Intracellular Biotransformation of Platinum Compounds with the 1,2-Diaminocyclohexane Carrier Ligand in the L1210 Cell Line

Cancer Research

Volumn 48, Issue 18, 1988, Pages 5136-5144

  Mauldin, Stanley K ^a   Gibbons, Gregory ^b   Wyrick, Steven D ^b   Chaney, Stephen G ^b  

^a PENNSYLVANIA STATE UNIVERSITY   (United States)

^b UNIVERSITY OF NORTH CAROLINA SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CISPLATIN; PLATINUM DERIVATIVE;

1,2 DIAMINOCYCLOHEXANE; ANIMAL CELL; BIOTRANSFORMATION; CELL CULTURE; LEUKEMIA CELL; LEUKEMIA L 1210; METHODOLOGY; MOUSE; NONHUMAN; PRIORITY JOURNAL;

ANIMAL; BIOTRANSFORMATION; CELL LINE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HALF-LIFE; INTRACELLULAR FLUID; LEUKEMIA L1210; LIGANDS; ORGANOPLATINUM COMPOUNDS; SUPPORT, U.S. GOV'T, P.H.S.; TIME FACTORS;

EID: 0023742562     PISSN: 00085472     EISSN: 15387445     Source Type: Journal    
DOI: None     Document Type: Article

References (30)

1. 2]. Science (Wash. DC), 218: 1075-1082, 1982.
2. Rosenberg, B. Fundamental studies with cisplatin. Cancer (Phila.), 55: 2303-2316, 1985.
3. Johnson, N. P., Hoeschele, J. D., and Rahn, R. O. Kinetic analysis of the in vitro binding of radioactive en and trans-dichlorodiammineplatinum(II) to DNA. Chem.-Biol. Interact., 30: 151-169, 1980.
4. Macquet, J.-P., and Butour, J.-L., Platinum-amine compounds: Importance of labile and inert ligands for their pharmacological activities toward LI210 leukemia cells. J. Natl. Cancer Inst., 70: 899-905, 1983.
5. Scanlon, K. J., Safirstein, R. L., Thies, H., Gross, R. B., Waxman, S., and Guttenplan, J. B. Inhibition of amino acid transport by cis-diamminedi chloroplatinum(II) derivatives in L1210 murine leukemia cells. Cancer Res., 43: 4211-4215, 1983.
6. Andrews, P. A., Velury, S., Mann, S. C., and Howell, S. B. cis-Diamminedi Chloroplatinum(II) accumulation in sensitive and resistant human ovarian carcinoma cells. Cancer Res., 48: 68-73, 1988.
7. Daley-Yates, P. T., and McBrien, D. C. H. Cisplatin metabolites in plasma: A study of their pharmacokinetics and importance in the nephrotoxicity and antitumor activity of cisplatin. Biochem. Pharmacol., 33: 3063-3070, 1984.
8. Mauldin, S. K., Richard, F. A., Plescia, M., Wyrick, S. D., Sanear, A., and Chancy, S. G. High performance liquid Chromatographie separation of platinum complexes containing the 1, 2-diaminocyclohexane carrier ligand. Anal. Biochem., 757: 129-143, 1986.
9. Burchenal, J. H., Irani, G., Kern, K., Lokys, L., and Turkevich, J. 1, 2-Diaminocyclohexane platinum derivatives of potential clinical value. Recent Results Cancer Res., 74: 146-155, 1980.
10. Wyrick, S. D., and Chaney, S. G. Tritiated Platinum Antitumor Agents Containing the trans-(DL)-1, 2-diaminocyclohexane carrier ligand. J. Lab. Comp. Radiopharm., 25: 349-357, 1988.
11. Anderson, W. K., Quagliato, D. A., Haugwitz, R. D., Narayanan, V. C., and Wolpert-DeFilippes, M. K. Synthesis, physical properties, and antitumor activity of tetraplatin and related tetrachloroplatinum(IV) stereoisomers of 1, 2-diaminocyclohexane. Cancer Treat. Rep., 70: 997-1002, 1986.
12. McPherson, R. A., Roh, J. K., Komanduri, K., Mhatre, R., Woolley, P. V., and Rahmer, A. Toxicological evaluation of tetraplatin (NSC 363812) in comparison to CDDP. Proc. Am. Assoc. Cancer Res., 27: 291, 1986.
13. Cleare, M. J., and Hoeschele, J. M. Studies on the antitumor activity of Group VIII transition metal complexes. Part I. Platinum(II) complexes. Bioinorg. Chem., 2: 187-210, 1973.
14. Cleare, M. J., Hydes, P. C., Malerbi, B. W., and Watkins, D. M. Antitumor platinum complexes: Relationship between chemical properties and activity. Biochimie (Paris), 60: 835-850, 1978.
15. Mauldin, S. K., Husain, I., Sanear, A., and Chaney, S. G. Effect of the bidentate malonate ligand on the utilization and cytotoxicity of platinum compounds in the LI210 cell line. Cancer Res., 46: 2876-2882, 1986.
16. Mauldin, S. K., Plescia, M., Richard, F. A., Wyrick, S. D., Voyksner, R. D., and Chaney, S. G. Displacement of the bidentate malonate ligand from (DLrrafu-l, 2-diaminocyclohexane)malonatoplatinum(II) by physiologically important compounds in vitro. Biochem. Pharmacol., in press, 1988.
17. Kidani, Y., Inagaki, K., and Tsukagoshi, S. Examination of antitumor activity of platinum complexes of 1, 2-diaminocyclohexane isomers and their related complexes. Gann, 67: 921-922, 1976.
18. Kidani, Y., Inagaki, K., ligo, M., Hoshi, A., and Kuretani, A. Antitumor activity of 1, 2-diaminocyclohexane-platinum complexes against Sarcoma 180 ascites form. J. Med. Chem., 21: 1315-1318, 1978.
19. Saito, R., and Kidani, Y. Preparative separation of cis- and trans- 1, 2-diaminocyclohexane mixture by means of the selective nickel(II) complex formation. Chem. Lett., 123-126, 1976.
20. Craven, F. J. Synthesis of some 1, 2 disubstituted cyclohexanes. Thesis, Clark University, Worchester, MA, 1953.
21. Lim, M. C., and Martin, R. B. The nature of cis amine Pd(II) and antitumor cis-amine Pt(II) complexes in aqueous solutions. J. Inorg. Nucl.Chem., 38: 1911-1914, 1976.
22. Cutbush, S. D., Kuroda, R., and Niedle, S. The antitumor complex ethylenediamine platinum(II) malonate: X-ray structure analysis and studies of its stability in solution. J. Inorg. Biochem., 18: 213-220, 1983.
23. Jones, E. W., and Fink, G. R. The regulation of amino acid and nucleotide biosynthesis in yeast. In: J. N. Strillimi. E. W. Jones, and J. R. Broach (eds.). The Molecular Biology of Yeast Saccharomyces, Metabolism and Gene Expression, p. 183. Cold Spring Harbor, NY: Cold Spring Harbor Laboratory, 1982.
24. Meister, A. Selective modification of glutathione metabolism. Science (Wash. DC), 220, 472-478, 1983.
25. Thomson, A. J. Interactions of platinum compounds with biological molecules. In: T. A. Conners and J. J. Roberts (eds.), Platinum Coordination Complexes in Cancer Chemotherapy, pp. 38-53. Berlin: Springer-Verlag, 1974.
26. 15N-NMR studies of antitumor complexes. ACS Symp. Ser., 209: 171-190, 1983.
27. Gadian, D. G., Radda, G. K., Richards, R. E., and Seeley, P. J. 31PNMR in living tissue: The road from a promising to an important tool in biology. In: R. Sliulni, in (ed.). Biological Applications of Magnetic Resonance, pp. 463-536. New York: Academic Press, 1979.
28. 31P NMR studies of perfused rat liver. J. Biol. Chem., 258: 14294-14308, 1983.
29. Guarino, A. M., Miller, D. S., Arnold, S. T., Pritchard, J. B., Davis, R. D., Urbanek, A., Miller, T. J., and Litterst, C. L. Platinate toxicity: Past, present, and prospects. Cancer Treat. Rep., 63: 1475-1483, 1979.
30. Tietz, F., Enzymic method for quantitative determination of nanogram amounts of total and oxidized glutathione. Anal. Biochem., 27: 502-522, 1969.