Total synthesis and cytotoxicity studies of a cyclic depsipeptide with proposed structure of palau'amide

Organic Letters

Volumn 7, Issue 19, 2005, Pages 4237-4240

  Zou, Bin ^a   Long, Kai ^a   Ma, Dawei ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPEPTIDE; DEPSIPEPTIDE; PALAUAMIDE;

ARTICLE; CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; HUMAN; SYNTHESIS; TUMOR CELL LINE;

CELL LINE, TUMOR; CELL PROLIFERATION; DEPSIPEPTIDES; HUMANS; MOLECULAR STRUCTURE; PEPTIDES, CYCLIC;

EID: 25444480016     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol051685g     Document Type: Article

References (29)

1. Williams, P. G.; Yoshida, W. Y. Quon, M. K.; Moore, R. E.; Paul, V. J. J. Nat. Prod. 2003, 66, 1545.
2. (a) Luesch, H.; Yioshida, W. Y.; Moore, R. E.; Paul, V. J.; Moobery, S. L. J. Nat. Prod. 2000, 63, 611.
3. (b) Luesch, H.; Yioshida, W. Y.; Moore, R. E.; Paul, V. J. J. Nat. Prod. 2000, 63, 1437.
4. (a) Leusch, H.; Yoshida, W. Y.; Moore, R. E.; Paul, V. J.; Corbett, T. H. J. Am. Chem. Soc. 2001, 123, 5418.
5. (b) Leusch, H.; Yoshida, W. Y.; Moore, R. E.; Paul, V. J. Bioorg. Med. Chem. 2002, 10, 1973.
6. (a) Yokokawa, F.; Sameshima, H.; Shioiri, T. Tetrahedron Lett. 2001, 42, 4171.
7. (b) Yokokawa, F.; Sameshima, H.; Katagiri, D.; Aoyama, T.; Shioiri, T. Tetrahedron 2002, 58, 9445.
8. (a) Chen, J.; Forsyth, C. J. J. Am. Chem. Soc. 2003, 125, 8734.
9. (b) Chen, J.; Forsyth, C. Proc. Natl. Acad. Sci. U.S.A., 2004, 101, 12067.
10. Zou, B.; Wei, J.; Cai, G.; Ma, D. Org. Lett. 2003, 5, 3503.
11. Xu, Z.; Chen, Z.; Ye, T. Tetrahedron: Asymmetry 2004, 15, 355.
12. (a) Xie, W.; Zou, B.; Pei, D.; Ma, D. Org. Lett. 2005, 7, 2775.
13. (b) Yu, S.; Pan, X.; Lin, X.; Ma, D. Angew. Chem., Int. Ed. 2005, 44, 135.
14. Zhu, J.; Ma, D. Angew. Chem., Int. Ed. 2003, 42, 5348.
15. Ma, D.; Wu, Q. Tetrahedron Lett. 2001, 42, 5279.
16. (e) Ma, D.; Wu, Q. Tetrahedron Lett. 2000, 41, 9089.
17. (a) Mukaiyama, T.; Banno, K.; Narasaka, K. J. Am. Chem. Soc. 1974, 96, 7503.
18. (b) Paterson, I.; Smith, J. D. J. Org. Chem. 1992, 57, 3261.
19. Paterson, I.; Smith, J. D.; Ward, R. A. Tetrahedron 1995, 51, 9413.
20. Mutou, T.; Suenaga, K.; Fujita, T.; Itoh, T.; Takada, N.; Hayamizu, K.; Kigoshi, H.; Yamada, K. Synlett. 1997, 199.
21. (e) Grieco, P. A.; Speake, J. D. Tetrahedron Lett. 1998, 39, 1275.
22. Oppolzer, W.; Lienard, P. Tetrahedron Lett. 1993, 34, 4321.
23. Mitsunobu, O. Synthesis 1981, 1.
24. Krohn, K.; Tolkiehn, K.; Lehne, V.; Schmalle, H. W.; Grützmacher, H.-F. Liebigs Ann. Chem. 1985, 1311.
25. Evans, D. A.; Duffy, J. L.; Dart, M. J. Tetrahedron Lett. 1994, 35, 8537.
26. Rychnovsky, S. D.; Rogers, B.; Yang, G. J. Org. Chem. 1993, 58, 3511.
27. (a) Inanaga, J.; Hirata, K.; Saeki, H.; Katsuki, T.; Yamaguchi, M. Bull. Chem. Soc. Jpn. 1979, 52, 1989.
28. (b) Hikota, M.; Sakurai, Y.; Horita, K.; Yonemitsu, O. Tetrahedron Lett. 1990, 31, 6367.
29. Ciommer, M.; Kunz, H. Synlett 1991, 593.