Light-induced anticancer activity of [RuCl2(DMSO)4] complexes

Journal of Medicinal Chemistry

Volumn 48, Issue 23, 2005, Pages 7298-7304

  Brindell, Malgorzata ^a   Kuliś, Ewa ^a   Elmroth, Sofi K C ^b   Urbańska, Krystyna ^a   Stochel, Grazyna ^a  

^a JAGIELLONIAN UNIVERSITY   (Poland)

^b LUND UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

DIMETHYL SULFOXIDE; DNA; OLIGONUCLEOTIDE; RUBIDIUM CHLORIDE; RUBIDIUM CHLORIDE DIMETHYL SULFOXIDE COMPLEX; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; ARTICLE; CELL GROWTH; CHROMATOGRAPHY; CIS ISOMER; COMPLEX FORMATION; CONTROLLED STUDY; COVALENT BOND; DRUG CYTOTOXICITY; GROWTH INHIBITION; HUMAN; ISOMERISM; MASS SPECTROMETRY; MELANOMA CELL; MOUSE; NONHUMAN; PHOTOACTIVATION; PHOTOCHEMISTRY; PHOTOTOXICITY; REACTION ANALYSIS; THERMAL ANALYSIS; TRANS ISOMER; ULTRAVIOLET A RADIATION;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIMETHYL SULFOXIDE; DNA; DRUG SCREENING ASSAYS, ANTITUMOR; HEATING; HUMANS; HYDROLYSIS; MELANOMA; MICE; OLIGONUCLEOTIDES; ORGANOMETALLIC COMPOUNDS; PHOTOLYSIS; PRODRUGS; RUTHENIUM; SOLUTIONS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; ULTRAVIOLET RAYS; WATER;

EID: 28544448983     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0502992     Document Type: Article

References (31)

1. Jakupec, M. A.; Galanski, M.; Keppler, B. Tumour-inhibiting platinum complexes-state of the art and future perspectives. Rev. Physiol. Biochem. Pharmacol. 2003, 146, 1-53.
2. Stochel, G.; Wanad, A.; Kulis, E.; Stasicka, Z. Light and metal complexes in medicine. Coord. Chem. Rev. 1998, 171, 203-220.
3. Clarke, M. J. Ruthenium metallopharmaceuticals. Coord. Chem. Rev. 2003, 236, 209-233 and references therein.
4. Szaciłowski, K.; Macyk, W.; Drzewiecka-Matuszek, A.; Brindell, M.; Stochel, G. Bioinorganic Photochemistry. Frontiers and Mechanisms. Chem. Rev. 2005, 105, 2647-2694.
5. Ali, H.; van Lier, J. E. Metal Complexes as Photo- and Radiosensitizers. Chem. Rev. 1999, 99, 2379-2450.
6. Dougherty, T. J.; Levy, J. G. Clinical applications of photodynamic therapy. In CRC Handbook of Organic Photochemistry and Photobiology, 2nd ed.; Horspool, W. M., Lenci, F., Eds.; CRC Press: Boca Raton, FL, 2004.
7. Bonnett, R. Metal Complexes for Photodynamic Therapy. Comprehensive Coordination Chemistry II; Elsevier: Amsterdam, 2003.
8. Kratochwil, N. A.; Bednarski, P. J.; Mrozek, H.; Vogler, A.; Nagle, J. K. Photolysis of an iodoplatinum (IV) diamine complex to cytotoxic species by visible light. Anti-Cancer Drug Des. 1996, 11, 155-171.
9. Kratochwil, N. A.; Parkison, J. A.; Bednarski, P. J.; Sadler, P. J. Nucleotide Platination Induced by Visible Light. Angew. Chem., Int. Ed. 1999, 38, 1460-1453.
10. 2(en)]: A Novel Type of Cisplatin Analog that Can Be Photolyzed by Visible Light to DNA-binding and Cytotoxic Species in Vitro. J. Med. Chem. 1996, 39, 2499-2507.
11. Kasparkowa, J.; Mackay, F. S.; Brabec, V.; Sadler, P. J. Formation of platination GG cross-links on DNA by photoactivation of a platinum(IV) azide complex. J. Biol. Inorg. Chem. 2003, 8, 741-745.
12. Muller, P.; Schroder, B.; Coxall, J. A.; Parkin, A.; Parsons, S.; Sadler, P. J. Nucleotide Cross-Linking Induced by Photoreactions of Platinum(IV)-Azide Complexes. Angew. Chem., Int. Ed. 2003, 42, 335-338.
13. Pauly, M.; Kayser, I.; Schmitz, M.; Dicato, M.; Del Guerzo, A.; Kolber, I.; Moucheron, C.; Kirsch-De Mesmaeker, A. In vitro inhibition of gene transcription by novel photo-activated polyazaaromatic ruthenium(II) complexes. J. Chem. Soc., Chem. Commun. 2002, 1086-1087.
14. 2+ Conjugates and Their Photo Cross-Linking Studies with the Complementary DNA strands. J. Am. Chem. Soc. 2002, 124, 13416-13433.
15. Lentzen, O.; Constant, J.-F.; Defrancq, E.; Prevost, M.; Schumm, S.; Moucheron, C.; Dumy, P.; Moucheron, C. Photo-cross-linking in ruthenium-labeled duplex oligonucleotides. ChemBioChem 2003, 4, 195-202.
16. Lentzen, O.; Defrancq, E.; Constant, J.-F.; Schumm, S.; Garcia-Fresnadillo, D.; Moucheron, C.; Dumy, P.; Kirsch-De Mesmaeker, A. Determination of DNA guanine sites forming photoadducts with Rud(II)-labeled oligonucleotides; DNA polymerase inhibition by resulting photocrosslinking. J. Biol. Inorg. Chem. 2004, 9, 100-108.
17. 4 Isomers and Prevention of Brain Involvement on P388 Leukaemia and on P388/DDP Subline. Eur. J. Cancer 1993, 29A, 1873-1879.
18. Sava, G.; Zorzet, S.; Giraldi, T.; Mestroni, G.; Zassinovich, G. Antineoplastic activity and toxicity of an organometallic complex of ruthenium(II) in comparison with cis-PDD in mice bearing solid malignant neoplasms. Eur. J. Cancer Clin. Oncol. 1984, 20, 841-847.
19. Sava, G.; Pacor, S.; Zorzet, S.; Alessio, E.; Mestroni, G. Anti-tumour properties of dimethylsulphoxide ruthenium (II) complexes in the Lewis lung carcinoma system. Pharmacol. Res. 1989, 21, 617-628.
20. 4 Isomers with DNA. Anticancer Res. 1991, 11, 1549-1554.
21. 4. Biochemistry 1992, 31, 7094-7103.
22. 4 with the nucleotides GpA, d(GpA), ApG, d(ApG) and d(CCTGGTCC): high-field NMR characterization of the reaction products. J. Biol. Inorg. Chem. 1999, 4, 199-208.
23. 4] towards nucleosides. Inorg. Chim. Acta 1998, 281, 10-17.
24. 2) derived from MALDI-TOF and HPLC studies. J. Inorg. Biochem. 2004, 98, 1367-1377.
25. 2). Effect of Light and Medium. 14th International Symposium on the Photochemistry and Photophysics of Coordination Compounds; Veszprem University Press: Veszprem, 2001; p 91.
26. 4] with nucleotides. XX IUPAC Symposium on Photochemistry; University of Granada: Granada, Spain 2004; p 243.
27. 4; X=Cl, Br): Synthesis, Structure, and Antitumor Activity. Inorg. Chem. 1988, 27, 4099-4106.
28. 2 with DNA and with some of its Bases in Aqueous Solution. Inorg. Chim. Acta 1987, 137, 19-24.
29. 4] by UVA and visible light. Manuscript in preparation.
30. 2) with I and II complexes were very similar, suggesting the formation of similar reaction products for the trans (I) and cis (II) isomers as confirmed also by HPLC studies.
31. Evans, I. P.; Spencer, A.; Wilkinson, G. Dichlorotetrakis(dimethyl sulphoxide)ruthenium(II) and its Use as a Source Material for New Ruthenium(II) Complexes. J. Chem. Soc., Dalton Trans. 1973, 204-209.