Antitumor activity of paclitaxel-2'-glycinate conjugated to poly(ethylene glycol): A water-soluble prodrug

Anti-Cancer Drug Design

Volumn 13, Issue 5, 1998, Pages 387-395

  Pendri, Annapurna ^a   Conover, Charles D ^a   Greenwald, Richard B ^a  

^a Enzon Incorporated   (United States)

Author keywords

Antitumor; Paclitaxel; Paclitaxel 2' glycinate; Polyethylene glycol; Prodrugs; Transport forms

Indexed keywords

ANTILEUKEMIC AGENT; ANTINEOPLASTIC AGENT; CREMOPHOR; MACROGOL; PACLITAXEL; PACLITAXEL 2 GLYCINATE; PRODRUG; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER INHIBITION; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SOLUBILITY; DRUG SYNTHESIS; DRUG TOXICITY; FEMALE; INTRAPERITONEAL DRUG ADMINISTRATION; LEUKEMIA; MOUSE; NONHUMAN; PRIORITY JOURNAL; REACTION ANALYSIS; SOLID TUMOR; XENOGRAFT;

ANIMALIA; MURINAE;

EID: 0031857631     PISSN: 02669536     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (19)

1. BAURAIN, R., MASQUELIER, M , DEPREZ-DE CAMPENEERE, D. & TROUET, A (1980). Amino acid and dipeptide derivatives of daunorubicin. 2. Cellular pharmacology and antitumor activity on L1210 Ieukemic cells in vitro and in vivo. Journal of Medicinal Chemistry 23, 1171.
2. CORBETT, T., VALERIOTE, F, POLIN, L., PANCHAPOR, C., PYGH, S., WHITE, K., LOWICHIK, N., KNIGHT, J., BISSERY, M., WIZNIAK, A., LORUSSO, P., BIERNAT, L , POLIN, D., KNIGHT, L, BIGGAR, S., LOONEY, D., DEMCHIK, L., JONES, J., JONES, L., BLAIR, S., PALMER, K., ESSENMACHER, S., LISOW, L., MATTLES, K., CAVANAUGH, P., RAKE, J. & BAKER, L. (1992). Discovery of solid tumor active agents using a soft-agar-colony formation diskdiffusion-assay. In Cytrotoxic Anticancer Drugs: Models and Concepts for Drug Discovery and Development. Valeriote, F., Corbett, T. & Baker, L. (eds), p. 77. Kluwer Academic: Boston, MA.
3. DEPREZ-DE CAMPENEERE, D, MASQUELIER, M , BAURAIN, R. & TROUET, A. (1978). Quantitative determination of intracellular concentrations of Daunorubicin and Adriamycin and their main metabolites by high pressure liquid chromatography. Current Chemotherapy, Proceedings of the 10th International Congress on Chemotherapy, 2, 1242.
4. DEUTSCH, H.M., GLINSKI, J.A., HERNANDEZ, M., HAUGWITZ, R.D., NARAYAN, V.L., SUFFNESS, M. & ZALKOW, L.H. (1989). Synthesis of congeners and prodrugs. 3. Water-soluble prodrugs of taxol with potent antitumor activity. Journal of Medicinal Chemistry 32, 788.
5. GREENWALD, R.B., PENDRI, A., BOLIKAL, D. & GILBERT, C.W. (1994). Highly water soluble taxol derivatives: 2'-poly(ethylene glycol) esters as potential prodrugs. Bioorganic & Medicinal Chemistry Letters, 4, 2465.
6. GREENWALD, R.B., GILBERT, C.W, PENDRI, A., CONOVER, C.D, XIA, J. & MARTINEZ, A. (1996). Drug delivery systems: water soluble taxol 2'-poly(ethylene glycol) ester prodrugs-design and in vivo effectiveness. Journal of Medicinal Chemistry, 39, 424.
7. GREENWALD, R.B, PENDRI, A., CONOVER, C.D., LEE, C., CHOE, Y.H., GILBERT, C.W., MARTINEZ, A., XIA, J., WU, D. & HSUE, M. (1998). Camptothecin-20-PEG ester transport forms: the effect of spacer groups on antitumor activity. Bioorganic & Medicinal Chemistry, in press.
8. HESS, R. (1960). Localization of a cathepsin-like and aminopeptidase activity in various solid tumor transplants. Cancer Research, 20, 940.
9. JACHEZ, B., NORDMANN, R. & LOOR, F. (1993). Restoration of taxol sensitivity of multidrug-resistant cells by the cyclosporine SDZ PSC 833 and the cyclopeptide SDZ 280-446. Journal of the National Cancer Institute, 85, 478.
10. MAEDA, H. (1991). SMANCS and polymer-conjugated macromolecular drugs: advantages in cancer chemotherapy. Advances in Drug Delivery Review, 6, 181.
11. MATTHEW, A.E., MEJILLANO, M.R., NATH, JP, HIMES, R.H. & STELLA, VJ. (1992). Synthesis and evaluation of some water-soluble prodrugs and derivatives of taxol with antitumor activity. Journal of Medicinal Chemistry, 35, 145.
12. NCI (1991) Taxol (NSC 125973). National Cancer Institute Clinical Brochure. Division of Cancer Treatment, NCI: Bethesda, MD.
13. RIONDEL, J., JACROT M , PICOT. F., BERIEL, H., MOURIQUAND, C. & POTIER, p (1986). Therapeutic response to taxol of six human tumors xenografted into nude mice. Cancer Chemotherapy and Pharmacology, 17,137.
14. SYLVEN, B. (1968). Lysosomal enzyme activity in the interstitial fluid of solid tumour transplants. European Journal of Cancer, 4,463.
15. WANI, M.C., TAYLOR, H.L, WALL, M.E., COGGAN, P. & MCPHAIL, A.T. (1971). Plant antitumor agents. IV. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. Journal of the American Chemistry Society, 93, 2325.
16. WEISS, R., DONEHOWER, R.C , WIERNIK, PH , OHNUMA, T, GRALLA, R.S., TRUMP, D.L , DAKER, J.R., VON ECHO, D.A., VON HOFF, DD. & LEYLAND-JONES, B (1990). Hypersensitivity reactions from taxol. Journal of Clinical Oncology, 8, 1263.
17. VYAS, D.M. (1995). Paclitaxel (TAXOL) formulation and prodrugs. In The Chemistry and Pharmacology of Taxol and its Derivatives. Farina, V. (ed.), p. 103. Elsevier Science B.V: New York.
18. YAMAOKA, T., TABATA, Y & IKADA, Y (1994). Distribution and tissue uptake of polyethylene glycol with different molecular weights after intravenous administration to mice. Journal of Pharmacological Science, 83, 601.
19. ZHAO, z., KINGSTON, D.G.I. &. CROSSWELL, A.R (1991). Modified taxols, 6. Preparation of water-soluble prodrugs of taxol. Journal of Natural Products, 54, 1607.