Different DNA immobilization strategies for the interaction of anticancer drug irinotecan with DNA based on electrochemical DNA biosensors

Combinatorial Chemistry and High Throughput Screening

Volumn 13, Issue 7, 2010, Pages 582-589

  Topkaya, Seda Nur ^a   Aydinlik, Seyma ^a   Aladag, Nilay ^a   Ozsoz, Mehmet ^a   Ozkan Ariksoysal, Dilsat ^a  

^a EGE UNIVERSITY   (Turkey)

Author keywords

Biosensor; Camptothecin; DNA; Drug DNA interactions; Guanine; Hybridization; Indicator; Irinotecan; Pencil graphite electrode

Indexed keywords

BUFFER; DNA; DOUBLE STRANDED DNA; GRAPHITE; GUANINE; IRINOTECAN; OLIGONUCLEOTIDE;

ARTICLE; BIOSENSOR; CONCENTRATION (PARAMETERS); COVALENT BOND; CYCLIC POTENTIOMETRY; DIFFERENTIAL PULSE VOLTAMMETRY; DNA HYBRIDIZATION; DNA MODIFICATION; DRUG ADSORPTION; DRUG DNA INTERACTION; ELECTROCHEMISTRY; ELECTRODE; FISH; NONHUMAN; NUCLEIC ACID IMMOBILIZATION; OXIDATION; PRIORITY JOURNAL; REPRODUCIBILITY; SPERM; SURFACE PROPERTY;

EID: 77955718934     PISSN: 13862073     EISSN: None     Source Type: Journal    
DOI: 10.2174/1386207311004070582     Document Type: Article

References (39)

1. Zheleva, A. M.; Gadjeva, V. G. Spin labelled nitrosoureas and triazenes and their non-labelled clinically used analogues-a comparative study on their physicochemical properties and antimelanomic effects. Int J Pharm., 2001, 212(2), 257-266.
2. Tian, X.; Zhang, F. M.; Li, W. G. Antitumor and antioxidant activity of spin labeled derivatives of podophyllotoxin (GP-1) and congeners. Life Sci., 2002, 70(20), 2433-2443.
3. Hsiang, Y. H.; Hertzberg, R.; Hecht, S.; Liu, L. F. Camptothecin induces protein-linked DNA breaks via mammalian DNA topoisomerase I. J Biol Chem., 1985, 260(27), 14873-14878.
4. Hsiang, Y. H.; Liu, L. F. Identification of mammalian DNA topoisomerase I as an intracellular target of the anticancer drug camptothecin. Cancer Res., 1988, 48(7), 1722-1726.
5. Hertzberg, R. P.; Caranfa, M. J.; Hecht, S. M. On the mechanism of topoisomerase I inhibition by camptothecin: evidence for binding to an enzyme-DNA complex. Biochemistry, 1989, 28(11), 4629-4638.
6. Chollet, D. F.; Goumaz, L.; Renard, A.; Montay, G.; Vernillet, L.; Arnera, V.; Mazzo, D. J. Simultaneous determination of the lactone and carboxylate forms of the camptothecin derivative CPT-11 and its metabolite SN-38 in plasma by high-performance liquid chromatography. J. Chromatogr. B Biomed. Sci. Appl., 1998, 718(1), 163-175.
7. Satoh, T.; Hosokawa, M.; Atsumi, R.; Suzuki, W.; Hakusui, H.; Nagai, E. Metabolic activation of CPT-11, 7-ethyl-10-[4-(1-piperidino)-1-piperidino] carbonyloxycamptothecin, a novel antitumor agent, by carboxylesterase. Biol. Pharm. Bull., 1994, 17(5), 662-664.
8. Rivory, L. P.; Bowles, M. R.; Robert, J.; Pond, S. M. Conversion of irinotecan (CPT-11) to its active metabolite, 7-ethyl-10-hydroxycamptothecin (SN-38), by human liver carboxylesterase. Biochem. Pharmacol., 1996, 52(7), 1103-1111.
9. Rauf, S.; Gooding, J. J.; Akhtar, K.; Ghauri, M. A.; Rahman, M.; Anwar, M. A.; Khalid, A. M. Electrochemical approach of anticancer drugs-DNA interaction. J. Pharm. Biomed. Anal., 2005, 37(2), 205-217.
10. Wang, W.; Wang, S. F.; Xie, F. An electrochemical sensor of nonelectroactive drug 6-thioguanine based on the dsDNA/AET/Au. Sensor Actuat. B-Chem., 2006, 120(1), 238-244.
11. Iqbal, M. S.; Mughal, M. S.; Arif, R.; Fatima, S.; Sher, M. An in vitro study of the interaction of copper (ii) salicylates with genomic DNA using gel electrophoresis and gel permeation chromatography. Chromatographia, 2009, 70 (11-12), 1659-1663.
12. Lu, W. J.; Wang, H. M.; Yuann, J. M. P.; Huang, C. Y.; Hou, M. H. The impact of spermine competition on the efficacy of DNA-binding Fe (II), Co (II), and Cu (II) complexes of dimeric chromomycin A (3). J. Inorg. Biochem., 2009, 103(12), 1626-1633.
13. Dogan-Topal, B.; Uslu, B.; Ozkan, S. A. Voltammetric studies on the HIV-1 inhibitory drug Efavirenz: The interaction between dsDNA and drug using electrochemical DNA biosensor and adsorptive stripping voltammetric determination on disposable pencil graphite electrode. Biosens. Bioelectron., 2009, 24(8), 2358-2364.
14. Teijeiro, C.; Perez, P.; Marin, D.; Palecek, E. Cyclic Voltammetry of Mitomycin-C and DNA. Bioelectroch. Bioener., 1995, 38(1), 77-83.
15. Marin, D.; Perez, P.; Teijeiro, C.; Palecek, E. Interactions of surface-confined DNA with acid-activated mitomycin C. Biophys. Chem., 1998, 75(2), 87-95.
16. Wang, J.; Ozsoz, M.; Cai, X. H.; Rivas, G.; Shiraishi, H.; Grant, D. H.; Chicharro, M.; Fernandes, J.; Palecek, E. Interactions of antitumor drug daunomycin with DNA in solution and at the surface. Bioelectroch. Bioener., 1998, 45(1), 33-40.
17. Labuda, J.; Buckova, M.; Jantova, S.; Stepanek, I.; Surugiu, I.; Danielsson, B.; Mascini, M. Modified screen-printed electrodes for the investigation of the interaction of non-electroactive quinazoline derivatives with DNA. Fresen J. Anal. Chem., 2000, 367(4), 364-368.
18. Erdem, A.; Ozsoz, M. Voltammetry of the anticancer drug mitoxantrone and DNA. Turk. J. Chem., 2001, 25(4), 469-475.
19. Kara, P.; Ozkan, D.; Kerman, K.; Meric, B.; Erdem, A.; Ozsoz, M. DNA sensing on glassy carbon electrodes by using hemin as the electrochemical hybridization label. Anal. Bioanal. Chem., 2002, 373(8), 710-716.
20. Ozsoz, M.; Erdem, A.; Kara, P.; Kerman, K.; Ozkan, D. Electrochemical biosensor for the detection of interaction between arsenic trioxide and DNA based on guanine signal. Electroanalysis, 2003, 15(7), 613-619.
21. Palecek, E.; Fojta, M. Detecting DNA hybridization and damage. Anal. Chem., 2001, 73(3), 74a-83a.
22. Karadeniz, H.; Alparslan, L.; Erdem, A.; Karasulu, E. Electrochemical investigation of interaction between mitomycin C and DNA in a novel drug-delivery system. J. Pharm. Biomed. Anal., 2007, 45(2), 322-326.
23. Ozkan, D.; Karadeniz, H.; Erdem, A.; Mascini, M.; Ozsoz, M. Electrochemical genosensor for mitomycin C-DNA interaction based on guanine signal. J. Pharm. Biomed. Anal., 2004, 35(4), 905-912.
24. Fojta, M.; Havran, L.; Fulneckova, J.; Kubicarova, T. Adsorptive transfer stripping AC voltammetry of DNA complexes with intercalators. Electroanalysis, 2000, 12(12), 926-934.
25. Jelen, F.; Erdem, A.; Palecek, E. Cyclic voltammetry of echinomycin and its interaction with double-stranded and singlestranded DNA adsorbed at the electrode. Bioelectrochemistry, 2002, 55 (1-2), 165-167.
26. Erdem, A.; Ozsoz, M. Interaction of the anticancer drug epirubicin with DNA. Anal. Chim. Acta, 2001, 437(1), 107-114.
27. Ibrahim, M. S. Voltammetric studies of the interaction of nogalamycin antitumor drug with DNA. Anal. Chim. Acta., 2001, 443(1), 63-72.
28. Suzen, S.; Demircigil, B. T.; Buyukbingol, E.; Ozkan, S. A. Electroanalytical evaluation and determination of 5-(3 '-indolyl)-2- thiohydantoin derivatives by voltammetric studies: possible relevance to in vitro metabolism. New J. Chem., 2003, 27(6), 1007-1011.
29. Kauffmann, J. M.; Vire, J. C. Pharmaceutical and biomedical applications of electroanalysis - a critical-review. Anal. Chim. Acta., 1993, 273 (1-2), 329-334.
30. Rougier, P.; Bugat, R. CPT-11 in the treatment of colorectal cancer: clinical efficacy and safety profile. Semin. Oncol., 1996, 23 (1 Suppl 3), 34-41.
31. Rothenberg, M. L.; Eckardt, J. R.; Kuhn, J. G.; Burris, H. A., 3rd; Nelson, J.; Hilsenbeck, S. G.; Rodriguez, G. I.; Thurman, A. M.; Smith, L. S.; Eckhardt, S. G.; Weiss, G. R.; Elfring, G. L.; Rinaldi, D. A.; Schaaf, L. J.; Von Hoff, D. D. Phase II trial of irinotecan in patients with progressive or rapidly recurrent colorectal cancer. J. Clin. Oncol., 1996, 14(4), 1128-1135.
32. Fojta, M. Electrochemical sensors for DNA interactions and damage. Electroanalysis, 2002, 14(21), 1449-1463.
33. Erdem, A.; Ozsoz, M. Electrochemical DNA biosensors based on DNA-drug interactions. Electroanalysis, 2002, 14(14), 965-974.
34. Palecek, E.; Fojta, M.; Jelen, F.; Vetterl, V. In: The Encyclopedia of Electrochemistry. Bard, A. J.; Stratsmann, M.; Eds.; Wiley-VCH, Weinheim, 2002.
35. Boon, E. M.; Ceres, D. M.; Drummond, T. G.; Hill, M. G.; Barton, J. K. Mutation detection by electrocatalysis at DNA-modified electrodes. Nat. Biotechnol., 2000, 18(12), 1318-1318.
36. Wong, E. L. S.; Gooding, J. J. The electrochemical monitoring of the perturbation of charge transfer through DNA by cisplatin. J. Am. Chem. Soc., 2007, 129(29), 8950.
37. Bagni, G.; Osella, D.; Sturchio, E.; Mascini, M. Deoxyribonucleic acid (DNA) biosensors for environmental risk assessment and drug studies. Anal. Chim. Acta., 2006, 573, 81-89.
38. Szpakowska, I.; Krassowska-Swiebocka, B.; Maciejewska, D.; Kazmierczak, P.; Jemielita, W.; Konrad, M.; Trykowska, J.; Maj-Zurawska, M. Electrochemical DNA biosensor for testing pentamidine and its analogues as potential chemotherapeutics. Electroanalysis, 2006, 18 (13-14), 1422-1430.
39. Maciejewska, D.; Szpakowska, I.; Wolska, I.; Niemyjska, M.; Mascini, M.; Maj-Zurawska, M. DNA-based electrochemical biosensors for monitoring of bis-indoles as potential antitumoral agents, chemistry, X-ray crystallography. Bioelectrochemistry, 2006, 69(1), 1-9.