Cathepsin B-sensitive dipeptide prodrugs. 2. Models of anticancer drugs paclitaxel (taxol®), mitomycin C and doxorubicin

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 23, 1998, Pages 3347-3352

  Dubowchik, Gene M ^a   Mosure, Kathleen ^a   Knipe, Jay O ^a   Firestone, Raymond A ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBODY CONJUGATE; ANTINEOPLASTIC AGENT; CATHEPSIN B; DIPEPTIDE; DOXORUBICIN; MITOMYCIN C; PACLITAXEL; PRODRUG;

ANIMAL TISSUE; ARTICLE; CANCER CHEMOTHERAPY; CANCER IMMUNOTHERAPY; DRUG HALF LIFE; DRUG RELEASE; DRUG STABILITY; ENZYME SUBSTRATE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; LIVER LYSOSOME; NONHUMAN; PLASMA; RAT;

EID: 0032402572     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00610-6     Document Type: Article

References (18)

1. 1. Present address: Boehringer Ingelheim Pharmaceuticals Inc., 900 Ridgebury Rd., P.O. Box 368, Ridgefield, CT 06877-0368, U.S.A.
2. 2. Lown, J. W. Pharmacol. Ther., 1993, 60, 185-214.
3. 3. Orr, G. A.; Horwitz, S. B. In Encyclopedia of Cancer, Vol I; Bertino, J. R. Ed.; Academic: San Diego, 1997; pp 1715-1723.
4. 4. Verweij, J. In Cancer Chemotherapy and Biological Response Modifiers, Annual 16; Pinedo, H. M.; Longo, D. L.; Chabner, B. A. Eds.; Elsevier: Amsterdam, 1996; pp 48-56.
5. 5. Soyez, H.; Schacht, E.; Vanderkerken, S. Adv. Drug Del. Rev., 1996, 21, 81-106.
6. 6. Trail, P. A.; Willner, D.; Lasch, S. J.; Henderson, A. J.; Hofstead, S.; Casazza, A. M.; Firestone, R. A.; Hellström, I.; Hellström, K. E. Science 1993, 261, 212-215; Willner, D.; Trail, P. A.; Hofstead, S. J.; King, H. D.; Lasch, S. J.; Braslawsky, G. R.; Greenfield, R. S.; Kaneko, T.; Firestone, R. A. Bioconj. Chem. 1993, 4, 521-527.
7. 6. Trail, P. A.; Willner, D.; Lasch, S. J.; Henderson, A. J.; Hofstead, S.; Casazza, A. M.; Firestone, R. A.; Hellström, I.; Hellström, K. E. Science 1993, 261, 212-215; Willner, D.; Trail, P. A.; Hofstead, S. J.; King, H. D.; Lasch, S. J.; Braslawsky, G. R.; Greenfield, R. S.; Kaneko, T.; Firestone, R. A. Bioconj. Chem. 1993, 4, 521-527.
8. 7. Dubowchik, G. M; Firestone, R. A.; Willner, D.; Hofstead, S. J; Trail, P. A.; Lasch, S. J.; Henderson, A. J.; Jure, M.; Mosure, K. W.; Knipe, J. O. Peptides 1996 - Proc. Eur. Peptide Soc.; Ramage, R.; Epton, R. Eds.; Mayflower Scientific: Kingswinford, 1998; pp 347-348.
9. 8. Carl, P. L.; Chakravarty, P. K.; Katzenellenbogen, J. A. J. Med. Chem. 1981, 24, 479-480.
10. 11: 859.3990. Found: 859.3980.
11. 10. Vyas, D. M; Ueda, Y.; Wong, H.; Matiskella, J. D.; Hauck, S.; Mikkilineni, A. B.; Farina, V.; Rose, W. C.; Casazza, A. M. In Taxane Anticancer Agents, ACS Symposium Series 583; Georg, G. I.; Chen, T. T.; Ojima, I.; Vyas, D. M. Eds.; 1995, American Chemical Society: Washington, DC, pp 124-137.
12. 11. Dubowchik, G. M.; King, H. D.; Pham-Kaplita, K., Tetrahedron Lett., 1997, 38, 5265-5268.
13. 12. Bajkowski, A. S.; Frankfater, A. Anal. Biochem. 1975, 68, 119-127; Barrett, A. J.; Kirschke, H. Meth. Enzymol. 1981, 80 (Pt. C), 535-561.
14. 12. Bajkowski, A. S.; Frankfater, A. Anal. Biochem. 1975, 68, 119-127; Barrett, A. J.; Kirschke, H. Meth. Enzymol. 1981, 80 (Pt. C), 535-561.
15. 13. Lardeux, B.; Gouhot, B.; Forestier, R. A. Anal. Biochem., 1983, 131, 160-165.
16. 14. Barrett, A. J.; Kembhavi, A. A.; Brown M. A.; Kirschke, H.; Knight, C. G.; Tamai, M.; Hanada, K. Biochem J., 1982, 201, 189-198.
17. 15. Beijnen, J. H.; Underberg, W. J. M. Int. J. Pharm., 1985, 24, 219-229.
18. 16. Kirschke, H.; Barrett, A. J.; Rawlings, N. D. In Protein Profile - Proteinases 1: Lysosomal Cysteine Proteinases; Sheterline, P., Ed.; Academic: London, 1995; Vol. 2, pp 1587-1643.