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Biopharmaceutical characterisation of ciprofloxacin-metallic ion interactions: Comparative study into the effect of aluminium, calcium, zinc and iron on drug solubility and dissolution


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1. J. R. Brouwers, H. J. Van der Kam, J. Sijtsma and J. H. Proost, Decreased ciprofloxacin absorption with concomitant administration of ferrous fumarate, Pharm. Weekbl. Sci. 12 (1990) 182-183; DOI: 10.1007/BF01980042.10.1007/BF01980042Search in Google Scholar

2. R. W. Frost, J. T. Lettieri, A. Noe, E. C. Shamblen and K. Lasseter, Effect of aluminium hydroxide and calcium carbonate antacids on ciprofloxacin bioavailability, Antimicrob. Agents Chemother. 36 (1992) 830-832; DOI: 10.1128/AAC.36.4.830.10.1128/AAC.36.4.830Search in Google Scholar

3. M. Kara, B. B. Hasinoff, W. D. McKay and R. C. N. Campbell, Clinical and chemical interactions between iron preparations and ciprofloxacin, Brit. J. Clin. Pharmacol. 31 (1991) 257-261; DOI: 10.1111/j.1365-2125.1991.tb05526.x.10.1111/j.1365-2125.1991.tb05526.xSearch in Google Scholar

4. P. Lehto, T. K. Kivisto and J. P. Neuvonen, The effect of ferrous sulphate on the absorption of norfloxacin, ciprofloxacin and ofloxacin, Brit. J. Clin. Pharmacol. 37 (1994) 82-85; DOI: 10.1111/ j.1365-2125.1994.tb04245.x.10.1111/j.1365-2125.1994.tb04245.xSearch in Google Scholar

5. R. E. Polk, D. P. Healy, J. Sahai, L. Drwal and E. Racht, Effect of ferrous sulfate and multivitamins with zinc on absorption of ciprofloxacin in normal volunteers, Antimicrob. Agents Chemother. 33 (1989) 1841-1844; DOI: 10.1128/AAC.33.11.1841.10.1128/AAC.33.11.1841Search in Google Scholar

6. D. E. Nix, W. A. Watson, M. E. Lener, R. W. Frost, G. Krol, H. Goldstein, J. Lettieri and J. J. Schentag, Effects of aluminum and magnesium antacids and ranitidine on the absorption of ciprofloxacin, Clin. Pharmacol. Ther. 46 (1989) 700-705; DOI: 10.1038/clpt.1989.207.10.1038/clpt.1989.207Search in Google Scholar

7. E. Pazzucconi, S. Barbi, D. Baldassarre, N. Colombo, F. Dorigotti and C. R. Sirtori, Iron-ovotransferrin preparation does not interfere with ciprofloxacin absorption, Clin. Pharmacol. Ther. 59 (1996) 418-422; DOI: 10.1016/S0009-9236(96)90110-1.10.1016/S0009-9236(96)90110-1Search in Google Scholar

8. A. L. Neuhofel, J. H.Wilton, J. M. Victory, L. G. Hejmanowsk and G.W. Amsden, Lack of bioequivalence of ciprofloxacin when administered with calcium-fortified orange juice: a new twist on an old interaction, J. Clin. Pharmacol. 42 (2002) 461-466; DOI: 10.1177/00912700222011391.10.1177/00912700222011391Search in Google Scholar

9. J. Sahai, D. P. Healy, J. Stotka and R. E. Polk, The influence of chronic administration of calcium carbonate on the bioavailability of oral ciprofloxacin, Brit. J. Clin. Pharmacol. 35 (1993) 302-304.Search in Google Scholar

10. F. Kozjek, E. Palka, I. Krizman and P. Vodopivec, Pharmacokinetics of ciprofloxacin metal complexes, Acta Pharm. 46 (1996) 109-114.Search in Google Scholar

11. S. Rodriguez Cruz, I. Gonzalez Alonso, A. Sanchez-Navarro and L. Sayalero Marinero, In vitro study of the interaction between quinolones and polyvalent cations, Pharm. Acta Helv. 73 (1999) 237-245; DOI: 2048/10.1016/S0031-6865(98)00029-6.Search in Google Scholar

12. S. Žakelj, K. Berginc, D. Uršic, M. Veber and A. Kristl, Metal cation-fluoroquinolone complexes do not permeate through the intestinal absorption barrier, J. Pharm. Biomed. Anal. 53 (2010) 655-659; DOI: 10.1016/j.jpba.2010.05.021.10.1016/j.jpba.2010.05.02120643295Search in Google Scholar

13. K. Papai, M. Budai, K. Ludanyi, I. Antal and I. Klebovich, In vitro food-drug interaction study: Which milk component has a decreasing effect on the bioavailability of ciprofloxacin? J. Pharm. Biomed. Anal. 52 (2010) 37-42; DOI: 10.1016/j.jpba.2009.12.003.10.1016/j.jpba.2009.12.00320053516Search in Google Scholar

14. J. Parojčić, A. Stojkovi}, L. Tajber, S. Grbi}, K. Paluch, Z. Duri} and O. I. Corrigan, Biopharmaceutical characterization of ciprofloxacin HCl-ferrous sulfate interaction, J. Pharm. Sci. 100 (2011) 5174-5184; DOI: 10.1002/jps.22707.10.1002/jps.22707Search in Google Scholar

15. I. Turel, The interactions of metal ions with quinolone antibacterial agents, Coord. Chem. Rev. 232 (2002) 22-47; DOI: 10.1016/S0010-8545(02)00027-9.10.1016/S0010-8545(02)00027-9Search in Google Scholar

16. A. K. Chattah, Y. G. Linck, G. A.Monti, P. R. Levstein, S. A. Breda, R. H. Manzo and M. E. Olivera, NMR and IR characterization of the aluminium complexes of norfloxacin and ciprofloxacin fluoroquinolones, Magn. Reson. Chem. 45 (2007) 850-859; DOI: 10.1002/mrc.2058.10.1002/mrc.205817729228Search in Google Scholar

17. L. Tajber, D. O. Corrigan, O. I. Corrigan and A. M. Healy, Spray drying of budesonide, formoterol fumarate and their composites - I. Physicochemical characterization, Int. J. Pharm. 367 (2009) 79-85; DOI: 10.1016/j.ijpharm.2008.09.030. 10.1016/j.ijpharm.2008.09.03018929631Search in Google Scholar

18. T. Bergan, S. B. Thorsteinsson, I. M. Kolstad and S. Johnsen, Pharmacokinetics of ciprofloxacin after intravenous and increasing oral doses, Eur. J. Clin. Microbiol. 5 (1986) 187-192; DOI: 10.1007/BF02013984.10.1007/BF020139842941278Search in Google Scholar

19. K. Borner, G. Hoffken, H. Lode, P. Koeppe, C. Prinzing, P. Glatzel, R. Wiley, P. Olschewski, B. Sievers and D. Reinitz, Pharmacokinetics of ciprofloxacin in healthy volunteers after oral and intravenous administration, Eur. J. Clin. Microbiol. 5 (1986) 179-186; DOI: 10.1007/BF02013983.10.1007/BF020139832941277Search in Google Scholar

20. G. L. Drusano, H. C. Standiford, K. Plaisance, A. Forrest, J. Leslie and J. Caldwell, Absolute oral bioavailability of ciprofloxacin, Antimicrob. Agents Chemother. 30 (1986) 444-446; DOI: 10.1128/ AAC.30.3.444.10.1128/AAC.30.3.4441805773777908Search in Google Scholar

21. G. Hoffken, H. Lode, C. Prinzing, K. Borner and P. Koeppem, Pharmacokinetics of ciprofloxacin after oral and parenteral administration, Antimicrob. Agents Chemother. 27 (1985) 375-379; DOI: 10.1128/AAC.27.3.375.10.1128/AAC.27.3.3751762803158275Search in Google Scholar

22. J. T. Lettieri, M. C. Rogge, L. Kaiser, R. M. Echols and A. H. Heller, Pharmacokinetic profiles of ciprofloxacin after single intravenous and oral doses, Antimicrob. Agents Chemother. 36 (1992) 993-996; DOI: 10.1128/AAC.36.5.993.10.1128/AAC.36.5.9931888201510426Search in Google Scholar

23. K. I. Plaisance, G. L. Drusano, A. Forrest, C. I. Bustamante and H. C. Standiford, Effect of dose size on bioavailability of ciprofloxacin, Antimicrob. Agents Chemother. 131 (1987) 956-958; DOI: 10.1128/AAC.31.6.956.10.1128/AAC.31.6.9562842223619432Search in Google Scholar

24. H. Lode, Drug interactions with quinolones, Clin. Infect. Dis. 10 (1988) S132-S136; DOI: 10.1093/ clinids/10.Supplement_1.S132.Search in Google Scholar

25. S. Harder, U. Fuhr, D. Beermann and A. H. Staib, Ciprofloxacin absorption in different regions of the human gastrointestinal tract. Investigations with hf-capsule, Brit. J. Clin. Pharmacol. 30 (1990) 35-39; DOI: 10.1111/j.1365-2125.1990.tb03740.x.10.1111/j.1365-2125.1990.tb03740.x13682722390430Search in Google Scholar

26. H. Kathyayini, I. Willems, A. Fonseca, J. B. Nagy and N. Nagaraju, Catalytic materials based on aluminium hydroxide, for the large scale production of bundles of multi-walled (MWNT) carbon nanotubes, Catal. Commun. 7 (2006) 140-147; DOI: 10.1016/j.catcom.2005.05.010.10.1016/j.catcom.2005.05.010Search in Google Scholar

27. S. Qing Su, J. Yang, H.W. Ma, F. Jiang, Y. Q. Liu and G. Li, Preparation of ultrafine aluminum hydroxide from coal fly ash by alkali dissolution process, Integr. Ferroelectr. 128 (2011) 155-162; DOI: 10.1080/10584587.2011.576626.10.1080/10584587.2011.576626Search in Google Scholar

28. S. A. Breda, A. F. Jimenez-Kairuz, R. H. Manzo and M. E. Olivera, Solubility behavior and biopharmaceutical classification of novel high-solubility ciprofloxacin and norfloxacin pharmaceutical derivatives, Int. J. Pharm. 371 (2009) 106-113; DOI: 10.1016/j.ijpharm.2008.12.026.10.1016/j.ijpharm.2008.12.02619150493Search in Google Scholar

29. L. Mafra, S. M. Santos, R. Siegel, I. Alves, F. A. Almeida Paz, D. Dudenko and H. W. Spiess, Packing interactions in hydrated and anhydrous forms of the antibiotic ciprofloxacin: a solid-state NMR, X-ray diffraction, and computer simulation study, J. Am. Chem. Soc. 134 (2012) 71-74; DOI: 10.1021/ja208647n.10.1021/ja208647n22118503Search in Google Scholar

30. V. L. Dorofeev, The betaine like structure and infrared spectra of drugs of the fluoroquinolone group, Pharm. Chem. J. 38 (2004) 698-702; DOI: 10.1007/s11094-005-0064-5.10.1007/s11094-005-0064-5Search in Google Scholar

31. M. Zupančić, I. Turel, P. Bukovec, A. J. P. White and D. J. Williams, Synthesis and characterization of two novel zinc(II) complexes with ciprofloxacin crystal structure of [C17H19N3O3F]2 ZnCl4 2H2O, Croat. Chem. Acta. 74 (2001) 61-74.Search in Google Scholar

32. R. Takano, N. Takata, R. Saito, K. Furumoto, S. Higo, Y. Hayashi, M. Machida, Y. Aso and S. Yamashita, Quantitative analysis of the effect of supersaturation on in vivo drug absorption, Mol. Pharm. 7 (2010) 1431-1440; DOI: 10.1021/mp100109a.10.1021/mp100109a20704264Search in Google Scholar

33. E. Scheubel, M. Lindenberg, E. Beyssac and J. M. Cardot, Small volume dissolution testing as a powerful method during pharmaceutical development, Pharmaceutics 2 (2010) 351-363; DOI: 10.3390/pharmaceutics2040351. 10.3390/pharmaceutics2040351396714327721362Search in Google Scholar

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