Synthesis and cytotoxic evaluation of some cribrostatin-ecteinascidin analogues

Journal of Natural Products

Volumn 71, Issue 3, 2008, Pages 409-414

  Wright, Benjamin J D ^a   Chan, Collin ^a   Danishefsky, Samuel J ^a,b  

^a Och Spine at New York Presbyterian Hospitals   (United States)

^b MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; CRIBROSTATIN; CYANOAMINE; TRABECTEDIN; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG MECHANISM; DRUG SYNTHESIS; HUMAN; HUMAN CELL;

ANTINEOPLASTIC AGENTS, ALKYLATING; DIOXOLES; DRUG SCREENING ASSAYS, ANTITUMOR; FEMALE; HUMANS; ISOQUINOLINES; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP; TETRAHYDROISOQUINOLINES;

EID: 42249113848     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np800022x     Document Type: Article

References (23)

1. Scott, J. D.; Williams, R. M. Chem. Rev. 2002, 102, 1669-1730.
2. Corey, E. J.; Gin, D. Y.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 9202-9203.
3. Cuevas, C.; Perez, M.; Martin, M. J.; Chicharro, J. L.; Fernandez-Rivas, C.; Flores, M.; Francesch, A.; Gallego, P.; Zarzuelo, M.; de la Calle, F.; Garcia, J.; Polanco, C.; Rodriguez, I.; Manzanares, I. Org. Lett. 2000, 2, 2545-2548.
4. Endo, A.; Yanagisawa, A.; Abe, M.; Tohma, S.; Kan, T.; Fukuyama, T. J. Am. Chem. Soc. 2002, 124, 6552-6554.
5. Chen, J. C.; Chen, X. C.; Bois-Choussy, M.; Zhu, J. P. J. Am. Chem. Soc. 2006, 128, 87-89.
6. Martinez, E. J.; Owa, T.; Schreiber, S. L.; Corey, E. J. Proc Natl. Acad. Sci. U.S.A. 1999, 96, 3496-3501.
7. Jin, S.; Gorfajn, B.; Faircloth, G.; Scotto, K. W. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 6775-6779.
8. Martinez, E. J.; Corey, E. J.; Owa, T. Chem. Biol. 2001, 8, 1151-1160.
9. Marco, E.; David-Cordonnier, M. H.; Bailly, C.; Cuevas, C.; Gago, F. J. Med. Chem. 2006, 49, 6925-6929.
10. Pettit, G. R.; Knight, J. C.; Collins, J. C.; Herald, D. L.; Pettit, R. K.; Boyd, M. R.; Young, V. G. J. N. Prod. 2000, 63, 793-798.
11. Saito, N.; Sakai, H.; Suwanborirux, K.; Pummangura, S.; Kubo, A. Heterocycles 2001, 55, 21-28.
12. Zheng, S. P.; Chan, C.; Furuuchi, T.; Wright, B. J. D.; Zhou, B.; Guo, J.; Danishefsky, S. Angew. Chem., Int. Ed. 2006, 45, 1754-1759.
13. Chan, C.; Heid, R.; Zheng, S. P.; Guo, J. S.; Zhou, B. S.; Furuuchi, T.; Danishefsky, S. J. J. Am. Chem. Soc. 2005, 127, 4596-4598.
14. Kim, S.; Ahn, K. H. J. Org. Chem. 1984, 49, 1717-1724.
15. Lane, J. W.; Chen, Y. Y.; Williams, R. M. J. Am. Chem. Soc. 2005, 127, 12684-12690.
16. Greene, T. W.; Wuts, P. G. M., Protective Groups in Organic Synthesis, 3rd ed.; John Wiley & Sons, Inc.: New York, 1999; pp 76-86..
17. Martinez, E. J.; Corey, E. J. Org. Lett. 1999, 1, 75-77.
18. Saito, N.; Ohira, Y.; Wada, N.; Kubo, A. Tetrahedron 1990, 46, 7711-7728.
19. Dess, D. B.; Martin, J. C. J. Am. Chem. Soc. 1991, 113, 7277-7287.
20. Conant, J. B.; Fieser, L. F. J. Am. Chem. Soc. 1924, 46, 1858-1881.
21. Saito, N.; Harada, S.; Nishida, M.; Inouye, I.; Kubo, A. Chem. Pharm. Bull. 1995, 43, 777-782.
22. Hartmann, B.; Kanazawa, A. M.; Depres, J. P.; Greene, A. E. Tetrahedron Lett. 1991, 32, 5077-5080.
23. Boyd, M. R.; Pauli, K. D. Drug Dev. Res. 1995, 34, 91.