterpenoid indole alkaloid precursor from alstonia rostrata

Organic Letters

Volumn 13, Issue 14, 2011, Pages 3568-3571

  Cai, Xiang Hai ^a   Bao, Mei Fen ^a   Zhang, Yu ^a   Zeng, Chun Xia ^a   Liu, Ya Ping ^a   Luo, Xiao Dong ^a  

^a KUNMING INSTITUTE OF BOTANY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALSTROSTINE A; ALSTROSTINE B; ANTINEOPLASTIC AGENT; IRIDOID; RAUWOLFIA ALKALOID; SECOLOGANIN; STRICTOSIDINE; TRYPTOPHAN; VINCA ALKALOID;

ALSTONIA; ARTICLE; CELL STRAIN HL 60; CHEMICAL STRUCTURE; CHEMISTRY; DRUG SCREENING; HUMAN; ISOLATION AND PURIFICATION; SYNTHESIS;

ALSTONIA; ANTINEOPLASTIC AGENTS, PHYTOGENIC; DRUG SCREENING ASSAYS, ANTITUMOR; HL-60 CELLS; HUMANS; IRIDOID GLUCOSIDES; MOLECULAR STRUCTURE; SECOLOGANIN TRYPTAMINE ALKALOIDS; TRYPTOPHAN; VINCA ALKALOIDS;

EID: 79960153357     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200996a     Document Type: Article

References (31)

1. Ziegler, J; Facchini, P. J. Ann. Rev. Plant Biol. 2008, 59, 736
2. Stockigt, J.; Panjikar, S. Nat. Prod. Rep. 2007, 24, 1382
3. Tietze, L. F.; Bachman, D. C. J.; Schul, W. Angew. Chem., Int. Ed. Engl. 1988, 27, 971
4. Patthy-Lukats, A.; Karolyhazy, L.; Szabo, L. F.; Podanyi, B. J. Nat. Prod. 1997, 60, 69
5. Tietze, L. F. Angew. Chem., Int. Ed. Engl. 1983, 22, 828
6. Cai, X. H.; Zeng, C. X.; Feng, T.; Li, Y.; Luo, X. D. Helv. Chim. Acta 2010, 93, 2037
7. Cai, X. H.; Shang, J. H.; Feng, T.; Luo, X. D. Z. Naturforsch. B 2010, 65, 1164
8. Cai, X. H.; Feng, T.; Liu, Y. P.; Du, Z. Z.; Luo, X. D. Org. Lett. 2008, 10, 577
9. Cai, X. H.; Du, Z. Z.; Luo, X. D. Org. Lett. 2007, 9, 1817
10. Feng, T.; Li, Y.; Cai, X. H.; Luo, X. D. J. Nat. Prod. 2009, 72, 1836
11. Feng, T.; Cai, X. H.; Zhao, P. J.; Du, Z. Z.; Li, W. Q.; Luo, X. D. Planta Med. 2009, 75, 1537
12. Feng, T.; Cai, X. H.; Liu, Y. P.; Li, Y.; Wang, Y. Y.; Luo, X. D. J. Nat. Prod. 2010, 73, 22
13. Feng, T.; Liu, Y. P.; Cai, X. H.; Wang, Y. Y.; Luo, X. D. Org. Lett. 2010, 12, 968
14. Feng, T.; Li, Y.; Wang, Y. Y.; Cai, X. H.; Liu, Y. P.; Luo, X. D. J. Nat. Prod. 2010, 73, 1075
15. Feng, T.; Cai, X. H.; Li, Y.; Wang, Y. Y.; Li, Y.; Liu, Y. P.; Xie, M. J.; Luo, X. D. Org. Lett. 2009, 11, 4834
16. Leaves and twigs of A. rostrata collected in Apr. 2010 in Simao of Yunnan Province, P. R. China, and identified by Dr. Chun-Xia Zeng. Voucher specimen (Cai100613) deposited in the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, the Chinese Academy of Sciences.
17. 19, 917.3555).
18. Abe, F.; Chen, R. F.; Yanauchi, T.; Marubayashi, N.; Ueda, I. Chem. Pharm. Bull. 1989, 37, 887
19. Kawasaki, T.; Takamiya, W.; Okamota, N.; Nagaoka, M.; Hirayama, T. Tetrahedron Lett. 2006, 47, 5379
20. Yang, S. W.; Cordell, G. A. J. Nat. Prod. 1997, 60, 44
21. Patthy-Lukats, A.; Kocsis, A.; Szabo, L. F.; Podanyi, B. J. Nat. Prod. 1999, 62, 1492
22. 14, 753.2870).
23. Achenbach, H.; Benirschke, M. Phytochemistry 1997, 44, 1387
24. Treimer, J. F.; Zenk, M. H. Eur. J. Biochem. 1979, 81, 225
25. Eskander, J.; Lavaud, C.; Abdel-khalik, S. M.; Soliman, H. S.M.; Mahmoud, I. I.; Long, C. J. Nat. Prod. 2005, 68, 832
26. Di, Y. T.; He, H. P.; Liu, H. Y.; Yi, P.; Zhang, Z.; Ren, Y. L.; Wang, J. S.; Sun, Q. Y.; Yang, F. M.; Fang, X.; Li, S. L.; Zhu, H. J.; Hao, X. J. J. Nat. Prod. 2007, 70, 1352
27. Zhang, Y.; Di, Y. T.; Zhang, Q.; Mu, S. Z.; Tan, C. J.; Fang, X.; He, H. P.; Li, S. L.; Hao, X. J. Org. Lett. 2009, 11, 5414
28. Frisch, M. J. Gaussian 03, re v ision D.01; Gaussian, Inc.: Wallingford, CT, 2004, (see the Supporting Information for the complete reference).
29. Buckingham, J. Dictionary of Natural Products on CD-ROM; CRC Press: U.K., 2006.
30. Mosmann, T. J. Immunol. Methods 1983, 65, 55-63
31. 5 cells/mL. Each tumor cell line was exposed to the test compound at concentrations of 0.0625, 0.32, 1.6, 8, and 40 μM in triplicates for 48 h, with cisplatin (Sigma, USA) as a positive control. After compound treatment, cell viability was detected, and the cell growth curve was graphed.