The ability of selected pyridinium salts to increase the cytotoxic activity of vincristine but not doxorubicin towards sensitive and multidrug resistant promyelocytic leukaemia HL60 cells

Journal of Pharmacy and Pharmacology

Volumn 60, Issue 5, 2008, Pages 647-653

  Maruszewska, Agnieszka ^a   Kostrzewa Nowak, Dorota ^a   Adamus, Jan ^b   Czupryńska, Katarzyna ^a   Maryniak, Dominika ^a   Gebicki, Jerzy ^b   Tarasiuk, Jolanta ^a  

^a UNIVERSITY OF SZCZECIN   (Poland)

^b LODZ UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

1 METHYL 3 NITROPYRIDINE CHLORIDE; 3,3,6,6,10 PENTAMETHYL 3,4,6,7 TETRAHYDRO[1,8(2H,5H) DION]ACRIDINE CHLORIDE; ANTINEOPLASTIC AGENT; DOXORUBICIN; GLYCOPROTEIN P; MULTIDRUG RESISTANCE PROTEIN 1; OXIDOREDUCTASE; PYRIDINIUM DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; VINCRISTINE;

ARTICLE; CELL GROWTH; CELL LINE; CONTROLLED STUDY; CYTOTOXICITY; DRUG EFFECT; DRUG POTENTIATION; DRUG STRUCTURE; GROWTH INHIBITION; HUMAN; HUMAN CELL; LEUKEMIA CELL; MULTIDRUG RESISTANCE; PHENOTYPE; PROMYELOCYTIC LEUKEMIA; PROTEIN EXPRESSION; R FACTOR; STATISTICAL ANALYSIS;

ACRIDINES; ANTIBIOTICS, ANTINEOPLASTIC; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CELL PROLIFERATION; DOXORUBICIN; DRUG RESISTANCE, MULTIPLE; DRUG RESISTANCE, NEOPLASM; HL-60 CELLS; HUMANS; LEUKEMIA, PROMYELOCYTIC, ACUTE; PYRIDINIUM COMPOUNDS; VINCRISTINE;

EID: 42549100842     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/jpp.60.5.0011     Document Type: Article

References (46)

1. Bailey, S. M., Lewis, A. D., Patterson, L. H., Fisher, G. R., Knox, R. J., Workman, P. (2001) Involvement of NADPH:cytochrome P450 reductase in the activation of indoloquinone EO9 to free radical and DNA damaging species. Biochem. Pharmacol. 62: 461-468
2. Bartoszek, A. (2002) Metabolic activation of adriamycin by NADPH-cytochrome P450 reductase; overview of its biological and biochemical effects. Acta Biochim. Pol. 49: 323-331
3. Bartoszek, A., Wolf, C. R. (1992) Enhancement of doxorubicin toxicity following activation by NADPH cytochrome P450 reductase. Biochem. Pharmacol. 43: 1449-1457
4. Beck, W. T., Cass, C. E., Houghton, P. J. (2003) Microtubule-targeting anticancer drugs derived from plants and microbes: vinca alkaloids, taxanes, and epothilones. In: Kufe, D. W., Pollock, R. E., Weichselbaum, R. R., Bast, R. C., Gansler, T. S. (eds) Cancer medicine. 6th edn, BC Decker Inc. Hamilton, pp 680-698
5. Borst, P., Evers, R., Kool, M., Wijnholds, J. (2000) A family of drug transporters: the multidrug resistance-associated proteins. J. Natl Cancer Inst. 92: 1295-1302
6. Chaudhary, P. M., Roninson, L. B. (1993) Induction of multidrug resistance in human cells by transient exposure to different chemotherapeutic drugs. J. Natl Cancer Inst. 85: 632-639
7. Checchi, P. M., Nettles J. H., Zhou, J., Snyder, J. P., Joshi, H. C. (2003) Microtubule-interacting drugs for cancer treatment. Trends Pharmacol. Sci. 24: 361-365
8. + precursors, nicotinic acid and nicotinamide, protect cells against apoptosis induced by a multiple stress inducer, deoxycholate. Cell Death Differ. 7: 314-326
9. Drukman, S., Kavallaris, M. (2002) Microtubule alterations and resistance to tubulin-binding agents (Review). Int. J. Oncol. 21: 621-628
10. Ejendal, K. F., Hrycyna, C. A. (2002) Multidrug resistance and cancer: the role of the human ABC transporter ABCG2. Curr. Protein Pept. Sci. 3: 503-511
11. Gtewirtz, D. A. (1999) A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunorubicin. Biochem. Pharmacol. 57: 727-741
12. Gottesman, M. M. (2002) Mechanisms of cancer drug resistance. Annu. Rev. Med. 53: 615-627
13. Groninger, E., Meeuwsen-De Boer, G. J., De Graaf, S. S. N., Kamps, W. A., De Bont, E. S. J. M. (2002) Vincristine induced apoptosis in acute lymphoblastic leukaemia cells: a mitochondrial controlled pathway regulated by reactive oxygen species? Int. J. Oncol. 21: 1339-1345
14. Gtowacka-Rogacka, D., Arciemiuk, M., Kupiec, A., Bontemps-Gracz, M. M., Borowski, E., Tarasiuk, J. (2004) The activity of latent benzoperimidine esters to inhibit P-glycoprotein and multidrug resistance-associated protein 1 dependent efflux of pirarubicin from several lines of multidrug resistant tumour cells. Cancer Detect. Prev. 28: 283-293
15. Hadfield, J. A., Ducki, S., Hirst, N., McGown, A. T. (2003) Tubulin and microtubules as targets for anticancer drugs. Prog. Cell Cycle Res. 5: 309-325
16. Huang, Y., Fang, Y., Wu, J., Dziadyk, J. M., Zhu, X., Sui, M., Fan, W. (2004) Regulation of Vinca alkaloid-induced apoptosis by NF-κB/ IκB pathway in human tumor cells. Mol. Cancer Ther. 3: 271-277
17. Jordan, M. A. (2002) Mechanism of action of antitumor drugs that interact with microtubules and tubulin. Curr. Med. Chem. Anti-Cancer Agents 2: 1-17
18. Kavallaris, M., Tait, A. S., Walsh, B. J., He, L., Horwitz, S. B., Norris, M. D. Haber, M. (2001) Multiple microtubule alterations are associated with Vinca alkaloid resistance in human leukemia cells. Cancer Res. 61: 5803-5809
19. Kostrzewa-Nowak, D., Paine, M. J. I., Wolf, C. R., Tarasiuk, J. (2005) The role of bioreductive activation of doxorubicin in cytotoxic activity against leukaemia HL60-sensitive cell line and its multidrug-resistant sublines. Br. J. Cancer 93: 89-97
20. Krishnamachary, N., Center, M. S. (1993) The MRP gene associated with a non-P-glycoprotein multidrug resistance encodes a 190-kDa membrane bound glycoprotein. Cancer Res. 53: 3658-3661
21. Lavilla, R., Bernabeu, M. C., Brillas, E., Carranco, I., Díaz, J. L., Llorente, N., Rayo, M., Spada, A. (2002) Productive trapping of NAD-type radicals. Non-biomimetic reduction of pyridinium salts. Chem. Commun. 8: 850-851
22. Lin, S.-J., Guarente, L. (2003) Nicotinamide adenine dinucleotide, a metabolic regulator of transcription, longevity and disease. Curr. Opin. Cell. Biol. 15: 241-246
23. Liu, Z.-X., Azhipa, O., Okamoto, S., Govindarajan, S., Dennett, G. (2001) Extracellular nicotinamide adenine dinucleotide induces T cell apoptosis in vivo and in vitro. J. Immunol. 167: 4942-4947
24. Longley, D. B., Johnston, P. G. (2005) Molecular mechanisms of drug resistance. J. Pathol. 205: 275-292
25. Lown, J. W. (1993) Discovery and development of anthracycline antitumor antibiotics. Chem. Soc. Rev. 22: 165-176
26. Marcinek, A., Adamus, J., Gȩbicki, J., Platz, M. S., Bednarek, P. (2000) Hydrogen-transferred radical cations of NADH model compounds. 3. Acridinediones. J. Phys. Chem. A 104: 724-728
27. Marsh, W., Sicheri, D., Center, M. S. (1986) Isolation and characterization of adriamycin-resistant HL-60 cells which are not defective in the initial intracellular accumulation of drug. Cancer Res. 46: 4053-4057
28. McGrath, T., Latoud, C., Arnold, S. T., Safa, A. R., Felsted, R. L., Center, M. S. (1989) Mechanisms of multidrug resistance in HL60 cells. Analysis of resistance associated membrane proteins and levels of mdr gene expression. Biochem. Pharmacol. 38: 3611-3619
29. Mewes, K., Blanz, J., Ehninger, G., Gebhardt, R., Zeller, K. P. (1993) Cytochrome P450-induced cytotoxicity of mitoxantrone by formation of electrophilic intermediates. Cancer Res. 53: 5135-5142
30. Minotti, G., Menna, P., Salvatorelli, E., Cairo, G., Gianni, L. (2004) Anthracyclines: molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity. Pharmacol. Rev. 56: 185-229
31. Mordente, A., Meucci, E., Martorana, G. E., Giardina, B., Minotti, G. (2001) Human heart cytosolic reductases and anthracycline cardiotoxicity. IUBMB Life 52: 83-88
32. Ogata, S., Takeuchi, M., Okumura, K., Taguchi, H. (1998) Apoptosis induced by niacin-related compounds in HL-60 cells. Biosci. Biotechnol. Biochem. 62: 2351-2356
33. Ogata, S., Takeuchi, M., Fujita, H., Shibata, K., Okumura, K., Taguchi, H. (2000) Apoptosis induced by nicotinamide-related compounds and quinolinic acid in HL-60 cells. Biosci. Biotechnol. Biochem. 64: 327-332
34. Ogata, S., Takeuchi, M., Teradaira, S., Yamamoto, N., Iwata, K., Okumura, K., Taguchi, H. (2002) Radical scavenging activities of niacin-related compounds. Biosci Biotechnol. Biochem. 66: 641-645
35. Olek, R. A., Ziolkowski, W., Kaczor, J. J., Greci, L., Popinigis, J., Antosiewicz, J. (2004) Antioxidant activity of NADH and its analogue - an in vitro study. J. Biochem. Mol. Biol. 37: 416-421
36. Patterson, A. V., Barham, H. M., Chinje, E. C., Adams, G. E., Harris, A. L., Stratford, I. J. (1995) Importance of P450 reductase activity in determining sensitivity of breast tumour cells to the bioreductive drug, tirapazamine (SR 4233). Br. J. Cancer 72: 1144-1150
37. Paul, S., Breuninger, L. M., Tew, K. D., Shen, H., Kruh, G. D. (1996) ATP-dependent uptake of natural product cytotoxic drugs by membrane vesicles establishes MRP as a broad specificity transporter. Proc. Natl Acad. Sci. USA 93: 6929-6934
38. Pawlowska, J., Tarasiuk, J., Wolf, C. R., Paine, M. J. I., Borowski, E. (2003) Differential ability of cytostatics from anthraquinone group to generate free radicals in three enzymatic systems: NADH dehydrogenase, NADPH cytochrome P450 reductase, and xanthine oxidase. Oncol. Res. 13: 245-252
39. Rivera, E. (2003) Current status of liposomal anthracycline therapy in metastatic breast cancer. Clin. Breast Cancer 4 (Suppl. 2): S76-S83
40. Smith, G. C. M., Tew, D., Wolf, C. R. (1994) Dissection of NADPH-cytochrome P450 oxidoreductase into distinct functional domains. Proc. Natl Acad. Sci. USA 91: 8710-8714
41. Srividja, N., Ramamurthy, P., Shanmugasundaram, P., Ramakrishnan, V. T. (1996) Synthesis, characterization, and electrochemistry of some acridine-1,8-dione dyes. J. Org. Chem. 61: 5083-5089
42. Szakācs, G., Paterson, J. K., Ludwig, J. A., Booth-Genthe, C., Gottesman, M. M. (2006) Targeting multidrug resistance in cancer. Nat. Rev. Drug Discov. 5: 219-234
43. Verrills N. M., Walsh, B. J., Cobon, G. S., Hains, P.G., Kavallaris, M. (2003) Proteome analysis of vinca alkaloid response and resistance in acute lymphoblastic leukemia reveals novel cytoskeletal alterations. J. Biol. Chem. 278: 45082-45093
44. Wieczorkowska, M., Zielonka, J., Celinska, J., Adamus, J., Ciesielska, E., Marcinek, A., Szmigiero, L., Gebicki, J. (2003) 1-Methyl-3-nitropyridine: an efficient oxidant of NADH in non-enzymatic and enzyme-mediated processes. Free Radic. Res. 37: 1157-1162
45. Wieczorkowska, M., Szajerski, P., Michalski, R., Adamus, J., Marcinek, A., Gebicki, J., Ciesielska, E., Szmigiero, L., Lech-Marańda, E., Szmigielska-Kapton, A., Robak, T. (2007) Cytotoxic activity of the selected pyridinium salts against murine leukemia L1210. Pharmacol. Rep. 59: 216-223
46. Zaman, G. J. R., Flens, M. J., van Leusden, M. R., de Haas, M., Mülder, H. S., Lankelma, J., Pinedo, H. M., Scheper, R. J., Bass, F., Broxterman, H. J., Borst, P. (1994) The human multidrug resistance-associated protein MRP is a plasma membrane drug-efflux pump. Proc. Natl Acad. Sci. USA 91: 8822-8826