Photolysis of an iodoplatinum(IV) diamine complex to cytotoxic species by visible light

Anti-Cancer Drug Design

Volumn 11, Issue 2, 1996, Pages 155-171

  Kratochwil, Nicole A ^a   Bednarski, Patrick J ^a   Mrozek, Helga ^a   Vogler, Arnd ^a   Nagle, Jeffrey K ^b  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b BOWDOIN COLLEGE   (United States)

Author keywords

Cisplatin analogue; Cytotoxic; Cytotoxic photolysis products; DNA platination; Iodo Pt(IV) diamine; Photoactivation

Indexed keywords

ANTINEOPLASTIC AGENT; DNA; PLATINUM DERIVATIVE; TETRAHYDROFURAN;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG DNA BINDING; DRUG STABILITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LIGHT; OXIDATION; PHOTOACTIVATION; PHOTODEGRADATION; PHOTOLYSIS; PRIORITY JOURNAL;

ANTINEOPLASTIC AGENTS; DRUG STABILITY; HUMANS; LIGHT; ORGANOPLATINUM COMPOUNDS; PHOTOLYSIS; PRODRUGS; TUMOR CELLS, CULTURED;

EID: 0029976166     PISSN: 02669536     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (36)

1. AMATO, I. (1993). Hope for a magic bullet that travels at the speed of light. Science, 262, 32.
2. BALZANI, V. & CARASSITI, V. (1970). Photochemistry of Coordination Compounds, p. 257. Academic Press: New York.
3. BASOLO, F. & PEARSON, R.G. (1967). Mechanisms of Inorganic Reactions, p. 654. Wiley, New York.
4. BASOLO, F., BAILAR J.C. & RAPP TARR, B. (1950). The stereochemistry of complex inorganic compounds. X. The stereoisomers of dichlorobis(ethylenediamine)platinum(IV) chloride. Journal of the American Chemical Society, 72, 2433.
5. BEDNARSKI, P.J. (1992). Relationships between the aqueous chemistry and the in vitro activities of mixed-amine cisplatin analogues. Biochemical Pharmacology, 43, 2609.
6. BERNHARDT, G., REILE, H., BIRNBOCK, H., SPRUß, T., SCHONENBERGER, H. (1992). Standardized kinetic microassay to quantify differential chemosensitivity on the basis of proliferative activity. Journal of Cancer Research and Clinical Oncology, 118, 35.
7. BLANCHARD, W.D. & MASON, W.R. (1978). Electronic spectra of some tetragonal complexes of rhodium(III), iridium(III) and platinum(IV). Inorganica Chimica Acta, 28, 159.
8. CLEARE, M.J. & HOESCHELE, J.D. (1973). Studies on the antitumor activity of group VIII transition metal complexes. Part I. Platinum(II) complexes. Bioinorganic Chemistry, 2, 187.
9. DOUGHERTY, T.J. (1992). Photochemistry in the treatment of cancer. In Advances in Photochemistry, p. 275. Wiley: New York.
10. EASTMAN, A. (1987). Glutathione-mediated activation of anticancer platinum(IV) complexes. Biochemical Pharmacology, 36, 4177.
11. ENDICOTT, J.F. (1975). Charge-transfer photochemistry. In Concepts of Inorganic Photochemistry. Adamson, A.W. & Fleischauer, P.D. (eds), p. 81. Wiley-Interscience: New York.
12. FORD, P.C., HINTZE, R.E. & PETERSEN, J.D. (1975). Photochemistry of heavy metals. In Concepts of Inorganic Photochemistry. Adamson, A.W. & Fleischauer, P.D. (eds), p. 203. Wiley-Interscience: New York.
13. FERRAUDI, G.J. (1988a). Elements of Inorganic Photochemistry, p. 127. Wiley-Interscience: New York.
14. FERRAUDI, G.J. (1988b). Elements of Inorganic Photochemistry, p. 122. Wiley-Interscience: New York.
15. GIBBONS, G.R., WYRICK, S. & CHANEY, S.G. (1989). Rapid reduction of tetrachloro(D,L-trans)1,2-diaminocyclohexaneplatinum(IV) (Tetraplatin) in RPMI 1640 tissue culture medium. Cancer Research, 49, 1402.
16. HODGES, K. & RUND, J.V. (1975). Oxidative addition of halogens and pseudohalogens to dihalo(1,10-phenanthroline)platinum(II). Inorganic Chemistry. 14, 525.
17. HORVATH, O. & STEVENSON, K.L. (1993). Charge Transfer Photochemistry of Coordination Compounds, p. 323. VCH: Weinheim.
18. 2 with DNAs of different G-C content. Journal of the American Chemical Society, 103, 7351.
19. KIDO, Y., KHOKHAR, A.R. & SIDDIK, Z.H. (1994). Glutathione-mediated modulation of tetraplatin activity against sensitive and resistant tumor cells. Biochemical Pharmacology. 47, 1635.
20. 5/ROH reagent systems. Journal of General Chemistry of the USSR. 60, 513.
21. 5. Journal of General Chemistry of the USSR. 61, 284.
22. KURIEN, K.C. (1971). A modification of the ferrioxalate actinometer. Journal of the Chemical Society B, 2081.
23. LIPPARD, S.J. (1994). Metals in medicine. In Bioinorganic Chemistry. Bertini, I., Gray, H.B., Lippard, S.J. & Valentine, J.S. (eds), p. 505. University Science Books: Mill Valley.
24. LOGINOV, A.V. & SHAGISULTANOVA, G.A. (1977). Mechanism of the photochemical and thermal isomerizations of cis-dichlorobis(propylenediamine)platinum(2+). Koordinatsionnaya Khimiya, 3, 1567.
25. LOGINOV, A.V., YAKOVLEV. V.A. & SHAGISULTANOVA, G.A. (1979). Photochemical reactions of platinum(IV) chloroamine complexes in aqueous solution. Koordinatsionnava Khimiya, 5, 733.
26. PENDYALA, L., COWENS. J.W., CHHEDA. C.B., DUTTA, S.P. & CREAVEN, P.J. (1988). Identification of cis-dichloro-bis-isopropylamineplatinum(II) as a major metabolite of iproplatin in humans. Cancer Research, 48, 3533.
27. REEDIJK, J. (1992). The relevance of hydrogen bonding in the mechanism of action of platinum antitumor compounds. Inorganica Chimica Acta, 198-200, 873.
28. ROSENBERG, B., VAN CAMP, L., GRIMLEY, E.B. & THOMSON, A.J. (1967). The inhibition of growth or cell division in Escherichia coli by different ionic species of platinum(IV) complexes. Journal of Biological Chemistry, 242, 1347.
29. SYKORA. J. & SIMA. J. (1990). Photochemistry of coordination compounds. Coordination Chemistry Reviews, 107, 1.
30. VAN DER VEER, J.L., PETERS, A.R. & REEDUK, J. (1986). Reaction products from platinum(IV) amine compounds and 5′-GMP are mainly bis(5′-GMP)platinum(II) amine adducts. Journal of Inorganic Biochemistry, 26, 137.
31. VINOGRADOV, S.A., BALASHEV, K.P. & SHAGISULTANOVA, G.A. (1985). Photochemistry of dichloroand dibromotetrammineplatinum(IV) ions. Koordinatsionnaya Khimiya, 11, 959.
32. VOGLER, A., KERN, A. & HUTTERMANN, J. (1978). Photochemical reductive trans-elimination of trans-diazidotetracyanoplatinate(IV). Angewandte Chemie, International Edition in English. 17, 524.
33. VOGLER, A., QLETT, C. & KUNKELY, H. (1988). Photochemistry of azide complexes of gold, silver, platinum, and palladium. Generation of the metallic state. Berichte Bunsengesellschaft für Physikalische Chemie, 92, 1486.
34. VOROB'EV-DESYATOVSKII, N.V. & KUKLSHKIN, YU.N. (1992). Directed trans elimination of ligands in platinum complexes during interaction with oxidizing agents. Journal of General Chemistry of the USSR. 61, 2421.
35. VOROB'EV-DESYATOVSKII, N.V., SHEIKH USMAN, M., SAFIN, V.M. & KUKUSHKIN, YU.N. (1991). Oxidation of platinum iodide and bromide complexes. Journal of General Chemistry of the USSR. 60, 2172.
36. WILKINS, R.G. (1991). Kinetics and Mechanisms of Reactions of Transition Metal Complexes, p. 414. VCH: Weinheim.