Poly(ethylene glycol) prodrugs of the CDK inhibitor, alsterpaullone (NSC 705701): Synthesis and pharmacokinetic studies

Bioconjugate Chemistry

Volumn 15, Issue 5, 2004, Pages 1076-1083

  Greenwald, Richard B ^a   Zhao, Hong ^a   Xia, Jing ^a   Wu, Dechun ^a   Nervi, Stephen ^a   Stinson, Sherman F ^b   Majerova, Eva ^b   Bramhall, Chris ^b   Zaharevitz, Daniel W ^b  

^a Enzon Incorporated   (United States)

^b NATIONAL CANCER INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; METABOLISM; PHARMACOKINETICS; POLYCYCLIC AROMATIC HYDROCARBONS; UREA;

CDK INHIBITORS; CHLOROFORMATES; DEBLOCKING; IN-VITRO; INDOLE RINGS; PEGYLATION; PHARMACOKINETIC STUDIES; PRODRUGS; VITRO AND IN VIVO; WATERSOLUBLE;

POLYETHYLENE GLYCOLS;

ALSTERPAULLONE; CARBAMATE INSECTICIDE; CYCLIN DEPENDENT KINASE INHIBITOR; MACROGOL; NSC 705701; PRODRUG;

ANALYTIC METHOD; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CELL PROLIFERATION; CONJUGATE; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG EFFECT; ENZYME INHIBITION; ENZYME REGULATION; HALF LIFE TIME; MALE; MOUSE; NONHUMAN; PLASMA CLEARANCE; SOLUBILIZATION; SYNTHESIS;

ANIMALIA;

EID: 4644325609     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc049906a     Document Type: Article

References (11)

1. Kunick, C., Schultz, C., Lemcke, T., Zaharevitz, D. W., Gussio, R., Jalluri, R. K., Sausville, E. A., Leost, M., and Meijer, L. (2000) 2-Substituted Paullones: CDK1/Cyclin B-Inhibiting Property and In Vitro Antiproliferative Activity. Bioorg. Med. Chem. Lett. 567-569.
2. Sielecki, T. M., Boylan, J. F., Benfield, P. A., and Trainor, G. L. (2000) Cyclin-Dependent Kinase Inhibitors: Useful Targets in Cell Cycle Regulation. J. Med. Chem. 42, 1-18.
3. Schultz, C., Link, A., Leost, M., Zaharevitz, D. W., Gussio, R., Sausville, E. A., Meijer, L., and Kunick, C. (1999) Paullones, a Series of Cyclin-Dependent Kinase Inhibitors: Synthesis, Evaluation of CDK1/Cyclin B Inhibition, and in vitro Antitumor Activity. J. Med. Chem. 42, 2909-2919.
4. Greenwald, R. B., Choe, Y. H., McGuire, J., and Conover, C. (2003) Effective Drug Delivery by PEGylated drug conjugates. Adv. Drug Delivery Rev. 55, 217-250.
5. Greenwald, R. B., Pendri, A., Conover, C. D., Zhao, H., Choe, Y. H., Martinez, A., Shum, K., and Guan, S. (1999) Drug Delivery Systems Employing 1, 4- or 1, 6-Elimination: Poly (ethylene glycol) Prodrugs of Amine-Containing Compounds. J. Med. Chem. 42, 3657-3667.
6. Carpino, L. A., Ismail, M., Truran, G. A., Mansour, E. M. E., Iguchi, S., Ionescu, D., El-Faham, A., Riemer, C., and Warass, R. (1999) The 1,1-dioxobenzo[b]thiophene-2-ylmethyloxycarbonyl (Bsmoc) amino protecting group. J. Org. Chem. 64, 4324-4328.
7. Stinson, S. F., House, T., Bramhall, C., Saavedra, J. E., Reefer, L. K., and Nims, R. W. (2002) Plasma Pharmacokinetics of a Liver-Selective Nitric Oxide-Donating Diazeniumdiolate in the Male C57BL/6 Mouse. Xenobiotica 3, 339-347.
8. Conover, C. D., Zhao, H., Longley, C., Shum, K. L., and Greenwald, R. B. (2003) The Utility of Poly (ethylene glycol) Conjugation to Create Prodrugs of Amphotericin B. Bioconjugate Chem. 14, 661-666.
9. Greenwald, R. B., Conover, C. D., and Choe, Y. H. (2001) Poly (ethylene glycol) Conjugated Drugs and Prodrugs: A Comprehensive Review. Crit. Rev. Ther. Drug 17, 101-161.
10. Stella, V. J., Charman, W. N., and Naringrekar, V. H. (1985) Prodrugs, Do They Have Advantages in Clinical Practice? Drugs 29, 455-473.
11. Sausville, E. A., Johnson J., Alley M., Zaharevitz D., and Senderowicz A. M. (2000) Inhibition of CDKs as a therapeutic modality. Ann. N.Y. Acad. Sci. 910, 207-221.