Abstract
In continuation of previous investigations aiming at the development of macromolecular metal complexes for biomedical use, this communication describes poly(alkylene oxide)-grafted polymeric platinum complexes. The platinum-containing macromolecules are obtained from presynthesized polyaspartamide carriers bearing poly(ethylene/propylene oxide) side chains and hydroxyethyl side groups as hydrosolubilizing units in addition to ethylenediamine side group terminals for metal coordination. Platination is brought about by treatment of the carriers with tetrachloroplatinate(II) ion in aqueous solution at 25–60°C. pH 4–6. The polymeric products, purified by dialysis in aqueous solution, are isolated by freeze-drying in yields of 60–80%. Platinum contents are in the range of 4–15%. The metal is bound to the carrier through chelation with the ethylenediamine ligands, forming square-planarcis-dichloroethylenediamine-platinum(II) complex species as side-chain terminals. Initially, the product polymers dissolve smoothly in water. Although on room-temperature storage in the solid state they gradually turn insoluble as a consequence of intermolecular solid-state interaction, solubility is retained on low-temperature storage and in frozen aqueous solutions.
Similar content being viewed by others
References
E. W. Neuse, B. B. Patel, and C. W. N. Mbonyana,J. Inorg. Organomet. Polym. 1, 147 (1991).
U. Chiba, E. W. Neuse, J. C. Swarts, and G. J. Lamprecht,Angew. Makromol. Chem. 214, 137 (1994), and preceding papers in this series.
E. W. Neuse and C. W. N. Mbonyana, inInorganic and Metal-containing Polymeric Materials. J. E. Sheats, C. E. Carraher, C. U. Pittman, M. Zeldin, and B. Currell, eds. (Plenum Press, New York, 1990), p. 139.
E. W. Neuse and A. G. Perlwitz, inWater-soluble Polymers, S. W. Shalaby, C. L. McCormick, and G. B. Butler, eds. (Am. Chem. Soc., Washington, DC, 1991), Chap. 25.
M. J. Poznansky and R. L. Juliano,Pharmacol. Rev. 36, 277 (1984).
W. Wasiewski, M. J. Rasco, B. M. Martin, J. C. Detwiler, and J. W. Fenton,Thromb. Res. 8, 881 (1976).
J. H. Lee, J. Kopećek, and J. D. Andrade,J. Biomed. Mater. Res. 23, 351 (1989).
E. W. Merrill and E. W. Salzman.Am. Soc. Artific. Intern. Org. 6, 60 (1983).
K. Fujimoto, H. Inue, and Y. Ikada.Polym. Prepr. 33, 482 (1992).
R. Arshady, L. Illum, and S. S. Davis.Polm. Adran. Technol. 1, 345 (1990).
A. Abuchowski, T. van Es, N. C. Palczuk, and F. F. Davis,J. Biol. Chem. 252, 3578 (1977).
K. Kataoka, G. S. Kwon, M. Yokoyama, T. Okano, and Y. Sakurai,Polym. Prepr. 33, 72 (1992).
M. C. Woodle,Proc. Int. Symp. Control. Rel. Bioact. Mater. 19, 22 (1992).
C. L. Litterst, T. E. Gram, R. L. Dedrick, A. F. LeRoy, and A. M. Guarino,Cancer Res. 36, 2340 (1976). Subsequently reviewed: C. L. Litterst.Agents and Actions 15, 520 (1984).
R. J. Belt, K. J. Himmelstein, and T. F. Patton,Cancer Treat. Rep. 63, 1515 (1979).
W. C. Cole and W. Wolf,Chem. Biol. Interact. 30, 223 (1980).
P. E. Gormley, J. M. Bull, A. F. LeRoy et al.Clin. Pharmacol. Ther. 25, 351 (1979).
J. Reedijk, A. M. J. Fichtinger-Shepman, A. T. van Oosterom, and P. van de Putte.Struct. Bond. 67, 53 (1987).
E. W. Neuse, A. G. Perlwitz, and A. P. Barbosa,J. Appl. Polym. Sci. 54, 57 (1994).
S. J. S. Kerrison and P. J. Sadler,JCS Chem. Commun. 1981, 61.
H. Moroson and M. Rotman, inPolyelectrolytes and their Applications, A. Rembaum and E. Sélégny, eds. Reidel, Dordrecht. 1975), p. 187.
R. Pethig, P. R. C. Gascoyne, J. A. McLaughlin, and A. Szent-Györgyi,Proc. Natl. Acad. Sci. USA 81, 2088 (1984).
G. B. Kauffman and D. O. CowanInorg. Synt. 8, 240 (1966).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Neuse, E.W., Caldwell, G. & Perlwitz, A.G. cis-Diaminedichloroplatinum(II) complexes reversibly bound to water-soluble polyaspartamide carriers for chemotherapeutic applications. II: Platinum coordination to ethylenediamine ligands attached to poly(ethylene oxide)-grafted carrier polymers. J Inorg Organomet Polym 5, 195–207 (1995). https://doi.org/10.1007/BF01057892
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01057892