Electrochemical Behaviour of Ofloxacin in Pharmaceutical and Biological Samples Using a Boron-Doped Diamond Electrode in Using Anionic Surfactant

Abstract

This paper examined use of a boron doped diamond electrode (BDDE) for the electroanalysis of ofloxacin (one of the fluoroquinolone compounds) by cyclic voltammetry (CV) and square wave voltammetry (SWV) in the presence of anionic surfactant (SDS) for the first time. The current signal due to the oxidation process was a function of the amount of ofloxacin, pH of the medium, effect of anionic surfactant (sodium dodecyl sulfate) and scan rate. Cyclic voltammetric studies indicated an irreversible behaviour of ofloxacin in phosphate buffer solution at pH 2.0 with well-defined oxidation peak at +1.24 V (absence SDS) and +1.21 V (presence of SDS) vs. Ag/AgCl, respectively.  With optimized experimental parameters, the current response of ofloxacin was proportionally linear in the concentration range from 1.0×10^-7 to 3.5×10^-6 M. A detection limit of 1.76×10^-8 M was observed anodically electrochemical surface pretreatments. The practical applicability of the developed method was demonstrated on the determination of ofloxacin in human urine and pharmaceutical samples. In this way, BDD electrode may represent an efficient alternative to widely used modified electrodes in the determination of fluoroquinolone compounds.

Keywords

• Ofloxacin,Sodium Dodecyl Sulfate,Boron-Doped Diamond Electrode,Square-Wave Voltammetry

References

1. Reference1 Li, R., Lv, S., Shan, J., Zhang, J., ‘A novel electrochemical method for ofloxacin determination based on interaction of ofloxacin with cupric ion’, Ionics 21(11): 3117–3124, (2015).
2. Reference2 Golcu, A., ‘Ofloxacin metal complexes: synthesis, characterization, analytical properties, and DNA binding studies’, Synth. react. inorg. met.-org. nano-met. chem., 44(10): 1509-1520, (2014).
3. Reference3 Ballesteros, O., Vı́lchez, J. L., Navalón, A.’Determination of the antibacterial ofloxacin in human urine and serum samples by solid-phase spectrofluorimetry’, J. Pharm. Biomed. Anal., 30(4): 1103–1110, (2002).
4. Reference4 Yang, C., Xu, Y., Hu, C., Hu, S.,‘Voltammetric detection of ofloxacin in human urine at a Congo Red functionalized water-soluble carbon nanotube film Electrode’, Electroanalysis, 20(2): 144-149, (2008).
5. Reference5 Vosough, M., Rashvand, M., Esfahani, H.M., Kargosha, K., Salemi, A.,’Direct analysis of six antibiotics in wastewater samples using rapid high-performance liquid chromatography coupled with diode array detector: A chemometric study towards green analytical chemistry’, Talanta 135(1): 7–17, (2015).
6. Reference6 Cañada-Cañada, F., Espinosa-Mansilla, A., Muñoz de la Peña, A.,’Separation of fifteen quinolones by high performance liquid chromatography: Application to pharmaceuticals and ofloxacin determination in urine’, J. Sep. Sci. 30(9): 1242 – 1249, (2007).
7. Reference7 Espinosa-Mansilla, A., Muñoz de la Peña, A., González Gómez, D., Salinas, F.,’HPLC determination of enoxacin, ciprofloxacin, norfloxacin and ofloxacin with photoinduced fluorimetric (PIF) detection and multiemission scanning: Application to urine and serum’, J. Chromatogr. B, 822(1-2): 185-193, (2005).
8. Reference8 Immanuel, C., Hemanth Kumar, A. K.,’Simple and rapid high-performance liquid chromatography method for the determination of ofloxacin concentrations in plasma and urine’, J. Chromatogr. B Biomed. Sci. Appl., 760(1): 91-95, (2001).

9. Reference9 Puranik, M., Bhawsar, D. V., Rathi, P., Yeole, P.G.,’Simultaneous determination of ofloxacin and ornidazole in solid dosage form by RP-HPLC and HPTLC techniques’, The indian journal of pharmaceutical sciences, 72(4): 513-517, (2010).
10. Reference10 Kraemer, H., Gehrke, R., Breithaupt, A., Breithaupt, H.,’Simultaneous quantification of cefotaxime, desacetylcefotaxime, ofloxacine and ciprofloxacine in ocular aqueous humor and in plasma by high-performance liquid chromatography’, J. Chromatogr. B 700(1-2): 147-153, (1997).
11. Reference11 Basci, N. E., Hanioglu-Kargi, S., Soysal, H., Bozkurt, A., Kayaalp, S. O., ‘Determination of ofloxacin in human aqueous humor by high-performance liquid chromatography with fluorescence detection’, J. Pharm. Biomed. Anal., 15(5): 663-666, (1997).
12. Reference12 Okazaki, O., Aoki, H., Hakusui, H.,’High-performance liquid chromatographic determination of (S)-(−)-ofloxacin and its metabolites in serum and urine using a solid-phase clean-up’, J. Chromatogr. B Biomed. Sci. Appl., 563(2): 313-322, (1991).
13. Reference13 García, M. S., Albero, M. I., Sánchez-Pedreño, C., Abuherba, M. S.,’Flow injection spectrophotometric determination of ofloxacin in pharmaceuticals and urine’, Eur. J. Pharm. Biopharm., 61(1-2): 87–93, (2005).
14. Reference14 El-Yazbi, F.A., ‘Spectrophotometric and spectrofluorimetric determination of ofloxacin’, Spectroscopy Letters 25(2): 279-291, (1992).
15. Reference15 Suslu, I., Tamer, A.,’Application of bromophenol blue and bromocresol purple for the extractive-spectrophotometric determination of ofloxaciny, Anal. Lett., 36(6): 1163–1181, (2003).
16. Reference16 Hopkata, H., Kowalczuk, D.,’Application of derivative UV spectrophotometry for the determination of ciprofloxacin, norfloxacin and ofloxacin in tablets’, Acta Pol. Pharm., 57(1): 3-13, (2000).
17. Reference17 Kapetanoviv, V., Milovanovic, Lj., Erceg, M.,’Spectrophotometric and polarographic investigation of the ofloxacin-Cu(I1) complexes’, Talanta, 43(12): 2123-2130, (1996).
18. Reference18 Horstkötter, C., Blaschke, G.,’Stereoselective determination of ofloxacin and its metabolites in human urine by capillary electrophoresis using laser-induced fluorescence detection’, J. Chromatogr. B Biomed. Sci. Appl., 754(1): 169–178, (2001).
19. Reference19 Sun, S.W., Wu, A. C.,’Determination of fluoroquinolone antibacterials in pharmaceutical formulations by capillary electrophoresis’, J. Liq. Chrom. Rel. Technol., 22(2): 281–296, (1999).
20. Reference20 Zhang, S.S., Liu, H.X., Yuan, Z.B., Yu, C.L.,’A reproducible, simple and sensitive high-performance capillary electrophoresis method for simultaneous determination of capreomycin, ofloxacin and pasiniazide in urine’, J. Pharm. Biomed. Anal., 17(4-5): 617–622, (1998).
21. Reference21 Espinosa-Mansilla, A., Muñoz de la Peña, A., Salinas, F., González Gómez, D.,’Partial least squares multicomponent fluorimetric determination of fluoroquinolones in human urine samples’, Talanta, 62(4): 853–860, (2004).
22. Reference22 Ballesteros, O., Vı́lchez, J. L., Navalón, A.,’Determination of the antibacterial ofloxacin in human urine and serum samples by solid-phase spectrofluorimetry’, J. Pharm. Biomed. Anal., 30(4): 1103–1110, (2002).
23. Reference23 Francis, P.S., Adcock, J.L.,’Chemiluminescence methods for the determination of ofloxacin’, Anal. Chim. Acta, 541(1-2): 3–12, (2005).
24. Reference24 Talay Pınar, P., Yardım, Y., Şentürk, Z.,’Voltammetric behavior of rutin at a boron-doped diamond electrode: Its electroanalytical determination in a pharmaceutical formulation’, Cent. Eur. J. Chem., 11(10): 1674-1681, (2013).
25. Reference25 Yiğit, A.,Yardım, Y., Selçuk Zorer, Ö., Şentürk, Z.,’Electrochemical determination of pterostilbene at a cathodically pretreated boron-doped diamond electrode using square-wave adsorptive anodic stripping voltammetry in cationic surfactant media,’ Sensors and Actuators B: Chemical 231(): 688–695, (2016).
26. Reference26 Yardım, Y.,’Electrochemical behavior of chlorogenic acid at a boron-doped diamond electrode and estimation of the antioxidant capacity in the coffee samples based on its oxidation peak,’ J. Food Sci., 77(4): 408–413, (2012).
27. Reference27 Codognoto, L., Machado, S.A.S., Avaca, L.A.,’Square wave voltammetry on boron-doped diamond electrodes for analytical determinations,’ Diamond and Related Materials 11(9): 1670–1675, (2002).
28. Reference28 Uslu, B., Dogan Topal, B., Ozkan, S.A.,’Electroanalytical investigation and determination of pefloxacin in pharmaceuticals and serum at boron-doped diamond and glassy carbon electrodes, Talanta 74(): 1191–1200, (2008).
29. Reference29 Ni, Y., Wang, Y., Kokot, S.,’Simultaneous determination of three fluoroquinolones by linear sweep stripping voltammetry with the aid of chemometrics,’ Talanta 69(1): 216–225, (2006).
30. Reference30 Madhusudana Reddy, T., Balaji, K., Jayarama Reddy, S.,’Voltammetric behavior of some fluorinated quinolone antibacterial agents and their differential pulse voltammetric determination in drug formulations and urine samples using a β-Cyclodextrin-modified carbon-paste electrode,’ Journal of Analytical Chemistry 62(2): 168–175, (2007).
31. Reference31 Tan, F., Zhao, Q., Teng, F., Sun, D., Gao, J., Quan, X., Chen, J.,’Molecularly imprinted polymer/mesoporous carbon nanoparticles as electrode sensing material for selective detection of ofloxacin,’ Materials Letters, 129(8): 95–97, (2014).
32. Reference32 Zhang, F., Gu, S., Ding, Y., Li, L., Liu, X.,’Simultaneous determination of ofloxacin and gatifloxacin on cysteic acid modified electrode in the presence of sodium dodecyl benzene sulfonate,’ Bioelectrochemistry, 89(2): 42–49, (2013).
33. Reference33 Chen, T.S., Huang, K. L., Chen, J. L.,’An electrochemical approach to simultaneous determination of acetaminophen and ofloxacin,’ Bull. Environ. Contam. Toxicol., 89(6): 1284-1288, (2012).
34. Reference34 Zhang, L., Cai, Y., Zhang, K., Ma, H., Zhang, Y.,’Electrochemical study on oxidation of ofloxacin at nano-ZnS/Poly (styrene sulfonic acid sodium salt) modified electrode and its interaction with calf thymus DNA,’ Russian Journal of Electrochemistry 45(3): 271-276, (2009).
35. Reference35 Al-Ghamdi, A. F.,’A study of adsorptive stripping voltammetric behavior of ofloxacine antibiotic in the presence of Fe(III) and its determination in tablets and biological fluids,’ Journal of Saudi Chemical Society 13(): 235-241, (2009).
36. Reference36 Ribeiro, F. W. P., Soares, T. R. V., Oliveira, S.N., Melo, L. C., Soares, J. E., Becker, H., De Souza, D., LimaNeto, P.de., Correia, A. N., Analytical determination of nimesulide and ofloxacin in pharmaceutical preparations using square wave voltammetry,’Journal of Analytical Chemistry,’ 69(1): 62-71, (2014).
37. Reference37 Solangia, A.R., Mallahb, A., Khuhawarb, M.Y., Bhanger, M.I.,’Cathodic stripping voltammetry of pipemidic acid and ofloxacin in pharmaceutical dosages and human urine, J. Iran. Chem. Soc., 6(1): 71-76, (2009).
38. Reference38 Tamer, A., Adsorptive stripping voltammetric determination of ofloxacin, Analytica Chimica Acta, 231(): 129-131, (1990).
39. Reference39 Rizk, M., Belal, F., Aly, F.A., El-Enany, N.M.,’Differential pulse polarographic determination of ofloxacin in pharmaceuticals and biological fluids,’ Talanta 46(1): 83-89, (1998).
40. Reference40 Yardım, Y., Levent, A., Keskin, E., Şentürk, Z.,’Voltammetric behavior of benzo [a] pyrene at boron-doped diamond electrode: A study of its determination by adsorptive transfer stripping voltammetry based on the enhancement effect of anionic surfactant, sodium dodecylsulfate,’ Talanta 85(1): 441-448, (2011).
41. Reference41 Levent, A., Yardım, Y., Şentürk, Z.,’Voltammetric behavior of nicotine at pencil graphite electrode and its enhancement determination in the presence of anionic surfactant,’ Electrochimica Acta, 55(1): 190-195, (2009).
42. Reference42 Levent, A., Yardım, Y., Şentürk, Z.,’Electrochemical performance of boron-doped diamond electrode in surfactant-containing media for ambroxol determination,’Sensors and actuators B: Chemical 203(): 517-526, (2014).
43. Reference43 Levent, A., Altun, A., Yardım, Y., Şentürk, Z.,’Sensitive voltammetric determination of testosterone in pharmaceuticals and human urine using a glassy carbon electrode in the presence of cationic surfactant,’Electrochimica acta, 128(): 54-60, (2014).
44. Reference44 Yardim, Y., Senturk, Z.,’Voltammetric behavior of indole-3-acetic acid and kinetin at pencil-lead graphite electrode and their simultaneous determination in the presence of anionic surfactant,’Turk J Chem., 35(3): 413-426, (2011).
45. Reference45 Yardım, Y.,’Sensitive detection of capsaicin by adsorptive stripping voltammetry at a boron-doped diamond electrode in the presence of sodium dodecylsulfate,’Electroanalysis, 23(10): 2491–2497, (2011).