Oligomers-model building in protonation equilibria of sitagliptin

• Authors: Milan Meloun , Zuzana Ferenčíková , Irena Niesnerová , Tomáš Pekárek
• Languages of publication: EN

Abstracts

EN

Mixed protonation constants of sitagliptin phosphate at various ionic strengths I (mol kg−1) in range 0.01 and 0.50 and at 298.15 K are determined using FBSTAC4 and HYPERQUAD nonlinear regression analyses of the potentiometric titration curve. At a low concentration c L = 1.1 mmol kg−1 the monomers L, LH, LH2, LH3 and LH4 dominate, while for a concentration range from c L = 13.7 to 24.7 mmol kg−1 dimers L2H2, L2H3, L2H4 and L2H are mainly present. The regression programme has almost no influence on the precision of the protonation constants. The accuracy of the protonation constants log βqr depends on the accuracy of the group parameters. As two group parameters c L,0, c H,T are ill-conditioned in a model, their determination is therefore uncertain: both can significantly cause a systematic error in the estimated common parameters log10βqr . Fitness tests using regression diagnostics have proven the reliability of the parameter estimates. [...]

Keywords

EN

Regression analysis; pH-titration; Curve fitting; Dimer; Sitagliptin phosphate; Protonation constant

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2013
• Volume: 11
• Issue: 11
• Pages: 1799-1807

Dates

published

1 - 11 - 2013

online

25 - 8 - 2013

Contributors

author

Milan Meloun

• Department of Analytical Chemistry, University of Pardubice, 532 10, Pardubice, Czech Republic

author

Zuzana Ferenčíková

• Department of Analytical Chemistry, University of Pardubice, 532 10, Pardubice, Czech Republic

author

Irena Niesnerová

• Department of Analytical Chemistry, University of Pardubice, 532 10, Pardubice, Czech Republic

author

Tomáš Pekárek

• Zentiva k.s., 102 37, Prague 10, Czech Republic

References

• [1] C. S. Malleswararao, M. V. Suryanarayana, K. Mukkanti, Sci. Pharm. 80, 139 (2012) http://dx.doi.org/10.3797/scipharm.1110-13[Crossref]
• [2] A.J. Bergman, J. Cote, B.M. Yi, T. Marbury, S.K. Swan, W. Smith, K. Gottesdiener, J. Wagner, G.A. Herman, Diabetes Care 30, 1862 (2007) http://dx.doi.org/10.2337/dc06-2545[Crossref]
• [3] G.A. Herman, C. Stevens, K. Van Dyck, A. Bergman, B.M. Yi, M. De Smet, E. Snyder, D. Hilliard, M. Tanen, W. Tanaka, A.Q. Wang, W. Zeng, D. Musson, G. Winchell, M.J. Davies, S. Ramael, K.M. Gottesdiener, J.A. Wagner, Clin. Pharmacol. Ther. 78, 675 (2005) http://dx.doi.org/10.1016/j.clpt.2005.09.002[Crossref]
• [4] A.J. Bergman, C. Stevens, Y.Y. Zhou, B.M. Yi, M. Laethem, M. De Smet, K. Snyder, D. Hilliard, W. Tanaka, W. Zeng, M. Tanen, A.Q. Wang, L. Chen, G. Winchell, M.J. Davies, S. Ramael, J.A. Wagner, G.A. Herman, Clin. Ther. 28, 55 (2006) http://dx.doi.org/10.1016/j.clinthera.2006.01.015[Crossref]
• [5] W. Zeng, D.G. Musson, A.L. Fisher, L. Chen, M.S. Schwartz, E.J. Woolf, A.Q. Wang, Journal of Pharmaceutical and Biomedical Analysis 46, 534 (2008) http://dx.doi.org/10.1016/j.jpba.2007.11.003[Crossref]
• [6] J. Mu, A. Petrov, G.J. Eiermann, J. Woods, Y.P. Zhou, Z.H. Li, E. Zycband, Y. Feng, L. Zhu, R.S. Roy, A.D. Howard, C. Li, N.A. Thornberry, B.B. Zhang, Eur. J. Pharmacol. 623, 148 (2009) http://dx.doi.org/10.1016/j.ejphar.2009.09.027[Crossref]
• [7] D.A. D’Alessio, T.P. Vahl, Am. J. Physiol.-Endoc. M 286, E882 (2004)
• [8] I. Raz, M. Hanefeld, L. Xu, C. Caria, D. Williams-Herman, H. Khatami, S.S. Grp, Diabetologia 49, 2564 (2006) http://dx.doi.org/10.1007/s00125-006-0416-z[Crossref]
• [9] J. Rosenstock, R. Brazg, P.J. Andryuk, K.F. Lu, P. Stein, S.S. Grp, Clin. Ther. 28,1556 (2006) http://dx.doi.org/10.1016/j.clinthera.2006.10.007[Crossref]
• [10] W. Zeng, D.G. Musson, A.L. Fisher, A.Q. Wang, Rapid. Commun. Mass. Sp. 20, 1169 (2006) http://dx.doi.org/10.1002/rcm.2426[Crossref]
• [11] C. Rigano, M. Grasso, S. Sammartano, Annali Di Chimica 74, 537 (1984)
• [12] C. Destefano, P. Princi, C. Rigano, S. Sammartano, Annali di Chimica 77, 643 (1987)
• [13] C. Destefano, P. Mineo, C. Rigano, S. Sammartano, Annali di Chimica 83, 243 (1993)
• [14] C. Destefano, C. Foti, O. Giuffre, P. Mineo, C. Rigano, S. Sammartano, Annali di Chimica 86, 257 (1996)
• [15] P. Gans, A. Sabatini, A. Vacca, Talanta 43, 1739 (1996) http://dx.doi.org/10.1016/0039-9140(96)01958-3[Crossref]
• [16] M. Meloun, J. Militký, M. Forina, Chemometrics for analytical chemistry, Volume 2: PC-aidedregression and related mathods (Ellis Horwood, Chichester, 1994)
• [17] M. Meloun, J. Havel, E. Högfeldt, Computation of solution equilibria: a guide to methods in potentiometry, extraction, and spectrophotometry (Ellis Horwood, Chichester, 1988)
• [18] M. Meloun, Z. Ferenčíková, I. Niesnerová, T. Pekárek, Cent. Europ. J. Chem. 11, 271 (2013) http://dx.doi.org/10.2478/s11532-012-0150-y[Crossref]
• [19] M. Meloun, M. Bartoš, Mikrochimica Acta 108, 227 (1992) http://dx.doi.org/10.1007/BF01242432[Crossref]
• [20] M. Meloun, Z. Ferenčíková, M. Javůrek, Spectrochimica Acta Part a-Molecular and Biomolecular Spectroscopy 86, 305 (2012) http://dx.doi.org/10.1016/j.saa.2011.10.041[Crossref]
• [21] P.M. May, D.R. Williams, P.W. Linder, R.G. Torrington, Talanta 29, 249 (1982) http://dx.doi.org/10.1016/0039-9140(82)80108-2[Crossref]

Identifiers

DOI

10.2478/s11532-013-0304-6