Simultaneous enantioselective determination of omeprazole, rabeprazole, lansoprazole, and pantoprazole enantiomers in human plasma by chiral liquid chromatography–tandem mass spectrometry

Sun, Liang; Zhang, Ye; Yang, Yuqing; Ye, Shen; Ying, Yu-Wen; Y, Su; Zhang, Xuehui; Liu, Yun; Huang, Xu; Wang, Yongqing

doi:10.1002/jssc.202000226

Cited by 10 publications

(6 citation statements)

References 30 publications

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“…Among the cellulose‐based CSPs, cellulose tris(3,5‐dichlorophenylcarbamate) has the most applications in the chiral analysis of PPIs [75,82,90,93,123]. As commercially available immobilized CSP, it was used under both NP and RP conditions.…”

Section: Discussionmentioning

confidence: 99%

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Chiral separation in the class of proton pump inhibitors by chromatographic and electromigration techniques: An overview

et al. 2021

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Chiral separation in the class of proton pump inhibitors by chromatographic and electromigration techniques: An overviewProton pump inhibitors (PPIs) are benzimidazole-derivative chiral sulfoxides, frequently used in the treatment of gastric hyperacidity-related disorders. Due to their stereoselective metabolism, the eutomeric forms of PPIs can present a more advantageous pharmacokinetic profile by comparison with the distomers or racemates. Moreover, two representatives of the class are used in therapy both as racemates and as pure enantiomers (esomeprazole, dexlansoprazole). A relatively large number of enantioseparation methods employed for the stereoselective determination of PPIs from pharmaceutical, biological, and environmental matrices were published in the past three decades. The purpose of the current overview is to provide a systematic survey of the available chiral separation methods published since the introduction of PPIs in the therapy up to the present. Analytical and bioanalytical methods using different chromatographic and electromigration techniques reported for the enantioseparation of omeprazole, lansoprazole, pantoprazole, rabeprazole, ilaprazole, and tenatoprazole are included. The analytical conditions of the presented methods are summarized in three comprehensive tables, while a critical discussion of the applied techniques, possible mechanism of enantiorecognition, and future perspectives on the topic are also presented.

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Section: Discussionmentioning

confidence: 99%

“…The validated method was applied to study protein binding ratio (except for ILA) using an equilibrium dialysis method. LAN, PAN, and RAB showed stereoselective plasma protein binding, while OME not [93].…”

Section: Hplc Methodsmentioning

confidence: 99%

Chiral separation in the class of proton pump inhibitors by chromatographic and electromigration techniques: An overview

et al. 2021

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“…Another aspect of the PPIs analysis is the chiral separation of a particular enantiomer. This issue has already been briefly described in the literature [ 67 , 68 ]. One example is the application of liquid chromatography and mass spectrometry (LC-MS/MS) for the simultaneous determination of omeprazole, pantoprazole, lansoprazole, rabeprazole, and ilaprazole enantiomers.…”

Section: The Most Important Issues To Be Considered In the Formulatio...mentioning

confidence: 98%

“…The developed method was also suitable in combination with equilibrium dialysis for the studies of PPIs enantiomers ratio binding with plasma proteins. The linearity of the method was determined in the range of 1.25 to 2500 ng/mL for the investigated enantiomers [ 68 ].…”

Section: The Most Important Issues To Be Considered In the Formulatio...mentioning

confidence: 99%

Formulation of Dosage Forms with Proton Pump Inhibitors: State of the Art, Challenges and Future Perspectives

2022

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Since their introduction to pharmacotherapy, proton pump inhibitors (PPIs) have been widely used in the treatment of numerous diseases manifested by excessive secretion of gastric acid. Despite that, there are still unmet needs regarding their availability for patients of all age groups. Their poor stability hinders the development of formulations in which dose can be easily adjusted. The aim of this review is to describe the discovery and development of PPIs, discuss formulation issues, and present the contemporary solutions, possibilities, and challenges in formulation development. The review outlines the physicochemical characteristics of PPIs, connects them with pharmacokinetic and pharmacodynamic properties, and describes the stability of PPIs, including the identification of the most important factors affecting them. Moreover, the possibilities for qualitative and quantitative analysis of PPIs are briefly depicted. This review also characterizes commercial preparations with PPIs available in the US and EU. The major part of the review is focused on the presentation of the state of the art in the development of novel formulations with PPIs covering various approaches employed in this process: nanoparticles, microparticles, minitablets, pellets, bilayer, floating, and mucoadhesive tablets, as well as parenteral, transdermal, and rectal preparations. It also anticipates further possibilities in the development of PPIs dosage forms. It is especially addressed to the researchers developing new formulations containing PPIs, since it covers the most important formulary issues that need to be considered before a decision on the selection of the formula is made. It may help in avoiding unnecessary efforts in this process and choosing the best approach. The review also presents an up-to-date database of publications focused on the pharmaceutical technology of formulations with PPIs.

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“…A thorough literature search dictates that some publications are available for the enantio‐separation of both the reported drugs [24–26]. But no paper is available on the high‐powered columns Chiralpak IA and Chiralpak IE columns using SFC and HPLC techniques.…”

Section: Introductionmentioning

confidence: 99%

A comparative study of chiral separation of proton pump inhibitors by supercritical fluid chromatography and high‐performance liquid chromatography

Raja

Alam

Srisath

et al. 2021

J of Separation Science

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A comparative study of chiral separation of pantoprazole and rabeprazole is carried out using supercritical fluid chromatography and high‐performance liquid chromatography. The columns used were Chiralpak IA and Chiralpak IE. The best mobile phase in supercritical fluid chromatography was carbon dioxide‐0.2% triethylamine in methanol (60:40) and 0.1% triethylamine in n‐hexane‐ethanol (50:50) in high‐performance liquid chromatography. For supercritical fluid chromatography, values of the retention factor of pantoprazole enantiomers were 3.97 and 4.88. These values for rabeprazole enantiomers were 6.10 and 7.52. The values of separation and resolution factor for pantoprazole and rabeprazole were 1.23 and 1.23 and 2.20 and 3.36, respectively. Similarly, for high‐performance liquid chromatography, the values of retention factor for enantiomers of pantoprazole were 4.02 and 7.32. These values for rabeprazole enantiomers were 5.32 and 7.88, respectively. The values of separation and resolution factor for pantoprazole and rabeprazole were 1.82 and 1.48 and 9.22 and 6.58, respectively. A comparison was carried out, which confirmed supercritical fluid chromatography as the best method due to its fastness, eco‐friendly, and inexpensiveness. The reported methods are effective, efficient, and reproducible and may be used to separate and identify pantoprazole and rabeprazole in any unknown samples.

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Simultaneous enantioselective determination of omeprazole, rabeprazole, lansoprazole, and pantoprazole enantiomers in human plasma by chiral liquid chromatography–tandem mass spectrometry

Cited by 10 publications

References 30 publications

Chiral separation in the class of proton pump inhibitors by chromatographic and electromigration techniques: An overview

Chiral separation in the class of proton pump inhibitors by chromatographic and electromigration techniques: An overview

Formulation of Dosage Forms with Proton Pump Inhibitors: State of the Art, Challenges and Future Perspectives

A comparative study of chiral separation of proton pump inhibitors by supercritical fluid chromatography and high‐performance liquid chromatography

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