Electrochemical studies on the binding of a carcinogenic anthraquinone dye, Purpurin (C.I. 58 205) with DNA

Dyes and Pigments

Volumn 84, Issue 3, 2010, Pages 213-217

  Wang, Qingxiang ^a   Gao, Feng ^a   Yuan, Xianlong ^b   Li, Wenqi ^a   Liu, Aifen ^a   Jiao, Kui ^b  

^a MINNAN NORMAL UNIVERSITY   (China)

^b QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Binding mechanism; DNA; Electrochemistry; Purpurin

Indexed keywords

ELECTROCHEMISTRY; FLUORESCENCE QUENCHING; KETONES;

ANTHRAQUINONE DYE; BINDING CONSTANT; BINDING MECHANISMS; ELECTROCHEMICAL STUDIES; INTERACTION WITH DNAS; IRREVERSIBLE OXIDATION; POSITIVE SHIFT; PURPURIN;

DNA;

ANTHRAQUINONE DYE; BINDING; DNA; ELECTROCHEMISTRY; FLUORESCENCE; OXIDATION; QUENCHING;

EID: 70350202503     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2009.09.004     Document Type: Article

References (23)

1. Naeimi H., and Namdari R. Rapid, efficient and one pot synthesis of anthraquinone derivatives catalyzed by Lewis acid/methanesulfonic acid under heterogeneous conditions. Dyes Pigm 8 (2009) 259-263
2. Johnson R.K., Zee-Cheng R.K., Lee W.W., Acton E.M., Henry D.W., and Cheng C.C. Experimental antitumor activity of aminoanthraquinones. Cancer Chemother Rep 63 (1979) 425-439
3. Oikawa S. Mechanism of oxidative DNA damage induced by environmental carcinogens and antioxidants. Genes Environ 30 (2008) 1-9
4. Marczylo T.H., Hayatsu T., Arimoto-Kobayashi S., Tada M., Fujita K.I., Kamataki T., et al. Protection against the bacterial mutagenicity of heterocyclic amines by purpurin, a natural anthraquinone pigment. Mutat Res/Genet Toxicol Environ Mutagen 444 (1999) 451-461
5. Westendorf J., Marquardt H., Poginsky B., Dominiak M., Schmidt J., and Marquardt H. Genotoxicity of naturally occurring hydroxyanthraquinones. Mutat Res/Genet Toxicol 240 (1990) 1-12
6. Mori H., Ohnishi M., Kawamori T., Sugie S., Tanaka T., Ino N., et al. Toxicity and tumorigenicity of purpurin, a natural hydroxanthraquinone in rats: induction of bladder neoplasms. Cancer Lett 102 (1996) 193-198
7. Wainwright M. Dyes in the development of drugs and pharmaceuticals. Dyes Pigm 76 (2008) 582-589
8. Pecere T., Gazzola M.V., and Mucignat C. Aloe-emodin is a new type of anticancer agent with selective activity against neuroectodermal tumors. Cancer Res 60 (2000) 2800-2804
9. Kara P., Erdem A., Girousi S., and Ozsoz M. Electrochemical detection of enzyme labeled DNA based disposable pencil graphite electrode. J Pharm Biomed Anal 38 (2005) 191-195
10. Wang Q., Li S., Li W., Gao F., and Jiao K. Discrimination of a copper complex to single- and double-stranded DNA as determined by electrochemical kinetics and thermodynamics. Bioelectrochemistry 75 (2009) 32-36
11. Kerman K., Meric B., Ozkan D., Kara P., Erdem A., and Ozsoz M. Electrochemical DNA biosensor for the determination of Benzo[a]pyrene - DNA adducts. Anal Chim Acta 450 (2001) 45-52
12. Heli H., Bathaie S.Z., and Mousavi M.F. Electrochemical investigation of neutral red binding to DNA at the surface. Electrochem Commun 6 (2004) 1114-1118
13. Ozkan D., Karadeniz H., Erdem A., Mascini M., and Ozsoz M. Electrochemical genosensor for Mitomycin C-DNA interaction based on guanine signal. J Pharm Biomed Anal 35 (2004) 905-912
14. Pang D.W., and Abruna H.D. Micromethod for the investigation of the interactions between DNA and redox-active molecules. Anal Chem 70 (1998) 3162-3169
15. Reichman M.E., Rice S.A., Thomas C.A., and Doty P. A further examination of the molecular weight and size of desoxypentose nucleic acid. J Am Chem Soc 76 (1954) 3047-3053
16. Bard A.J., and Faulkner L.R. Electrochemical methods: fundamentals and applications (1980), Wiley, New York
17. Carter M.T., Rodriguez M., and Bard A.J. Voltammetric studies of the interaction of metal chelates with DNA. 2. Tris-chelated complexes of cobalt(III) and iron(II) with 1,10-phenanthrolme and 2,2′-bipyridine. J Am Chem Soc 111 (1989) 8901-8911
18. Suresh-Kumar H.M., Kunabenchi R.S., Biradar J.S., Math N.N., Kadadevarmath J.S., and Inamdar S.R. Analysis of fluorescence quenching of new indole derivative by aniline using Stern-Volmer plots. J Lumin 116 (2006) 35-42
19. Khan M.A., and Musarrat J. Interactions of tetracycline and its derivatives with DNA in vitro in presence of metal ions. Int J Biol Macromol 33 (2003) 49-56
20. Jiao K., Li Q.J., Sun W., and Wang Z.Y. Studies on the recognition interaction of rhodamine B and DNA by voltammetry. Chem Res Chin Univ 21 (2005) 145-148
21. Wang Q.X., Jiao K., Liu F.Q., Yuan X.L., and Sun W. Spectroscopic, viscositic and electrochemical studies of DNA interaction with a novel mixed-ligand complex of nickel (II) that incorporates 1-methylimidazole and thiocyanate groups. J Biochem Biophys Methods 70 (2007) 427-433
22. Laviron E. General expression of the linear potential sweep voltammogram in the case of diffusionless electrochemical systems. J Electroanal Chem 101 (1979) 19-28
23. Welch T.W., and Thorp H.H. Distribution of metal complexes bound to DNA determined by normal pulse. J Phys Chem 100 (1996) 13829-13836