HPLC determination of pKa value of benfotiamine

Abstract Physicochemical characteristics such as the dissociation constant (pKa) and lipophilicity parameter are very important for the properties of compounds and their determination is of great interest to the research field. They affect the solubility and permeability of the active pharmaceutical ingredients and respectively the penetration through the cellular membrane. The higher value of the lipophilicity parameter contributes to the better interaction of the investigated substances with the cellular membrane and boosts their biological action. Utilizing HPLC methods for the determination of such parameters helps to overlap challenges such as poor solubility and purity of the investigated substances. An analytical HPLC method for the determination of the pKa values and the lipophilicity parameter of benfotiamine is used in the current work. Graphical Abstract

[1]  S. Ojha,et al.  Therapeutic potential of benfotiamine and its molecular targets. , 2018, European review for medical and pharmacological sciences.

[2]  H. Trang.  Development of HPLC methods for the determination of water-soluble vitamins in pharmaceuticals and fortified food products , 2013 .

[3]  A. Thangathirupathi,et al.  The multifaceted therapeutic potential of benfotiamine. , 2010, Pharmacological research.

[4]  P. Galtier,et al.  Scientific Opinion of the Panel on Food Additives and Nutrient Sources , 2009 .

[5]  Dragana Mutavdžić Pavlović,et al.  Determination of pKa values of active pharmaceutical ingredients , 2007 .

[6]  Jean-Christophe Rochet,et al.  Pharmaceutical Analysis: A Textbook for Pharmacy Students and Pharmaceutical Chemists. , 2006 .

[7]  R. Waterhouse,et al.  Determination of lipophilicity and its use as a predictor of blood-brain barrier penetration of molecular imaging agents. , 2003, Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging.

[8]  E. Bosch,et al.  Retention of ionizable compounds on HPLC. 12. The properties of liquid chromatography buffers in acetonitrile-water mobile phases that influence HPLC retention. , 2002, Analytical chemistry.

[9]  Bosch,et al.  Retention of ionizable compounds on HPLC. 4. Mobile-phase pH measurement in methanol/water , 2000, Analytical chemistry.

[10]  R. Lobrutto.  Retention of Ionizable Compounds in HPLC , 2000 .

[11]  M. Clifford,et al.  Quantitative structure activity relationship for the effect of benzoic acids, cinnamic acids and benzaldehydes on Listeria monocytogenes. , 1996, The Journal of applied bacteriology.

[12]  K. Valko,et al.  New chromatographic hydrophobicity index (ϕ0) based on the slope and the intercept of the log k′ versus organic phase concentration plot , 1993 .

[13]  P. Finglas.  Thiamin. , 1943, International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition.

[14]  Bernard Testa,et al.  The parametrization of lipophilicity and other structural properties in drug design , 1987 .

[15]  T Braumann,et al.  Determination of hydrophobic parameters by reversed-phase liquid chromatography: theory, experimental techniques, and application in studies on quantitative structure-activity relationships. , 1986, Journal of chromatography.

[16]  C. Horváth,et al.  Liquid chromatography of ionogenic substances with nonpolar stationary phases , 1977 .