New cyanopeptide-derived low molecular weight inhibitors of trypsin-like serine proteases

Archiv der Pharmazie

Volumn 336, Issue 6-7, 2003, Pages 300-309

  Radau, Gregor ^a   Schermuly, Sonja ^a   Fritsche, Alexandra ^a  

^a UNIVERSITY OF GREIFSWALD   (Germany)

Author keywords

Cyanobacteria; Cyanopeptides; Peptide syntheses; Rational drug design; Thrombin inhibitors

Indexed keywords

1 AMINO 4 [N [3 (4 HYDROXYPHENYL)PROPIONYL]ISOLEUCYLGLYCYLAMINO]BUTANE; 1 [(PYRIMIDIN 2 YL)AMINO] 4 (N BENZOYLLEUCYLPROPYLAMINO)BUTANE; AERUGINOSIN 98 B; CYANOPEPTIDE; CYANOPEPTIDE DERIVED LOW MOLECULAR WEIGHT INHIBITOR OF TRYPSIN LIKE SERINE PROTEASE; PEBULATE; PEPTIDE; RA 1005; RA 1009; THROMBIN INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CYANOBACTERIUM; DRUG DESIGN; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

EID: 0041821835     PISSN: 03656233     EISSN: None     Source Type: Journal    
DOI: 10.1002/ardp.200300765     Document Type: Article

References (24)

1. G. Radau; Pharmazie 2000, 55, 555-560.
2. M. Murakami, K. Ishida, T. Okino, Y. Okita, H. Matsuda, K. Yamaguchi, Tetrahedron Lett. 1995, 36, 2785-2788.
3. H. Matsuda, T. Okino, M. Murakami, K. Yamaguchi, Tetrahedron 1996, 52, 14501-14506.
4. S. Kodani, K. Ishida, M. Murakami, J. Nat. Prod. 1998, 61, 1046-1048.
5. K. Ishida, Y. Okita, H. Matsuda, T. Okino, M. Murakami, Tetrahedron 1999, 55, 10971-10988.
6. R. Banker, S. Carmeli, Tetrahedron 1999, 55, 10835-10844.
7. H.J. Shin, H. Matsuda, M. Murakami, K.Yamaguchi, J. Org. Chem. 1997, 62, 1810-1813.
8. G. Radau, J. Gebel, D. Rauh, Arch. Pharm. Pharm. Med. Chem. 2003, in press.
9. G. Radau, D. Rauh, Bioorg. Med. Chem. Lett. 2000, 8, 779-781.
10. B. Sandler, M. Murakami, J. Clardy, J. Am. Chem. Soc. 1998, 120, 595-596.
11. A. P. Krapcho, C. S. Kuell, Synth. Commun. 1990, 20, 2559-2564.
12. M. Bergmann, L. Zervas, J. Biol. Chem. 1936, 113, 341-357.
13. P. Karrer, W. Kehl, Helv. Chim. Acta 1930, 13, 50-63.
14. E. J. Iwanowicz, M. A. Poss, J. Lin, Synth. Commun. 1993, 23, 1443-1445.
15. A. Expósito, M. Fernández-Suárez, T. Iglesias, L. Muñoz, R. Riguera, J. Org. Chem. 2001, 66, 4206-4213.
16. R. J. Bergeron, J. S. McManis, J. Org. Chem. 1987, 52, 1700-1703.
17. G. Delle Monache, B. Botta, F. Delle Monache, R. Espinal, S. C. De Bonnevaux, C. De Luca, M. Botta, F. Corelli, M. Carmignani, J. Med. Chem. 1993, 36, 2956-2963.
18. M. Carmignani, A. R. Volpe, B. Botta, R. Espinal, S. C. De Bonnevaux, C. De Luca, M. Botta, F. Corelli, A. Tafi, R. Sacco, G. Delle Monache, J. Med. Chem. 2001, 44, 2950-2958.
19. R. J. Ife, K. W. Catchpole, G. J. Durant, C. R. Ganellin, C. A. Harvey, M. L. Meeson, D. A. A. Owen, M. E. Parsons, B. P. Slingsby, C. J. Theobald, Eur. J. Med. Chem. 1989, 24, 249-258.
20. J. Stürzebecher, D. Prasa, J. Hauptmann, H. Vieweg, R Wikström, J. Med. Chem. 1997, 40, 3091-3099.
21. M. Dixon, Biochem. J. 1953, 55, 170-171.
22. M. Brenner, W. Huber, Helv. Chim. Acta 1953, 36, 1109-1115.
23. IUPAC-IUB Joint Commission on Biochemical Nomenclature, Eur. J. Biochem. 1984, 138, 9-37.
24. G. W. Anderson, J. E. Zimmerman, F. M. Callahan, J. Am. Chem. Soc. 1964, 86, 1839-1842.