Spectroscopic Studies on the Binding of Some Fluoroquinolones with DNA

Authors

  • Ibrahim Abu-Shqair
  • Nizam Diab The Arab American university
  • Radi Salim
  • Mohammad Al-Subu

Keywords:

fluoroquinolone, DNA binding, Intercalation, UV-Visible Methods

Abstract

UV-visible spectroscopic methods were used to study the interaction of some fluoroquinolones with calf-thymus DNA. The binding constants of drug-DNA complexes were evaluated and the nature of binding of these drugs with DNA were elucidated. The results suggested that fluoroquinolones bind to DNA through an electrostatic mode of interaction with partial intercalation.

 

References

[ ] J.E.F. Reynolds (Ed.), Martindale, The Extra Pharmacopeia, 30th ed., The Pharmaceutical Press, London, 1993, pp145-147.

[ ] H.C. Neu, Resistance of ciprofloxacin appearing during therapy, Am. J. Med. 87(1989) 28-31.

[ ] S.L. Gorbach, K.W. Nelson, in: A. P. R. Wilson, R. N. Gruneberg (Eds.), Ciprofloxacin: 10 Years of Clinical Experience, Maxim Medical, Oxford, 1997.

[ ] A.A.J. Torriero, E. Salinas, J. Raba, J.J. Silber, Sensitive determination of ciprofloxacin and norfloxacin in biological fluids using an enzymatic rotating biosensor, Biosens. Bioelectron. 22 (2006) 109-115.

[ ] A. Hartmann, A. Alder, T. Koller, R. M. Widmer, Identification of fluoroquinolone antibiotics as the main source of umuC genotoxicity in native hospital wastewater, Environ. Toxicol. Chem. 17 (1998) 377-382.

[ ] E.M. Golet, A.C. Alder, W. Giger, Environmental exposure and risk assessment of fluoroquinolone antibacterial agents in wastewater and river water of the Glatt Valley watershed, Switzerland, Environ. Sci. Technol., 36 (2002) 3645-3651.

[ ] D.W. Kolpin, E.T. Furlong, M.T. Meyer, E.M. Thurman, S.D. Zaugg, L.B. Barber, H.T. Buxton, Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999 – 2000: A national reconnaissance’, Environ Sci. Techno., 36 (2002) 1202-1211.

[ ] A. Hartmann, E. M. Golet, S. Gartiser, A.C. Alder, T. Koller, R.M. Widmer, Primary DNA damage but not mutagenicity correlates with ciprofloxacin concentrations in German hospital wastewater, Arch. Environ. Contam. Toxicol., 36 (1999) 115-119.

[ ] Y. Ni, Y. Wang, S. Kokot, Simultaneous determination of three fluoroquinolones by linear sweep stripping voltammetry with the aid of chemometrics, Talanta 69 (2006) 216-225.

[ ] P. Odea, A.C. Garcic, A.J.M. Ordieres, P.T. Blanco, M.R. Smyth, Comparison of adsorptive stripping voltammetry at mercury and carbon paste electrodes for the determination of ciprofloxacin in urine, Elecroanalysis 3 (1991) 337-342.

[ ] L. Fotouhi, Z. Atoofi, M.M. Heravi, Interaction of ciprofloxacin with DNA studied by spectroscopy and voltammetry at MWCNT/DNA modified glassy carbon electrode, Talanta 103 (2013) 194-200.

[ ] L. Suntornsuk, Recent advances of capillary electrophoresis in pharmaceutical analysis, Analytical and Bioanalytical Chemistry 398 (2010) 29-52.

[ ] J.L. Beltran, E. Jimenez-Lozano, D. Barron, J. Barbosa, Determination of quinolone antimicrobial agents in strongly overlapped peaks from capillary electrophoresis using multivarient calibration methods, Anal. Chim. Acta 501 (2004) 137-141.

[ ] N.M. Kassab, A.K. Singh, E.R.M. Kedor-Hackmam, M.I.R.M. Santoro, Quantitative determination of ciprofloxacin and norfloxacin in pharmaceutical preparations by high performance liquid chromatography, Braz. J. Pharm. Scien. 41 (2005) 507-513.

[ ] S. Watabea, Y. Yokoyamaa, K. Nakazawaa, K. Shinozakia, R. Hiraokab, K. Takeshitab, Y. Suzukib, Simultaneous measurement of pazufloxacin, ciprofloxacin, and levofloxacin in human serum by high-performance liquid chromatography with fluorescence detection, Journal of Chromatography B 878 (2010) 1555-1561.

[ ] A. Montero, R.L. Althaus, A. Molina, I. Berruga, M. P. Molina, Detection of antimicrobial agents by a specific microbiological method (Eclipse 100®) for ewe milk, Small Ruminant Research, 57 (2005) 229-237.

[ ] G.H. Ragab, A.S. Amin, Atomic absorption spectroscopic, conductometric and colorimetric methods for determination of fluoroquinolone antibiotics using ammonium reineckate ion-pair complex formation, Spectrochim. Acta A Mol Biomol. Spectrosc. 60 (2004) 973-978.

[ ] H. Salem, Spectrofluorimetric, Atomic Absorption Spectrometric and Spectrophotometric Determination of Some Fluoroquinolones, Am. J. Appl. Sci. 2 (2005) 719-729.

[ ] A.S. Saglik, D. Betul, Kinetic Spectrophotometric Determination of Ciprofloxacin in a Pharmaceutical Preparation, Journal of AOAC International 93 (2010) 510-515.

[ ] F. Belal, A.A. Al-Majed, and A.M. Al-Obaid, Methods of analysis of 4-quinolone antibacterials, Talanta, 50 (1999) 765-786.

[ ] L. Fratini, and E. E. S. Schapoval, Ciprofloxacin determination by visible light spectroscopy using iron (III) nitrate, Int. J. Pharm., 127 (1996) 279-282.

[ ] Z. Bilgic, S. Tosunoglu, N. Buyuktimkin, Two new spectrophotometric methods for ciprofloxacin, Acta Pharm. Turk., 33 (1991) 19-22.

[ ] M.E. El-Kommos, G.A. Saleh, S.M. El-Gizawi, M.A. Abou-Elwafa, Spectrofluorometric determination of certain quinolone antibacterials using metal chelation, Talanta, 60 (2003) 1033-1050.

[ ] S. Lecomte, N. J. Moreau, and M. T. Chenon, NMR investigation of pefloxacin –cation-DNA interactions: the essential role of Mg2+, Int. J. Pharm., 164 (1998) 57- 65.

[ ] C. Bailly, P. Colson, and C. Houssier, The orientation of norfloxacin bound to double stranded-DNA, Biochem. Biophys. Res. Commun., 243 (1998) 844-848.

[ ] G.S. Son, J.A. Yeo, J.M. Kim, S.K. Kim, H.R. Moon, W. Nam, Base specific complex formation of norfloxacin with DNA, Biophys. Chem., 74 (1998) 225-236.

[ ] M. Gellert, K. Mizuuchi, M.H. Odea, H.A. Nash, DNA gyrase: an enzyme that introduces super helical turns into DNA, Proc. Natl. Acad. Sci. U.S.A. 73 (1976) 3872-3876.

[ ] S.C. Kampranis, A. Maxwell, The DNA gyrase–quinolone complex. ATP hydrolysis and the mechanism of DNA cleavage, J. Biol. Chem. 273 (1998) 22615-22626.

[ ] G. Palu, S. Valisena, G. Ciarrocchi, B. Gatto, M. Palumbo, Quinolone binding to DNA is mediated by magnesium ions, Proc. Natl. Acad. Sci. U.S.A. 89 (1992) 9671-9675.

[ ] A. Radi, M.A. El-Ries, S. Kandil, Electrochemical study of the interaction of levofloxacin with DNA, Anal. Chim. Acta 459 (2003) 61-67.

[ ] C.M.A. Brett, A.M. Oliviera-Brett, S.H.P. Serrano, An EIS study of DNA-modified electrodes, Elec. Chim. Acta, 44 (1999) 4233-4239.

[ ] R. Fukuda, S. Takenaka, M. Takag, Metal ion assisted DNA interaction of crown ether-linked acdidine derivatives, J. Chem. Soc.Chem. Commun. (1990) 1028-1030.

[ ] C. Cantor and P. R. Schimmel, Biophysical Chemistry, W. H. Freeman, San Franciso,1980.

[ ] S. Takenaka, T. Ihara, M. Takag, Bis-9-acridinyl derivatives containing a viologen linker chain: electrochemically active intercalator for reversible labeling of DNA, J. Chem. Soc. Chem. Commun. (1990) 1485-1487.

[ ] X.J. Dang, M.Y. Niel, J. Tong, H. L. Li, Inclusion of the parent molecules of some drugs with beta-cyclodextrin studied by electrochemical and spectrometric method, J. Electroanal. Chem., 448 (1998) 61-67.

[ ] M.S. Ibrahim, Voltammetric studies of the interaction of nogalamycin antitumor drug with DNA, Anal. Chim. Acta, 443 (2001) 63-72.

[ ] I.D. Vilfan, P. Drevensek, I. Turel, N.P. Ulrih, Characterization of ciprofloxacin binding to the linear single and double-stranded DNA. Biochim. Biophys. Acta-Gene Struct. Express, 1628 (2003) 111-122.

Downloads

Published

2013-12-13

How to Cite

Abu-Shqair, I., Diab, N., Salim, R., & Al-Subu, M. (2013). Spectroscopic Studies on the Binding of Some Fluoroquinolones with DNA. Asian Journal of Applied Sciences, 1(5). Retrieved from https://www.ajouronline.com/index.php/AJAS/article/view/595

Most read articles by the same author(s)