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

被引:8
|
作者
Papp, Lajos Attila [1 ]
Hancu, Gabriel [1 ]
Kelemen, Hajnal [1 ]
Toth, Gergo [2 ]
机构
[1] George Emil Palade Univ Med Pharm Sci & Technol T, Dept Pharmaceut Chem, Gh Marinescu 38, Targu Mures 540139, Romania
[2] Semmelweis Univ, Dept Pharmaceut Chem, Budapest, Hungary
关键词
Chiral separation; Chromatography; Electrophoresis; Pharmaceutical analysis; Proton pump inhibitors; PERFORMANCE LIQUID-CHROMATOGRAPHY; SUPERCRITICAL-FLUID CHROMATOGRAPHY; CAPILLARY-ELECTROPHORESIS METHOD; TANDEM MASS-SPECTROMETRY; BOVINE SERUM-ALBUMIN; LC-MS/MS METHOD; STATIONARY-PHASE; LANSOPRAZOLE ENANTIOMERS; ENANTIOSELECTIVE DISPOSITION; STEREOSELECTIVE METABOLISM;
D O I
10.1002/elps.202100032
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Proton 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.
引用
收藏
页码:1761 / 1789
页数:29
相关论文
共 50 条
  • [21] Multisource Overview on Proton Pump Inhibitors-Associated Acute Kidney Injury
    Fernandez-Llaneza, Daniel
    Lieverse, Joris E.
    Vos, Romy M. P.
    Klopotowska, Joanna E.
    PHARMACOEPIDEMIOLOGY AND DRUG SAFETY, 2024, 33 : 594 - 594
  • [22] Review article: the pharmacodynamics and pharmacokinetics of proton pump inhibitors - overview and clinical implications
    Robinson, M
    ALIMENTARY PHARMACOLOGY & THERAPEUTICS, 2004, 20 : 1 - 10
  • [23] Proton pump inhibitors and risk of kidney diseases: An overview of meta-analyses
    Rashid, Muhammed
    Sulfath, T. S.
    Chhabra, Manik
    Poojari, Pooja Gopal
    Ben-Eltriki, Mohamed
    Ashique, E. P.
    Nair, Sreedharan
    Thunga, Girish P.
    PHARMACOEPIDEMIOLOGY AND DRUG SAFETY, 2023, 32 : 493 - 493
  • [24] Proton Pump Inhibitors: A Brief Overview of Discovery, Chemistry and Process Development.
    Madhavi, Venkata Y.
    Baliram, Gaikwad Nikhil
    RESEARCH JOURNAL OF PHARMACEUTICAL BIOLOGICAL AND CHEMICAL SCIENCES, 2016, 7 (02): : 2180 - 2195
  • [25] Determination of Enantioselectivity and Enantiomeric Excess by Mass Spectrometry in the Absence of Chiral Chromatographic Separation: An Overview
    Piovesana, Susy
    Samperi, Roberto
    Lagana, Aldo
    Bella, Marco
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (35) : 11478 - 11494
  • [26] Chromatographic Resolution of Drug Analogues: Four Proton Pump Inhibitors and Two Gastroprokinetic Agents
    Tahir, Muhammad S.
    Adnan, Ahmad
    Syed, Quratulain
    LATIN AMERICAN JOURNAL OF PHARMACY, 2017, 36 (02): : 293 - 300
  • [27] Potential of liposomes and lipid membranes for the separation of 0-blockers by capillary electromigration and liquid chromatographic techniques
    Ravald, Henri
    Wiedmer, Susanne K.
    JOURNAL OF CHROMATOGRAPHY A, 2023, 1706
  • [28] Effect of the residual silanol group protection on the liquid chromatographic resolution of α-amino acids and proton pump inhibitors on a ligand exchange chiral stationary phase
    Ma, Dong Hee
    Jin, Jong Sung
    Jeong, Euh Duck
    Hyun, Myung Ho
    JOURNAL OF SEPARATION SCIENCE, 2013, 36 (08) : 1349 - 1355
  • [29] Enantiomeric Separation of Proton Pump Inhibitors Using Polysaccharide-Based Chiral Stationary Phases in Reversed-Phase HPLC Conditions
    Peng, Liming
    McCoy, Michael
    Layne, Jeff
    Carlson, Kari
    LC GC NORTH AMERICA, 2011, : 45 - 45
  • [30] Myopathy including polymyositis: a likely class adverse effect of proton pump inhibitors?
    Clark, DWJ
    Strandell, J
    EUROPEAN JOURNAL OF CLINICAL PHARMACOLOGY, 2006, 62 (06) : 473 - 479