Detection of the effective DNA protection by quinazolines using a DNA-based electrochemical biosensor

Analytical Letters

Volumn 38, Issue 15, 2005, Pages 2625-2638

  Ovádeková, Renáta ^a   Jantová, Soňa ^a   Labuda, Ján ^a  

^a SLOVAK UNIVERSITY OF TECHNOLOGY   (Slovakia)

Author keywords

Damage to DNA; DNA protection; Electrochemical DNA biosensor; Euglena gracilis; Quinazolines

Indexed keywords

ALGAE; EUGLENA GRACILIS;

EID: 30744440877     PISSN: 00032719     EISSN: 1532236X     Source Type: Journal    
DOI: 10.1080/00032710500371071     Document Type: Article

References (31)

1. Abreu, F.C., Goulart, M.O.F., and Oliveira Brett, A.M. 2002. Detection of the damage caused to DNA by niclosamide using an electrochemical DNA-biosensor. Biosens. Bioelectron, 17: 913-919.
2. Callais, F., Min, S., Giorgi-Renault, S., and Festy, B. 1991. Structure activity relationships of a series of antitumoral 5,8-quinazolinediones in mutagenic studies. Mutat. Res., 261: 51-56.
3. Chao, Q., Deng, L., Shih, H., Leoni, L.M., Genini, D., Carson, D.A., and Cottam, H.B. 1999. Substituted isoquinolines and quinazolines as potential antiinflammatory agents. Synthesis and biological evaluation of inhibitors of tumor necrosis factor alpha. J. Med. Chem., 42: 3860-3873.
4. Cordes, R.E.P. and Rechnitz, G.A. 1999. Sensitization and inhibition of naphthoquinone cyclic voltammetry by acridine orange and DNA. Anal. Sci., 15: 1277-1279.
5. Danilov, R.A. and Ekelund, N.G. 2001. Effects of pH on the growth rate, motility and photosynthesis in Euglena gracilis. Folia Microbiol., 46: 549-554.
6. Dollimore, L.S. and Gillard, R.D. 1973. Optically active coordination compounds. Part XXXII. Potassium (+) tris-[L-cysteinesulphinato(2-)-SN] cobaltate(III): A versatile agent for resolution of 3+ species. J. Chem. Soc., 78: 933-940.
7. Epe, B., Pflaum, M., and Boiteux, S. 1993a. DNA damage induced by photosensitizers in cellular and cell-free systems. Mutat. Res., 299: 135-145.
8. Epe, B., Pflaum, M., Häring, M., Hegler, J., and Rüdiger, H. 1993b. Use of repair endonucleases to characterize DNA damage induced by reactive oxygen species in cellular and cell-free systems. Toxicol. Lett., 67: 57-72.
9. Fojta, M. 2004. Mercury electrodes in nucleic acid electrochemistry: Sensitive analytical tool and probes of DNA structure. Collect. Czech. Chem. Commun., 69: 715-747.
10. Foltínová, P. and Grones, J. 1997. Euglena gracilis as an eukaryotic test organism for detecting mutagens and antimutagens. Mutat. Res., 393: 1-6.
11. Holden, S.A., Teichr, B.A., Robinson, M.F., Northey, D., and Rosowsky, A. 1995. Antifolates can potentiate topoisomerase II inhibitors in vitro and in vivo. Cancer Chemother., 36: 165-171.
12. Jaiswal, M., Lipinski, L.J., Bohr, V.A., and Mazur, S.J. 1998. Efficient in vitro repair of 7-hydro-8-oxodeoxyguanosine by human cell extracts: involvement of multiple pathways. Nucleic Acids Res., 26: 2184-2191.
13. Jantová, S., Ovádeková, R., Letašiová, S., Špirková, K., and Stankovský, Š. 2005. Antimicrobial activity of some substituted triazolo quinazolines. Folia Microbiol., 50: 90-94.
14. Kada, T., Inoue, T., and Namiki, M. 1982. Enviromental desmutagens and antimutagens. In Enviromental Mutagenesis and Plant Biology; Klekowski, E.J., ed.; Praeger: New York, 134-142.
15. Labuda, J., Fojta, M., Jelen, F., and Paleček, E. Electrochemical sensors with DNA recognition layer. In Encyclopedia of Sensors; Grimes, C.A. and Dickey, E., eds.; American Scientidic Publishers: Stevenson Ranch, CA (in press).
16. Labuda, J., Bučková, M., Heilerová, L., Šilhár, S., and Štepánek, I. 2003. Evaluation of redox properties and anti-/prooxidant effects of selected flavonoids by DNA-based electrochemical biosensor. Anal. Bioanal. Chem., 367: 168-173.
17. Labuda, J., Bučková, M., Heilerová, L., Čaniová-Žiaková, A., Brandšteterová, E., Mattusch, J., and Wennrich, R. 2002. Detection of antioxidative activity of plant extracts at the DNA-modified screen-printed electrode. Sensors, 2: 1-10.
18. Labuda, J., Bučkova, Ḿ, Jantová, S., Štepánek, I., Surugiu, I., Danielson, B., and Mascini, M. 2000. Modified screen-printed electrodes for the investigation of the interaction of non-electroactive quinazoline derivatives with DNA. Fres. J. Anal. Chem., 367: 364-368.
19. Lyles, M.B. and Cameron, I.L. 2002. Interactions of the DNA intercalator acridine orange, with itself, with caffeine, and with double stranded DNA. Biophys. Chem., 96: 53-76.
20. Maggio, B., Daidone, G., Raffa, D., Plescis, S., Mantione, L., Catena Cutuli, V.M., Mangano, N.G., and Caruso, A. 2001. Synthesis and pharmacological study of ethyl-1-methyl-(substituted 3,4-dihydro-4-oxoquinazolin-3-yl)-1H- pyrazole-4-acetates. Eur. J. Med. Chem., 36: 737-742.
21. Modjtahedi, H., Affleck, K., Stubberfield, C., and Dean, C. 1998. EGFR blockade by tyrosine kinase inhibitor or monoclonal antibody inhibits growth, directs terminal differentiation and induces apoptosis in the human aquamous cell carcinoma HN5. Int. J. Oncol., 13: 335-342.
22. Natale, R.B. 2004. Epidermal growth factor receptor-targeted therapy with ZD1839: symptom improvement in non-small-cell lung cancer. Int. J. Radiat. Oncol. Biol. Phys., 59: 39-43.
23. Oliveira Brett, A.M., Da Silva, L.A., Fujii, H., Mataka, S., and Thiemann, T. 2003. Detection of the damage caused to DNA by a thiophene-S-oxide using an electrochemical DNA-biosensor. J. Electroanal. Chem., 549: 91-99.
24. Paleček, E. and Jelen, F. 2002. Electrochemistry of nucleic acids and development of DNA sensors. Crit. Rev. Anal. Chem., 32: 261-270.
25. Pang, D.W. and Abruña, H.D. 2000. Interactions of benzyl viologen with surface-bound single- and double-stranded DNA. Anal. Chem., 72: 4700-4706.
26. Pang, D.W. and Abruña, H.D. 1998. Micromethod for the investigation between DNA and redox-active molecules. Anal. Chem., 70: 3162-3169.
27. Schwartz, G.K., Bertino, J., Kemeny, N., Saltz, L., Kelsen, D.K., Tong, W., Welch, M., Endres, S., and Dimery, I. 2004. Phase I trial of sequential raltitrexed followed by bolus 5-fluorouracil in patients with advanced colorectal cancer. Anticancer Drugs, 15: 219-227.
28. Spirková, K. and Stankovský, Š 1991. Amidinoyl isothiocyanates in the synthesis of condensed quinazolines. Preparation of 3-aryl-5,9-disubstituted-s-triazolo[4,3-c] quinazolines. Collect. Czech. Chem. Commun., 56: 1719-1724.
29. Spirková, K., Horňáček, J., and Stankovský, Š 1993. Amidinoyl isothiocyanates in the synthesis of condensed quinazolines. Preparation of 3-aryl-9-chloro-5-morpholino[1,2,4] triazolo[4,3-c]quinazolines and their [1,5-c]isomers. Chem. Papers, 47: 382-385.
30. Tonkison, J.L., Marder, P., Andis, S.L., Shultz, R.M., Gossett, L.S., Shih, Ch., and Mendelsohn, L.G. 1997. Cell cycle effects of antifolate antimetabolites: implications for cytotoxicity and cytostatis. Cancer Chemother. Pharmacol., 39: 521-531.
31. Wang, J. 2002. Electrochemical nucleic acid biosensors. Anal. Chim. Acta, 469: 63-71.