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Macrocycleversus podant-type neutral ionophore in potentiometric detection of mucolytic agents following separation by various HPLC modes

Summary

Potentiometric detection of lipophilic drugs such as clenbuterol, ambroxol and bromhexine in standard-bore cyano and narrow-bore hybrid, reversed-phase HPLC systems was developed to enable specific determination of these mucolytic agents in some marketed oral-formulations. The macrocycle and podant-type, neutral ionophores, respectively: hexakis(2,3,6-tri-O-octyl)-α-cyclodextrin (CDX) andN,N,N′,N′-tetracyclohexyl-oxybis(o-phenyleneoxy)diacetamide (TOPA), were used to construct PVC-based, liquid membrane electrodes. In acidic aqueous-acetonitrile, mobile phases both ionophores improved the sensitivity of these electrodes for mucolytic agents when compared to single-wavelength UV detection—as well as with the ionophore-free based electrode. In the case of bromhexine, indicating highest lipophilicity (logP6.40), detection limits of 2.6×1010 and 1.4×1010M (injected concentration) were achieved with a signal-to-noise (S/N) ratio of 3 with the TOPA-modified, liquid membrane electrode in the various RP-HPLC systems. The results of procedures validated for simultaneous potentiometric determination of clenbuterol and ambroxol in tablets marketed in different countries are also presented.

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References

  1. Narahara, H.; Tatsuda, M.; Iishi, H.; Baba, M.; Mikuni, T.; Uedo, N.; Sakai, N.; Yano, H.Cancer Lett. 2001,168, 117–124.

    Article  CAS  Google Scholar 

  2. Nowak, D.; Pierscinski, G.; Drzewoski, J.Free Radic. Biol. Med. 1995,19, 659–663.

    Article  CAS  Google Scholar 

  3. Chlubek, D.; Zawierta, J.; Olszewska, M.; Kazmierczyk, A.; Sikora, M.Ginekol. Pol. 2001,72, 804–808.

    CAS  Google Scholar 

  4. Teramoto, S.; Suzuki, M.; Ogha, E.; Ishii, T.; Matsui, H.; Matsuse, T.; Ouchi, Y.Pharmacology 1999,59, 135–141.

    Article  CAS  Google Scholar 

  5. Gibbs, B.F.; Schmutzler, W.; Vollrath, I.B.; Brosthardt, P.; Braam, U.; Wolf, H.H.; Zwadlo-Klarwasser, G.Inflamm. Res. 1999,48, 86–93.

    Article  CAS  Google Scholar 

  6. Severina, I.S.; Bussygina, O.G.; Pyatakova, N.V.; Khropov, Y.V.; Krasnoperov R.A.Eur. J. Pharmacol. 2000,407, 61–64.

    Article  CAS  Google Scholar 

  7. Wirtz, H.R. http://www.thieme.de/pneumologie/

  8. Frölich, J.C. http://yavivo.lifeline.de/

  9. Pairet, M.; Englemann, P.; Von Nicolai, H.; Champeroux, P.; Richard, S.; Rauber, G.; Engelhardt, G.J. Pharm. Pharmacol. 1997,49, 184–186.

    CAS  Google Scholar 

  10. Couet, W.; Girault, J.; Reigner, B.G.; Ingrand, I.; Bizouard, J.; Acerbi, D.; Chesi, P.; Fourtillan, J.B.Int. J. Clin. Pharmacol. Ther. Toxicol. 1989,27, 467–472.

    CAS  Google Scholar 

  11. Dave, M.; Sauer, M.J.; Fallon, R.J.Analyst 1998,123, 2697–2699.

    Article  CAS  Google Scholar 

  12. http://eudraportal.eudra.org/

  13. Gala, B.; Gomez-Hens, A.; Perez-Bendito, D.Anal. Lett. 1993,26, 2607–2617.

    CAS  Google Scholar 

  14. Perez-Ruiz, T.C.; Martinez-Lozano, C.A.; Sanz, A.S.; Mondejar, S.J. Pharm. Biomed. Anal. 1995,13 1101–1106.

    Article  CAS  Google Scholar 

  15. Colombo, L.; Marcucci, F.; Marini, M.G.; Pierfederici, P.; Mussini, E.J. Chromatogr. 1990,530, 141–147.

    CAS  Google Scholar 

  16. Schmid, J.; Koss, F.-W.J. Chromatogr. 1982,227 71–81.

    CAS  Google Scholar 

  17. Argekar, A.P.; Powar, S.G.J. Planar Chromatogr. 1998,11, 254–257.

    CAS  Google Scholar 

  18. Heinanen, M.; Barbas, C.J. Pharm. Biomed. Anal. 2001,24, 1005–1010.

    Article  CAS  Google Scholar 

  19. Flores-Murrieta, F.J.; Hoyo-Vadillo, C.; Hong, E.; Castaneda-Hernandez, G.J. Chromatogr. 1989,490, 464–469.

    CAS  Google Scholar 

  20. Brizzi, V.; Pasetti, U.J. Pharm. Biomed. Anal. 1990,8, 107–109.

    Article  CAS  Google Scholar 

  21. Nobilis, M.; Pastera, J.; Svoboda, D.; Kvetina, J.; Macek, K.J. Chromatogr. 1992,581, 251–255.

    CAS  Google Scholar 

  22. Indrayanto, G.; Handayani, R.J. Pharm. Biomed. Anal. 1993,11, 781–784.

    Article  CAS  Google Scholar 

  23. Lau, O.-W.; Mok, C.-S.J. Chromatogr. A 1995,693, 45–54.

    Article  CAS  Google Scholar 

  24. Otero, G.C.F.; Lucangioli, S.E.; Carducci, C.N.J. Chromatogr. A 1993,654, 87–91.

    Article  Google Scholar 

  25. Wang, W.-H.; Deng, S.-H.; Huang, G.-H.; Sun, G.-F.; Qin, M.-Q.Chinese J. Pharm. Anal. 2001,21, 31–36.

    CAS  Google Scholar 

  26. Berzas-Nevado, J.J.; Castaneda-Penalvo, G.; Guzman-Bernardo, F.J.J. Chromatogr. A 2001,918, 205–210.

    Article  CAS  Google Scholar 

  27. Pospisilova, M.; Polasek, M.; Jokl, V.J. Pharm. Biomed. Anal. 2001,24, 421–428.

    Article  CAS  Google Scholar 

  28. Koole, A.; Bosman, J.; Franke, J.P.; de Zeeuw, R.A.J. Chromatogr. B 1999,726, 149–156.

    CAS  Google Scholar 

  29. McGrath, G.J.; O'Kane, E.; Smyth, W.F.; Tagliaro, F.Anal. Chim. Acta 1996,322, 159–166.

    Article  CAS  Google Scholar 

  30. Sun, X.X.; Aboul-Enein, H.Y.Anal. Lett. 1999,32, 1143–1156.

    CAS  Google Scholar 

  31. Moane, S.; Smyth, M.R.; O'Keeffe, M.Analyst 1996,121, 779–784.

    Article  CAS  Google Scholar 

  32. Moane, S.; Barreira, R.J.R.; Miranda, O.A.J.; Blanco, T.P.; Smyth, M.R.J. Pharm. Biomed. Anal. 1995,14, 57–63.

    Article  CAS  Google Scholar 

  33. Pizzariello, A.; Stredansky, M.; Stredanska, S.; Miertus, S.Sens. Actuators B 2001,76, 286–294.

    Article  Google Scholar 

  34. Qureshi, G.L.; Eriksson, A.J. Chromatogr. 1988,441, 197–205.

    Article  CAS  Google Scholar 

  35. Nagels, L.J.; Poels, I.Trends Anal. Chem. 2000,19, 410–417.

    Article  CAS  Google Scholar 

  36. Poels, I.; Nagels, L.J.Anal. Chim. Acta 2001,440, 89–98.

    Article  CAS  Google Scholar 

  37. Picioreanu, S.; Poels, I.; Frank, J.; van Dam, J.C.; van Dedem, G.W.K.; Nagels, L.J.Anal. Chem. 2000,72, 2029–2034.

    Article  CAS  Google Scholar 

  38. Wilson, N.S.; Morrison, R.; Dolan, J.W.LC-GC North America 2001,19, 590–594.

    CAS  Google Scholar 

  39. De Backer, B.L.; Nagels, L.J.; Alderweireldt, F.C.; van Bogaert, P.P.Anal. Chim. Acta 1993,273, 449–456.

    Article  Google Scholar 

  40. Jemal, M.; Qing, Y.; Whigan, D.B.Rapid Comun. Mass Spectrom. 1998,13, 1389–1399.

    Article  Google Scholar 

  41. Bazylak, G.; Nagels, L.J.Curr. Med. Chem. 2002,9, 1547–1566.

    CAS  Google Scholar 

  42. Swaminathan, V.; Kildsig, D.AAPS Pharm. Sci. Tech. 2001,2, 28–34.

    Article  CAS  Google Scholar 

  43. Zarzuelo, A.; Sayalero, M.L.; Lopez, F.G.; Lanao, J.M.J. Liq. Chrom. Rel. Technol. 2001,24, 1007–1014.

    Article  CAS  Google Scholar 

  44. Neue, U.D.; Cheng, Y.-F.; Lu, Z.; Alden, B.A.; Iraneta, P.C.; Phoebe, C.H.; Tran, K.Chromatographia 2001,54, 169–177.

    Article  CAS  Google Scholar 

  45. De Smet, M.; Massart, D.L.Trends Anal. Chem. 1989,8, 96–101.

    Article  CAS  Google Scholar 

  46. Lutze, O.; Ross, B.; Cammann, K.Fresenius J. Anal. Chem. 1994,350, 630–635.

    Article  Google Scholar 

  47. Kappes, T.; Schierle, P.; Hauser, P.C.Anal. Chim. Acta 1999,393, 77–82.

    Article  CAS  Google Scholar 

  48. Katsu, T.; Ido, K.; Kataoka, K.Anal. Sci. 2001,17, 745–749.

    Article  CAS  Google Scholar 

  49. Janshoff, A.; Steinem, C.; Michalke, A.; Henke, Ch.; Galla, H.-J.Sens. Actuators B 2000,70, 243–253.

    Article  Google Scholar 

  50. Gafni, A.; Cohen, Y.; Kataky, R.; Palmer, S.; Palmer, D.J. Chem. Soc. Perkin Trans. 2 1998, 19–23.

    Google Scholar 

  51. Poole, C.F.; Poole, S.K.Chromatography today, Elsevier, Amsterdam,1991.

    Google Scholar 

  52. Mallet, D.N.; Law, B.J. Pharm. Biomed. Anal. 1991,9, 53–57.

    Article  Google Scholar 

  53. Liu, L.; Guo, Q.X.J. Incl. Phenom. Macrocyclic Chem. 2002,42, 1–14.

    Article  CAS  Google Scholar 

  54. Bazylak, G.; Aboul-Enein, H.Y.Chirality 1999,11, 387–393.

    Article  CAS  Google Scholar 

  55. Herrador, M.A.; Gonzalez, A.G.Talanta 2002,56, 769–775.

    Article  CAS  Google Scholar 

  56. Espinosa, S.; Bosch, E.; Roses, M.Anal. Chim. Acta 2002,454, 157–166.

    Article  CAS  Google Scholar 

  57. Roses, M.; Bosch, E.J. Chromatogr. A 2002,982, 1–30.

    Article  CAS  Google Scholar 

  58. Sun, Y.-M.; Hsu, S.-C.; Lai, J.-Y.Pharm. Res. 2001,18, 304–310.

    Article  CAS  Google Scholar 

  59. Makarewicz, E.; Cysewski, P.Colloid Polym. Sci. 1993,271, 236–240.

    Article  CAS  Google Scholar 

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Bazylak, G., Nagels, L.J. & Monge, M.E. Macrocycleversus podant-type neutral ionophore in potentiometric detection of mucolytic agents following separation by various HPLC modes. Chromatographia 57, 757–765 (2003). https://doi.org/10.1007/BF02491762

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  • DOI: https://doi.org/10.1007/BF02491762

Key Words

  • Column liquid chromatography
  • Potentiometric detection
  • Lipophilic drugs
  • Pharmaceutical formulations