Synthesis and antitumor activity of novel thermosensitive platinum(II)-cyclotriphosphazene conjugates

Journal of Controlled Release

Volumn 90, Issue 3, 2003, Pages 303-311

  Song, Soo Chang ^a   Lee, Sang Beom ^a   Lee, Bae Hoon ^a   Ha, Hyung Wook ^a   Lee, Kyung Tae ^b   Sohn, Youn Soo ^c  

^a Korea Institute of Science and Technology   (South Korea)

^b Kyung Hee University   (South Korea)

^c Ewha Womans University   (South Korea)

Author keywords

Anticancer drug; Cyclotriphosphazene; Lower critical solution temperature; Thermosensitive platinum conjugates

Indexed keywords

AMINO ACIDS; DEGRADATION; HYDROLYSIS; PLATINUM COMPOUNDS; POLYETHYLENE GLYCOLS; SYNTHESIS (CHEMICAL); TUMORS;

ANTITUMOR DRUGS;

CONTROLLED DRUG DELIVERY;

ANTINEOPLASTIC AGENT; CARBOPLATIN; CISPLATIN; HEXACHLOROCYCLOTRIPHOSPHAZENE; PLATINUM COMPLEX; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; ARTICLE; BODY TEMPERATURE; CARCINOMA CELL; CONTROLLED DRUG RELEASE; CONTROLLED STUDY; DRUG CONJUGATION; DRUG DELIVERY SYSTEM; DRUG HYDROLYSIS; DRUG SYNTHESIS; LUNG CARCINOMA; MOUSE; NONHUMAN; PHARMACOPHORE; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; TEMPERATURE DEPENDENCE; THERMOSTABILITY;

EID: 0037768711     PISSN: 01683659     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0168-3659(03)00199-8     Document Type: Article

References (21)

1. Sudimack J., Lee R.J. Targeted drug delivery via the folate receptor. Adv. Drug Deliv. Rev. 41:2000;147-162.
2. Ward C.M., Acheson N., Seymour L.W. Folic acid targeting of protein conjugates into ascites tumor cells from ovarian cancer patients. J. Drug Targeting. 8:2000;119-123.
3. Leamon C.P., Deprince R.B., Hendren R.W. Folate-mediated drug delivery: effect of alternative conjugation chemistry. J. Drug Target. 7:2000;157-169.
4. Duncan R. Polymer conjugates for tumor targeting and intracytoplasmic delivery. The EPR effect as a common gateway? Pharm. Sci. Technol. Today. 2:1999;441-449.
5. Kratz F., Schutte M.T. Anticancer metal complexes and tumor targeting strategies. Cancer J. 11:1998;60-67.
6. Torchilin V.P. Drug targeting. Eur. J. Pharm. Sci. 11:2000;S81-S91.
7. Maeda H., Wu J., Sawa T., Matsumura Y., Hori K. Tumor vascular permeability and the EPR effect in macromolecular therapeutics: a review. J. Controlled Release. 65:2000;271-284.
8. Mayer L.D., Krishna R., Webb M., Bally M. Designing liposomal anticancer drug formulations for specific therapeutic applications. J. Liposome Res. 10:2000;99-115.
9. Jeong B., Bae Y.H., Lee D.S., Kim S.W. Biodegradable block copolymers as injectable drug-delivery systems. Nature. 388:1997;860-862.
10. Jeong B., Bae Y.H., Zentner G., Kim S.W. New biodegradable polymers for injectable drug delivery systems. J. Controlled Release. 62:1999;109-114.
11. Jeong B., Bae Y.H., Kim S.W. Drug release from biodegradable injectable thermosensitive hydrogel of PEG-PLGA-PEG tribloc copolymers. J. Controlled Release. 63:2000;155-163.
12. Lee S.B., Song S.-C., Jin J.-I., Sohn Y.S. Thermosensitive cyclotriphosphazenes. J. Am. Chem. Soc. 122:2000;8315-8316.
13. Lee S.B., Song S.-C., Jin J.-I., Sohn Y.S. Structural and thermosensitive properties of cyclotriphosphazenes with poly(ethylene glycol) and amino acid esters as side groups. Macromolecules. 34:2001;7565-7569.
14. Highley M.S., Calvert A.H. Clinical experience with cisplatin and carboplatin. Kelland L.R., Farrel N.P. Platinum-based Drugs in Cancer Therapy. 2000;171-194 Humana Press, Totowa.
15. Harrison R.C., McAuliffe C.A. An efficient route for the preparation of highly soluble platinum(II) antitumor agents. Inorg. Chim. Acta. 46:1980;L15-16.
16. Sohn Y.S., Baek H., H Cho Y., Lee Y.-A., Jung O.-S., Lee C.O., Kim Y.S. Synthesis and antitumor activity of novel polyphosphazene-(diamine) platinum(II) conjugates. Int. J. Pharm. 153:1997;79-91.
17. Gibson D., Rosenfeld A., Apfelbaum H., Blum J. Multinuclear NMR studies of the reactions between cis-diaminediaquaplatinum(II) complexes and aminomalonate. Inorg. Chem. 29:1990;5125-5129.
18. Lee Y.-A., Hong J., Jung O.-S., Sohn Y.S. Diaminoplatinum(II) complexes of glutamic acid: obvious chelating isomerization. Bull. Korean Chem. Soc. 15:1994;669-673.
19. Song S.-C., Lee S.B., Jin J.-I., Sohn Y.S. A new class of biodegradable and thermosensitive polymers. I. Synthesis and characterization of poly(organophosphazenes) with methoxy poly(ethylene glycol) and amino acid esters as side groups. Macromolecules. 32:1999;2188-2193.
20. Allcock H.A., Fuller T.J., Matsumura K. Hydrolysis pathway for aminophosphazenes. Inorg. Chem. 21:1982;515-521.
21. Chaney S.G. The chemistry and biology of platinum complexes with the 1,2-diaminocyclohexane carrier ligand. Int. J. Oncol. 6:1999;1291-1305.