Determination of the enantiomeric impurity in S‐(–)pantoprazole using high performance liquid chromatography with sulfobutylether‐beta‐cyclodextrin as chiral additive

Abstract

A new and accurate HPLC method using sulfobutylether-beta-cyclodextrin (SBE-beta-CD) as chiral mobile phase additive (CMPA) was developed and validated for the determination of R-(+)pantoprazole in S-(-)pantoprazole. The influences of type and concentration of CD, ACN content and buffer pH of mobile phase on the resolution and retention of enantiomers were investigated. A baseline resolution of pantoprazole enantiomers was achieved on a Spherigel C18 column (150 mm x 4.6 mm, 5 microm) using ACN and 10 mM phosphate buffer (pH 2.5) containing 10 mM SBE-beta-CD (15:85 v/v) as mobile phase with a flow rate of 0.9 mL/min at 20 degrees C. The detection wavelength was set at 290 nm. The method was extensively validated in terms of accuracy, precision and linearity according to the International Conference on Harmonisation (ICH) guidelines and proved to be robust. The LOD and LOQ for R-(+)pantoprazole were 0.2 and 0.5 microg/mL, respectively, with 5 microL injection volume. A good linear relationship was obtained in the concentration range of 0.5-6.0 microg/mL with r(2) >0.999 for R-(+)pantoprazole. The percentage recovery of the R-(+)pantoprazole ranged from 92.1 to 101.2 in bulk drug of S-(-)pantoprazole. The method is capable of determining a minimum limit of 0.05% w/w of R-enantiomer in S-(-)pantoprazole bulk samples.

Resolution of ketoconazole enantiomers by high-performance liquid chromatography and inclusion complex formation between selector and enantiomers

“…The native cyclodextrin can be modified to expand its application. For example, cyclodextrin modified by the sulpho group (SBE-β-CD) has previously been used for enantio-separation (Lerch & Blaschke, 1998;Luong & Guo, 1998;Guan et al, 2008) and a good separation efficiency was obtained. Molecular recognition, especially chiral recognition, by native and modified *Corresponding author, e-mail: cxm@xtu.edu.cn, chenchunyan@xtu.edu.cn Brought to you by | New York University Bobst Library Technical Services Authenticated Download Date | 7/1/15 3:25 PM cyclodextrins has long been of interest in supramolecular chemistry (Wang et al, 2014;Tao et al, 2014;Liu et al, 2014).…”

Direct enantioseparation of mandelic acid by high‐performance liquid chromatography using a phenyl column precoated with a small amount of cyclodextrin additive in a mobile phase

“…Most of these enantioseparation methods required relatively high concentration of CD derivatives (more than 15‐g CD derivatives per 1 L of mobile phases) 13–19 . Thus, these methods were difficult to use daily analysis.…”

Optimization and validation of a new CE method for the determination of pantoprazole enantiomers

“…Several chiral HPLC methods for determination of pantoprazole enantiomers in plasma samples [] and bulk samples [] were reported. Toribio et al [] compared LC with supercritical fluid chromatography techniques for the enantiomeric separation of pantoprazole and other proton‐pump inhibitors using amylose‐based chiral stationary phase.…”

“…In addition, chiral HPLC requires a large volume of organic solvents. The negatively charged sulfobutylether‐beta‐cyclodextrin (SBE‐beta‐CD) is one of the popular beta‐CD derivatives and has been applied successfully as chiral selector in both CE [] and HPLC [] because of a dramatically improved aqueous solubility. The sulfonic groups provide a derivative, which is anionic over the entire pH range accessible to CE experiments and which can thereby lead to ionic interaction in addition to the hydrophobic inclusion.…”