Motuporamines A-C, cytotoxic alkaloids isolated from the marine sponge Xestospongia exigua (kirkpatrick)

Journal of Organic Chemistry

Volumn 63, Issue 14, 1998, Pages 4838-4841

  Williams, David E ^a   Lassota, Peter ^b   Andersen, Raymond J ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ACROLEIN; ALKALOID; AMMONIA; CYTOTOXIC AGENT; MOTUPORAMINE A; MOTUPORAMINE B; MOTUPORAMINE C; TRYPTAMINE; UNCLASSIFIED DRUG;

ARTICLE; CANCER CELL CULTURE; CONTROLLED STUDY; DRUG ACETYLATION; DRUG CYTOTOXICITY; DRUG ISOLATION; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; HUMAN; HUMAN CELL; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PAPUA NEW GUINEA; SPONGE (PORIFERA);

EID: 0032503998     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980355p     Document Type: Article

References (11)

1. See, for example: (a) Clark, W. D.; Corbett, T.; Valeriote, F.; Crews, P. J. Am. Chem. Soc. 1997, 119, 9285. (b) Searle, P. A.; Molinski, T. F. J. Am. Chem. Soc. 1995, 117, 8126.
2. See, for example: (a) Clark, W. D.; Corbett, T.; Valeriote, F.; Crews, P. J. Am. Chem. Soc. 1997, 119, 9285. (b) Searle, P. A.; Molinski, T. F. J. Am. Chem. Soc. 1995, 117, 8126.
3. For previous studies see: (a) de Silva, E. D.; Williams, D. E.; Andersen, R. J.; Klix, H.; Holmes, C. F. B.; Allen, T. M. Tetrahedron Lett. 1992, 33, 1561. (b) Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron Lett. 1994, 35, 1643. (c) Kong, F.; Andersen, R. J.; Allen, T. M. J. Am. Chem. Soc. 1994, 116, 6007. (d) Coleman, J. E.; de Silva, E. D.; Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron. 1995, 57, 10653.
4. For previous studies see: (a) de Silva, E. D.; Williams, D. E.; Andersen, R. J.; Klix, H.; Holmes, C. F. B.; Allen, T. M. Tetrahedron Lett. 1992, 33, 1561. (b) Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron Lett. 1994, 35, 1643. (c) Kong, F.; Andersen, R. J.; Allen, T. M. J. Am. Chem. Soc. 1994, 116, 6007. (d) Coleman, J. E.; de Silva, E. D.; Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron. 1995, 57, 10653.
5. For previous studies see: (a) de Silva, E. D.; Williams, D. E.; Andersen, R. J.; Klix, H.; Holmes, C. F. B.; Allen, T. M. Tetrahedron Lett. 1992, 33, 1561. (b) Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron Lett. 1994, 35, 1643. (c) Kong, F.; Andersen, R. J.; Allen, T. M. J. Am. Chem. Soc. 1994, 116, 6007. (d) Coleman, J. E.; de Silva, E. D.; Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron. 1995, 57, 10653.
6. For previous studies see: (a) de Silva, E. D.; Williams, D. E.; Andersen, R. J.; Klix, H.; Holmes, C. F. B.; Allen, T. M. Tetrahedron Lett. 1992, 33, 1561. (b) Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron Lett. 1994, 35, 1643. (c) Kong, F.; Andersen, R. J.; Allen, T. M. J. Am. Chem. Soc. 1994, 116, 6007. (d) Coleman, J. E.; de Silva, E. D.; Kong, F.; Andersen, R. J.; Allen, T. M. Tetrahedron. 1995, 57, 10653.
7. The sponge was identified by Professor Rob van Soest, University of Amsterdam, and a voucher sample has been deposited at the Zoological Museum of Amsterdam (ZMA FOR 11521).
8. Baldwin, J. E.; Whitehead, R. C. Tetrahedron Lett. 1992, 33, 2059.
9. Andersen, R. J.; Van Soest, R. W. M.; Kong, F. In Alkaloids, Chemical and Biological Perspectives; Pelletier, S. W., Ed.; Pergamon: New York, 1996; Chapter 3.
10. Sakai, R.; Kohomoto, S.; Higa, T.; Jefford, C. W.; Bernardinelli, G. Tetrahedron Lett. 1987, 28, 5493.
11. While this manuscript was under review, a related compound appeared in the literature. See: Koren-Goldshlager, G.; Kashman, Y.; Schleyer, M. J. Nat. Prod. 1998, 61, 282.