Development and validation of an enantioselective and chemoselective HPLC method using a Chiralpak IA column to simultaneously quantify (R)-(+)- and (S)-(−)-lansoprazole enantiomers and related impurities

Cirilli, Roberto; Ferretti, Rosella; Gallinella, Bruno; Turchetto, Luciana; Zanitti, Leo; Torre, Francesco La

doi:10.1016/j.jpba.2009.03.021

Cited by 25 publications

(30 citation statements)

References 28 publications

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“…The absolute configuration of collected enantiomers was assigned by comparing the CD spectra measured in ethanol with the data reported in the literature [15,17].…”

Section: Enantiomer Elution Order Assignmentmentioning

confidence: 99%

Green high-performance liquid chromatography enantioseparation of lansoprazole using a cellulose-based chiral stationary phase under ethanol/water mode

et al. 2016

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A simple and environmentally friendly reversed-phase high-performance liquid chromatography method for the separation of the enantiomers of lansoprazole has been developed. The chromatographic resolution was carried out on the cellulose-based Chiralpak IC-3 chiral stationary phase using a green and low-toxicity ethanol-aqueous mode. The effects of water content in the mobile phase and column temperature on the retention of the enantiomers of lansoprazole and its chiral and achiral related substances have been carefully investigated. A mixed-mode hydrophilic interaction liquid chromatography and reversed-phase retention mechanism operating on the IC-3 chiral stationary phase allowed us to achieve simultaneous enantioselective and chemoselective separations in water-rich conditions. The enantiomers of lansoprazole were baseline resolved with a mobile phase consisting of ethanol/water 50:50 without any interference coming from chiral and achiral impurities within 10 min.

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“…The absolute configuration of collected enantiomers was assigned by comparing the CD spectra measured in ethanol with the data reported in the literature [15,17].…”

Section: Enantiomer Elution Order Assignmentmentioning

confidence: 99%

Green high-performance liquid chromatography enantioseparation of lansoprazole using a cellulose-based chiral stationary phase under ethanol/water mode

et al. 2016

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“…It is a lipophilic and weak base with pK a values of 4.15 and 1.33, while the N-H proton in the benzimidazole ring is responsible for the acidity of the molecule (pK a 8.84) (5)(6)(7). Compared to other PPIs, it is more instable to heat, light, and acidic medium.…”

Section: Introductionmentioning

confidence: 99%

Eudragit L/HPMCAS Blend Enteric-Coated Lansoprazole Pellets: Enhanced Drug Stability and Oral Bioavailability

Wang²,

Zhang³

et al. 2014

AAPS PharmSciTech

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Abstract. The objectives of the present work were to use blends of Eudragit L and hydroxypropyl methylcellulose acetate succinate (HPMCAS) as enteric film coatings for lansoprazole (LSP) pellets. The entericcoated pellets were prepared with a fluid-bed coater. The influence of the blend ratio, type of plasticizer, plasticizer level, coating level, and curing conditions on gastric stability in vitro drug release and drug stability was evaluated. Furthermore, the bioavailability of the blend-coated pellets in beagle dogs was also performed. The blend-coated pellets exhibited significant improvement of gastric stability and drug stability compared to the pure polymer-coated pellets. Moreover, the AUC values of blend-coated pellets were greater than that of the pure polymer-coated pellets. It was concluded that the using blends of Eudragit L and HPMCAS as enteric film coatings for LSP pellets improved the drug stability and oral bioavailability.

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“…A validated enantioselective HPLC method for the quantification of (R)-(+)-and (S)-(-)-lansoprazole enantiomers and related impurities was developed and used a Chiralpak IA CSP (49). Chiralpak IA was again used in the enantioseparation of flavanone and 2′-hydroxychalcone under reversed phase conditions (50), and Chiralpak IA was also used in the chiral resolution of omeprazole and other proton pump inhibitors (51).…”

Section: High Performance Liquid Chromatography (Hplc)mentioning

confidence: 99%

Chiral Separations: Fundamental Review 2010

2010

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Development and validation of an enantioselective and chemoselective HPLC method using a Chiralpak IA column to simultaneously quantify (R)-(+)- and (S)-(−)-lansoprazole enantiomers and related impurities

Cited by 25 publications

References 28 publications

Green high-performance liquid chromatography enantioseparation of lansoprazole using a cellulose-based chiral stationary phase under ethanol/water mode

Green high-performance liquid chromatography enantioseparation of lansoprazole using a cellulose-based chiral stationary phase under ethanol/water mode

Eudragit L/HPMCAS Blend Enteric-Coated Lansoprazole Pellets: Enhanced Drug Stability and Oral Bioavailability

Chiral Separations: Fundamental Review 2010

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