Abstract
Background: The available data concerning aqueous dissociation constant of mupirocin (sparingly soluble drug) are scarce. In this study, chromatographic, surfactant based potentiometric concept and spectrophotometric method were used for determination of the aqueous pKa value of mupirocin.
Methods: Different approaches were used for estimation of the aqueous pKa value from the apparent pKa values obtained at four ACN concentrations, ranging from 22% to 30%. The potentiometric determination of the pKa value of mupirocin was performed using different concentration of Tween 80 as a surfactant.
Results: The aqueous pKa value of mupirocin, determined for the first time by reverse-phase liquid chromatography method, was found to be 4.76. The obtained value was confirmed by potentiometric method (4.85). It was found that Tween 80 increases the pKa values. The linear relationship between the apparent pKa values and the surfactant concentrations was used as an approach for estimation of the aqueous pKa value. Both methods gave similar values for aqueous pKa which correspond with the theoretically obtained pKa value (4.88) using Pallas computer program. It was found that mupirocin gives pH-indipendent spectra, thus spectrophotometric method is not applicable for determination of pKa of this compound.
Conclusion: This comprehensive approach used for the pKa determination enable us to obtained reliable results for the aqueous pKa value of mupirocin. The linear relationship between the pKa values and the nonionic surfactant concentrations could be used as a reliable and simple approach for determination of aqueous pKa value of sparingly soluble drugs.
Keywords: Chromatographic determination, dissociation constant, mupirocin, potentiometric determination, surfactant, spectrophotometric method.
Graphical Abstract
[http://dx.doi.org/10.1128/AAC.27.4.495] [PMID: 3923922]
[http://dx.doi.org/10.2165/00003495-198632050-00002] [PMID: 3098541]
[http://dx.doi.org/10.1016/S0195-6701(97)90162-6] [PMID: 9032630]
[http://dx.doi.org/10.1016/0378-5173(95)00113-W]
[http://dx.doi.org/10.2174/1568026013395100] [PMID: 11899112]
[http://dx.doi.org/10.1016/j.ddtec.2004.08.011] [PMID: 24981613]
[http://dx.doi.org/10.1177/1177391X0700100003] [PMID: 19812734]
[http://dx.doi.org/10.1080/00032710902722046]
[http://dx.doi.org/10.1016/j.syapm.2008.11.001] [PMID: 19070447]
[http://dx.doi.org/10.4137/ACI.S12304] [PMID: 23997574]
[http://dx.doi.org/10.1016/j.trac.2007.09.004]
[http://dx.doi.org/10.1016/j.talanta.2006.11.007] [PMID: 19071645]
[http://dx.doi.org/10.1016/j.aca.2006.10.015] [PMID: 17386575]
[http://dx.doi.org/10.5155/eurjchem.2.1.36-46.371]
[http://dx.doi.org/10.1002/jps.10415] [PMID: 12820151]
[http://dx.doi.org/10.1016/j.jpba.2012.06.023] [PMID: 22901760]
[http://dx.doi.org/10.1016/j.saa.2013.07.001] [PMID: 23906645]
[http://dx.doi.org/10.1093/chromsci/41.6.323] [PMID: 12935305]
[http://dx.doi.org/10.1021/ac049807q] [PMID: 15167784]
[http://dx.doi.org/10.1016/j.talanta.2010.07.037] [PMID: 20801368]
[http://dx.doi.org/10.1080/10826070701738787]
[http://dx.doi.org/10.1186/2193-1801-2-270] [PMID: 23853749]
[http://dx.doi.org/10.1002/0470087951]
[http://dx.doi.org/10.1016/S0039-9140(01)00618-X] [PMID: 18968546]
[http://dx.doi.org/10.1016/j.colsurfb.2005.09.001] [PMID: 16214308]
[http://dx.doi.org/10.1021/ed080p554]