Enhancement of etoposide (VP-16) cytotoxicity by enzymatic and photodynamically induced oxidative stress

Anti-Cancer Drugs

Volumn 8, Issue 2, 1997, Pages 164-173

  Gantchev, Tsvetan G ^a   Hunting, Darel J ^a  

^a UNIVERSITÉ DE SHERBROOKE   (Canada)

Author keywords

Cytotoxicity; Etoposide; Glutathione; Photosensitization; Synergism; VP 16

Indexed keywords

BUTHIONINE SULFOXIMINE; ETOPOSIDE; FREE RADICAL; GLUTATHIONE;

ARTICLE; CELL LEVEL; CELL STRAIN K 562; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOPLASM; CYTOTOXICITY; DNA STRAND BREAKAGE; DRUG POTENTIATION; ELECTRON SPIN RESONANCE; HUMAN; HUMAN CELL; LEUKEMIA CELL LINE; OXIDATIVE STRESS; PHOTODYNAMICS; PHOTOSENSITIZATION; PRIORITY JOURNAL;

EID: 0031051997     PISSN: 09594973     EISSN: None     Source Type: Journal    
DOI: 10.1097/00001813-199702000-00007     Document Type: Article

References (37)

1. Liu LF. DNA topoisomerase poisons as antitumour drugs. Annu Rev Biochem 1989; 58: 351-75.
2. van Maanen JMS, Lafleur MVM. Mans DRA, et al. Effects of the ortho-quinone and catechol of the antitumor drug VP-16-213 on the biological activity of single-stranded and double-stranded ΦΧ174 DNA. Biochem Pharmacol 1988; 37: 3579-89.
3. Wozniak AJ, Ross WE. DNA damage as a basis for 4′-demethylepipodophyllotoxin-9-(4,6-O-ethylidene-β-D- glucopyranoside) (Etoposide) cytotoxicity. Cancer Res 1983; 43: 120-4.
4. Loike JD, Horwitz SB. Effect of VP-16-213 on the intracellular degradation of DNA in HeLa cells. Biochemistry 1976; 15: 5443-8.
5. Haim N, Roman J, Nemec J, Sinha BK. Peroxidative free radical formation and O-demethylation of etoposide (VP-16) and teniposide (VM-26). Biochem Biophys Res Commun 1986; 135: 215-20.
6. Mans DRA. Retèl J, van Maanen JMS. et al. Role of the semi-quinone free radical of the anti-tumour agent etoposide (VP-16-213) in the activation of single- and double-stranded ΦΧ174 DNA Br J Cancer 1990; 62: 54-60.
7. Mans DRA, Lalleur MVM, Westmijze EJ, et al. Formation of different reaction products with single- and double-stranded DNA by the ortho-quinone and the semi-quinone free radical of etoposide (VP-16-213) Biochem Pharmacol 1991; 42: 2131-2139.
8. van Maanen JMS, de Vries J, Pappie D. et al. Cytochrome P-450-mediated O-demethylation: a route in the metabolic activation of etoposide (VP-16-213). Cancer Res 1987; 47: 4658-62.
9. Haim N, Nemec J, Roman J, Sinha BK. Peroxidasecatalyzed metabolism of etoposide (VP-16-213) and covalent binding of reactive intermediates to cellular macromolecules. Cancer Res 1987; 47: 5835-40.
10. Usui N, Sinha BK. Tyrosinase-induced free radical formation from VP-16-213: relationship to cytotoxicity. Free Radical Res Commun 1990; 10: 287-93.
11. Sinha BK, Antholine WM, Kalyanaraman B, Eliot HM Copper ion-dependent oxyradical mediated DNA damage from dihydroxy derivative of etoposide. Biochem Biophys Acta 1990; 1096: 81-3.
12. Goldman R, Stoyanovsky DA, Day BW, Kagan VE. Reduction of phenoxyl radicals by thioredoxin results in selective oxidation of its SH-groups to disulfides. An antioxidant function of thioredoxin. Biochemistry 1995; 34: 4765-72.
13. 2+-ATPase via thiol oxidation by its phenoxyl radical Arch Biochem Biophys 1995; 321:140-52.
14. Gantchev TG, van Lier JE, Stoyanovsky DA, Yalowich JC, Kagan VE. Interactions of phenoxyl radical of antitumor drug, etoposide. with reductants in solution and in cell and nuclear homogenates: electron spin resonance and high-performance liquid chromatograph Methods Enzymol 1994; 234: 631-42.
15. Yokomizo A, Ono M, Nanri H, et al. Cellular levels of thioredoxin associated with drug sensitivity to cisplatin, mitomycin C, doxorubicin, and etoposide Cancer Res 1995; 55: 4293-6.
16. Tyurina YY, Tyurin VA, Yalowich JC, et al. Phenoxyl radicals of etoposide (VP-16) can directly oxidize intracellular thiols: protective versus damaging effects of phenolic antioxidants. Toxicol Appl Pharmacol 1995; 131: 277-88.
17. Kagan VE, Yalowich JC, Day BW, Goldman R, Gantchev TG, Stoyanovsky DA. Ascorbate is the primary reduictant of the phenoxyl radical of etoposide in the presence of thiols both in cell homogenates and in model systems, Biochemistry 1994; 33: 9651-60.
18. Stoyanovsky DA, Goldman R, Claycamp HG, Kagan VE. Phenoxyl radical-induced thiol-dependent generation of reactive oxygen species: implications for benzene toxicity. Arch Biochem Biophys 1995; 317: 315-23.
19. Orrenius S, Moldeus P. The multiple role of glutathione in drug metabolism. Trends Pharmacol Sci 1984; 5: 423-35.
20. Bump EA, Yu NY, Brown JM. Radiosensitization of hypoxic tumor cells by depletion of intracellular glutathione. Science 1982; 217: 544-5.
21. Meister A, Griffith OW. Effects of methionine sulfoximine analogs on synthesis of glutamine and glutathione: possible chemotherapeutic implications. Cancer Treat Rep 1979; 63: 1115-21.
22. Gantchev TG, Brasseur N, van Lier JE. Combination toxicity of etoposide (VP-16) and photosensitisation with a water-soluble aluminium phthalocyanine in K562 human leukaemic cells. Br J Cancer 1996; 74: 1570-7.
23. Gantchev TG, van Lier JE. Catalase inactivation following photosensitization with tetrasulfonated metallophthalocyanines. Photochem Photobiol 1995; 62: 123-34.
24. Chou TC, Talalay P Quantitative analysis of dose-effect relationships: the combined effects of multiple drugs or enzyme inhibitors. Adv Enzyme Reg 1983; 22: 27-55.
25. Kohn KW, Erickson LC, Ewig RAG, Friedman CA. Fractionation of DNA from mammalian cells by alkaline elution. Biochemistry 1976; 15: 4629-37.
26. Hunting DJ, Gowans BJ. Inhibition of repair patch ligation by an inhibitor of Poly(ADP-ribose) synthesis in normal human fibroblasts damaged with ultraviolet radiation. Mol Pharmacol 1987; 33: 358-62.
27. Griffith OW. Determination of glutathione and glutathione disulfide using glutathione reductase and 2-vinylpyridine. Anal Biochem 1980; 106: 207-12.
28. Kalyanaraman B, Nemec J, Sinha BK. Characterization of free radicals produced during oxidation of etoposide (VP-16) and its catechol and quinone derivatives. An ESR study. Biochemistry 1989; 28: 4839-46.
29. Katki AG, Kalyanaraman B, Sinha BK. Interactions of the antitumor drug, etoposide, with reduced thiols in vitro and in vivo. Chem-Biol Interact 1987; 62: 237-47.
30. Mans DRA, Lafleur MVM, Westmijze EJ, et al. Reactions of glutathione with the catechol, the ortbo-quinone and the semi-quinone free radical of etoposide. Biochem Pharmacol 1992; 43: 1761-8.
31. Mans DRA, Schuurhuis GJ, Treskes M, et al. Modulation by D,L-buthionine-S,R-sulphoximine of etoposide cytotoxicity on human non-small cell lung, ovarian and breast carcinoma cell lines. Eur J Cancer 1992; 28A: 1447-52.
32. Gantchev TG, Urumov IJ, Hunting DJ, van Lier JE. Photocytotoxicity and intracellular generation of free radicals by tetrasulphonated Al- and Zn-phthalocyanines. Int J Radiat Biol 1994; 65: 289-98.
33. Hunting DJ, Gowans BJ, Brasseur N, van Lier JE. DNA damage and repair following treatment of V-79 cells with sulfonated phthalocyanines. Photochem Photobiol 1987; 45: 769-73.
34. Peng Q, Farrants GW, Madslien K, et al. Subcellular localization, redistribution and photobleaching of sulfonated aluminum phthalocyanines in a human melanoma cell line. Int J Cancer 1991; 49: 290-5.
35. Wood SR, Holroyd JA, Brown SB. The sub-cellular localization of Zn(II)phthalocyanines and their redistribution on exposure to light. Photochem Photobiol 1996; 63S; SPM-F4.
36. Dubrez L, Goldwasser F, Genne P, Pommier Y, Solary E. The role of cell cycle regulation and apoptosis triggering in determining the sensitivity of leukemic cells to topoisomerase I and II inhibitors. Leukemia 1995; 9: 1013-24.
37. Raghu G, Pierre-Jerome M, Dordal MS, Simonian P, Bauer KD, Winter JN. P-glycoprotein and alterations in the glutathione/glutathione-peroxidase cycle underlie doxorubicin resistance in HL-60-R, a subclone of the HL-60 human leukemia cell line, Int J Cancer 1993; 53: 804-11.