A new linker for glucuronylated anticancer prodrugs

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 4, 2004, Pages 675-682

  Rivault, Freddy ^a   Tranoy Opalinski, Isabelle ^a   Gesson, Jean Pierre ^a  

^a UNIVERSITÉ DE POITIERS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; N (4 BETA GLUCURONYL 3 NITROBENZYLOXYCARBONYL)DOXORUBICIN; PRODRUG;

ARTICLE; DECOMPOSITION; DRUG DETERMINATION; DRUG SYNTHESIS; GLUCURONIDATION; HYDROLYSIS; KINETICS; MOLECULAR MODEL; MOLECULAR RECOGNITION;

EID: 0842283495     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2003.11.026     Document Type: Article

References (30)

1. Niculescu-Duvaz I., Springer C.J. Adv. Drug Deliv. 26:1997;151.
2. Bagshawe K.D. Drug. Dev. Res. 34:1995;220.
3. Tietze L.F., Feuerstein T. Austr. J. Chem. 56:2003;841.
4. Springer C.J., Niculescu-Duvaz I. J. Clin. Inv. 105:2000;1161.
5. Bosslet K., Czech J., Hoffmann D. Tumour Target. 1:1995;45.
6. Bosslet K., Czech J., Hoffmann D. Adv. Drug. Deliv. Res. 19:1996;241.
7. Naylor M.A., Thomson P. Mini Rev. Med. Chem. 1:2001;17.
8. Denny W.A., Wilson W.R. J. Pharm. Pharmacol. 50:1998;387.
9. Papot S., Tranoy I., Tillequin F., Florent J.-C., Gesson J.-P. Curr. Med. Chem. Anti-Cancer Agents. 2:2002;155.
10. Andrianomenjanahary S., Dong X., Florent J.-C., Gaudel G., Gesson J.-P., Jacquesy J.-C., Koch M., Michel S., Mondon M., Monneret C., Petit P., Renoux B., Tillequin F. Bioorg. Med. Chem. Lett. 9:1992;1093.
11. Gesson J.-P., Jacquesy J.-C., Mondon M., Petit P., Renoux B., Andrianomenjanahary S., Van H.D.-T., Koch M., Michel S., Tillequin F., Florent J.-C., Monneret C., Bosslet K., Czech J., Hoffmann D. Anticancer Drug Des. 9:1994;409.
12. Florent J.-C., Dong X., Gaudel G., Mitaku S., Monneret C., Gesson J.-P., Jacquesy J.-C., Mondon M., Renoux B., Andrianomenjanahary S., Michel S., Koch M., Tillequin F., Gerken M., Czech J., Straub R., Bosslet K. J. Med. Chem. 41:1998;3572.
13. Bosslet K., Straub R., Blumrich M., Czech J., Gerken M., Sperker B., Kroemer H.K., Gesson J.-P., Koch M., Monneret C. Cancer Res. 58:1998;1195.
14. Leenders R.G.G., Gerrits K.A.A., Ruijtenbeek R., Scheeren H.W., Haisma H.J., Boven E. Tetrahedron Lett. 36:1995;1701.
15. Leenders R.G.G., Scheeren H.W., Houba P.H.J., Boven E., Haisma H.J. Bioorg. Med. Chem. Lett. 5:1995;2975.
16. Leenders R.G.G., Damen E.W.P., Bijsterveld E.J.A., Scheeren J.W., Houba P.H.J., van der Meulen-Muileman I.H., Boven E., Haisma H.J. Bioorg. Med. Chem. 7:1999;1597.
17. Thompson C.D., Kinter M.T., Macdonald T.L. Chem. Res. Toxicol. 1996;9.
18. Thompson C.D., Gulden P.H., Macdonald T.L. Chem. Res. Toxicol. 10:1997;457.
19. Dieckhaus C.M., Santos W.L., Sofia R.D., Macdonald T.L. Chem. Res. Toxicol. 14:2001;958.
20. Dieckhaus C.M., Miller T.A., Sofia R.D., Macdonald T.L. Drug Metab. Dispos. 28:2000;814.
21. Kapetanovic I.M., Torchin C.D., Thompson C.D., Miller T.A., Mcneilly P.J., Macdonald T.L., Kupferberg H.J., Perhach J.L., Sofia R.D., Strong J.M. Drug Metab. Dispos. 26:1998;1089.
22. Thompson C.D., Miller T.A., Barthen M.T., Dieckhaus C.M., Sofia R.D., Macdonald T.L. Drug Metab. Dispos. 28:2000;434.
23. Dieckhaus C.M., Roller S.G., Santos W.L., Sofia R.D., Macdonald T.L. Chem. Res. Toxicol. 14:2001;511.
24. Roller S.G., Dieckhaus C.M., Santos W.L., Sofia R.D., Macdonald T.L. Chem. Res. Toxicol. 15:2002;815.
25. Arnold Z. Collect. Czech. Chem. Commun. 26:1961;3051.
26. Bollenback G.N., Long J.W., Benjamin D.G., Lindquist J.A. J. Am. Chem. Soc. 77:1955;3310.
27. Lubineau A., Queneau Y. Tetrahedron. 45:1989;6697.
28. Gemal A.L., Luche J.L. J. Am. Chem. Soc. 103:1981;5454.
29. Watabe T., Suzuki K. Chem. Pharm. Bull. 18:1970;414.
30. β-Glucuronidase from Escherichia coli: reference Sigma: G 7896. Lyophilized powder, type X-A, 20,000,000-60,000,000 units/g protein, pH 6.8 (30-min assay).