New Cyclic Peptides with Cytotoxic Activity from the Ascidian Lissoclinum patella

Journal of Medicinal Chemistry

Volumn 32, Issue 6, 1989, Pages 1349-1354

  Degnan, Bernard M ^a   Hawkins, Clifford J ^a   Lavin, Martin F ^a   McCaffrey, Elizabeth J ^a   Parry, David L ^a   Van Den Brenk, Anna L ^a   Watters, Diane J ^a  

^a UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

LISSOCLINAMIDE 4; LISSOCLINAMIDE 5; PATELLAMIDE D; UNCLASSIFIED DRUG;

ANIMAL CELL; ASCIDIACEA; CELL CULTURE; CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; INVERTEBRATE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION;

ANIMAL; BLADDER NEOPLASMS; CELL LINE, TRANSFORMED; CELL SURVIVAL; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COMPARATIVE STUDY; DNA; FIBROBLASTS; HUMAN; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; PEPTIDES, CYCLIC; SPECTRUM ANALYSIS, MASS; STRUCTURE-ACTIVITY RELATIONSHIP; SUPPORT, NON-U.S. GOV'T; TUMOR CELLS, CULTURED; UROCHORDATA;

EID: 0024395134     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00126a034     Document Type: Article

References (29)

1. Ireland, C. M.; Durso, A. R.; Scheuer, P. J. J. Nat. Prod. 1981, 44, 360.
2. Fenical, W. H. Food and Drugs from the Sea; Webber, H. H., Ruggieri, G. D., Eds.; Marine Technology Society: Washington. DC. 1974.
3. Rinehart, K. L.; Kobayashi, J.; Harbour, G. C.; Gilmore, J.; Mascal, M.; Holt, T. G.; Shield, L. S.; Lafargue, F. J. Am. Chem. Soc. 1987, 109, 3378.
4. Carter, G. T.; Rinehart, K. L. J. Am. Chem. Soc. 1978, 100, 7441.
5. Sesin, D. F.; Gaskell, S. J.; Ireland, C. M. Bull. Soc. Chim. Belg. 1986, 95, 853.
6. Rinehart, K. L.; Gloer, J. B.; Cook, J. C.; Mizsak, S. A.; Scahill, T. A. J. Am. Chem. Soc. 1981, 103, 1857.
7. Crampton, S. L.; Adams, E. G.; Kuentzel, S. L.; Li, L. H.; Badiner, G.; Bhuyan, B. K. Cancer. Res. 1984, 44, 1796.
8. Jiang, T. L.; Liu, R. H.; Salmon, S. E. Cancer Chemother. Pharmacol. 1983, 11, 1.
9. Hamamoto, Y.; Endo, M.; Nakagawa, M.; Nakanishi, T.; Mizukawa, K. J. Chem. Soc., Chem. Commun. 1983, 323.
10. Ireland, C. M.; Durso, A. R.; Newman, R. A.; Hacker, M. P. J. Org. Chem. 1982. 47. 1807.
11. LaFargue, F.; Duclaux, G. Ann. Inst. Oceanogr. (Paris) 1979, 55, 163.
12. Cox, G. New Phytol. 1986, 104, 429.
13. Ishida, T.; Inoue, M.; Hamada, Y.; Kato, S.; Shioiri, T. J. Chem. Soc., Chem. Commun. 1987, 370.
14. Hamada, Y.; Kato, S.; Shioiri, T. Tetrahedron Lett. 1985, 26, 3223.
15. Ireland, C. M.; Scheuer, P. J. J. Am. Chem. Soc. 1980, 102, 5688.
16. Kato, S.; Hamada, Y.; Shioiri, T. Tetrahedron Lett. 1986, 27, 2653.
17. Biskupiak, J. E.; Ireland, C. M. J. Org. Chem. 1983, 48, 2302.
18. Kessler, H.; Griesinger, C.; Zarbock, J.; Loosli, H. R. J. Magn. Reson. 1984, 57, 331–336.
19. Bystrov, V. F. Prog. Nucl. Magn. Reson. Spectrosc. 1976, 10, 41.
20. Ishida, T.; Tanaka, M.; Nabae, M.; Inoue, M. J. Org. Chem. 1988, 53, 107.
21. Feeney, J. J. Magn. Reson. 1976, 21, 473.
22. Wasylyk, J. M.; Biskupiak, J. E.; Costello, C. E.; Ireland, C. M. J. Org. Chem. 1983, 48, 4445.
23. Ireland, C. M. Personal communication, 1988.
24. Degnan, B. M.; Hawkins, C. J.; Lavin, M. F.; McCaffrey, E. J.; Parry, D. L.; Watters, D. J. J. Med. Chem. Accompanying paper.
25. Cox, G. New Phytol. 1986, 104, 429.
26. Rinehart, K. L., Jr.; Johnson, R. D.; Paul, I. C.; McMillan, J. A.; Sivda, J. F.; Krejcarek, G. E. Food and Drugs from the Sea; Webber, H. H., Ruggieri, G. D., Eds.; Marine Technology Society: Washington, D. C., 1976; pp 434–442.
27. Frank, H.; Rettenmeier, A.; Weicker, H.; Nicholson, G. J.; Bayer, E. Clin, Chem. Acta 1980, 105, 201.
28. Frank, H.; Nicholson, G. J.; Bayer, E. J. Chromatogr. Sci. 1977, 15, 174.
29. Maynard, K.; Musk, P.; Daunter, B.; Khoo, S. K.; Parsons, P. G. J. Exp. Biol. Med. 1985, 63, 333.