The effect of ion pairing reagents in the retention profile of zwitterionic cephalosporins

Journal of Liquid Chromatography and Related Technologies

Volumn 26, Issue 6, 2003, Pages 937-952

  Pistos, C M ^a   Tsantili Kakoulidou, A ^a   Koupparis, M ^a  

^a UNIVERSITY OF ATHENS   (Greece)

Author keywords

Cefepime; Cefpirome; Ceftazidime; High performance liquid chromatography; Ion pair liquid chromatography; Zwitterions

Indexed keywords

ACETONITRILE; CARBOXYLIC ACIDS; IONIZATION; NEGATIVE IONS; NITROGEN; PH EFFECTS;

INTRAMOLECULAR INTERACTIONS;

CHROMATOGRAPHIC ANALYSIS;

ACETONITRILE; AMPHOLYTE; CARBOXYLIC ACID; CEFEPIME; CEFPIROME; CEFTAZIDIME; NITROGEN; OCTADECYLSILANE; REAGENT; SILANE DERIVATIVE; SODIUM HEPTANESULFONATE; SODIUM HEXANESULFONATE; SODIUM OCTANESULFONATE; TETRABUTYLAMMONIUM HYDROXIDE; UNCLASSIFIED DRUG;

ARTICLE; CONCENTRATION (PARAMETERS); ION PAIR CHROMATOGRAPHY; IONIZATION; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR SIZE; PH; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 0037243330     PISSN: 10826076     EISSN: None     Source Type: Journal    
DOI: 10.1081/JLC-120018894     Document Type: Article

References (21)

1. Tacáks-Novák, K.; Kökési, J.; Podányi, B.; Noszál, B.; Tsai, R.S.; Carrupt, P.-A.; Testa, B. Microscopic protonation/diprotonation equilibria of the anti-inflammatory agent piroxicam. Helv. Chim. Acta 1995, 78, 553-562.
2. Pagliara, A.; Carrupt, P.-A.; Caron, G.; Gaillard, P.; Testa, B. Lipophilicity profiles of ampholytes. Chem. Rev. 1997, 97, 3385-3400.
3. Tacáks-Novák, K.; Szász, G. Ion-pairing of quaternary ammonium drugs: the influence of counter ions of different lipophilicity, size and flexibility. Pharm. Res. 1999, 16, 1633-1638.
4. Bouchard, G.; Carrupt, P.-A.; Testa, B.; Gobry, V.; Girault, H.H. The apparent lipophilicity of quaternary ammonium ions is influenced by galvani potential difference, not ion-pairing: cyclic voltammetry study. Pharm. Res. 2001, 18, 702-708.
5. Hansch, C.; Leo, A. Exploring QSAR Fundamentals and Applications in Chemistry and Biology; ACS: Washington, DC, 1995; 158-161.
6. Neubert, R. Ion-pair transport across membranes. Pharm. Res. 1989, 6, 743-747.
7. Tsantili-Kakoulidou, A.; Piperaki, S.; Panderi, I.; Csizmadia, F.; Darvas, F. Prediction of distribution coefficients from structure. The influence of ion pair formation as reflected in experimental and calculated values. Quant. Struct.-Act. Relat. 1997, 16, 315-316.
8. Shim, C.K.; Nishigaki, R.; Iga, T.; Hanako, M. Determination of extraction constant, true partition coefficient and formation constant of ion-pair complexes of quaternary ammonium salts, tetrabutylammonium bromide and isopropamide iodide, with some organic ions by a solvent extraction technique. Int. J. Pharm. 1981, 8, 143-151.
9. Akamatsu, K.M.; Yoshida, Y.; Nakamura, H.; Asao, M.; Iwamura, H.; Fujita, T. Hydrophobicity of di and tripeptides having ionizable side chains and correlation with substituent and structural parameters. Quant. Struct.-Act. Relat. 1989, 8, 195-203.
10. Quintanar-Guerrero, D.; Alleman, E.; Fessi, H.; Doelker, E. Application of the ion-pair concept to hydrophilic substances with special emphasis on peptides. Pharm. Res. 1997, 14, 119-127.
11. van Gelder, J.; Witvrouw, M.; Pannecouque, C.; Henson, G.; Bridger, G.; Naesens, L.; de Clercq, E.; Annaert, P.; Shafiee, M.; van de Mooter, G.; Kinget, R.; Augustijns, P. Evaluation of the potential of ion-pair formation to improve the oral absorption of two potent antiviral compounds. Int. J. Pharm. 1999, 186, 127-136.
12. Kaliszan, R. Ion-pair high performance liquid chromatography. Quant. Struct.-Act. Relat. 1990, 9, 83-87.
13. Bechalany, A.; Tsantili-Kakoulidou, A.; El Tayar, N.; Testa, B. Measurement of lipophilicity indices by reversed-phase high-performance liquid chromatography: comparison of two stationary phases and various eluents. J. Chromatogr. 1991, 541, 221-229.
14. Hardcastle, J.E.; Jano, I. Stability study of cefepime in different infusion solutions. J. Chromatogr. A 1998, 717, 39-56.
15. Zou, H.; Zhang, Y.; Hong, M.; Lu, P. Measurement of partition coefficients by reversed phase ion-pair liquid chromatography. J. Chromatogr. 1992, 625, 169-175.
16. Tomlinson, E.; Jeffries, T.M.; Riley, C.M. Ion-pair high performance liquid chromatography. J. Chromatogr. 1978, 159, 315-358.
17. Fubara, J.O.; Notari, R.E. Influence of pH, temperature and buffers on cefepime degradation kinetics and stability predictions in aqueous solutions. J. Pharm. Sci. 1998, 87, 1572-1576.
18. Rabouan-Guyon, S.M.; Guet, A.F.; Courtois, P.Y.; Barthes, D.M.C. Stability study of cefepime in different infusion solutions. Int. J. Pharm. 1997, 154, 185-190.
19. Mrestani, Y.; Neubert, R.; Munk, A.; Wiese, M. Determination of dissociation constants of cephalosporins by capillary zone electrophoresis. J. Chromatogr. A 1998, 803, 273-278.
20. AHFS Drug Information 94; McEvoy, G.K., Ed.; American Society of Hospital Pharmacists Inc. Am. Soc. Hosp. Pharm., Inc.: Bethesda, MD, 1994; 130 pp.
21. van de Waterbeemd, H.; Testa, B. The parametrization of lipophilicity and other structural properties in Drug Design. In Advances in Drug Research; Testa, B., Ed.; Academic Press: New York, 1987; Vol. 16, 85-227.