Literature DB >> 25789217

Cyclodextrine screening for the chiral separation of amlodipine enantiomers by capillary electrophoresis.

Gabriel Hancu1, Monica Budău1, Lajos Kristóf Kántor1, Anca Cârje2.   

Abstract

PURPOSE: Amlodipine is a long acting, dihydropyridine type calcium channel blocker frequently used in the treatment of hypertension and coronary insufficiency. The calcium channel blocking activity resides primarily in the S-amlodipine enantiomer, while R-amlodipine is a potent inhibitor of smooth muscle cell migration.
METHODS: In this study capillary electrophoresis was applied for the enantiomeric separation of amlodipine using different native and derivatized; neutral and charged cyclodextrines as chiral selectors. The effects of pH and composition of the background electrolyte, concentration and type of chiral selector, capillary temperature, running voltage and injection parameters have been investigated.
RESULTS: Stereoselective interactions were observed when using α-CD, β-CD, HP-β-CD, RAMEB, CM-β-CD and SBE-β-CD. Optimized separation conditions consisted on a 50 mM phosphate buffer, pH - 3.0, 20 mM RAMEB as chiral selector, + 25 kV applied voltage, 15°C temperature and UV detection at 238 nm. Using the optimized electrophoretic conditions we succeeded the chiral separation of amlodipine enantiomers in approximately 6 minute, the order of migration being R-amlodipine followed by S-amlodipine. The method was successfully applied for the determination of amlodipine enantiomers from commercially available pharmaceuticals. The linearity range, limits of detection and quantification, precision and accuracy were determined and the results obtained confirmed that the method was suitable for this purpose.
CONCLUSION: It can be concluded that the proposed capillary electrophoresis methods can be useful for routine pharmaceutical applications with benefits of its effectivity, simplicity, short analysis time and low consumption of analytes, solvents and chiral selectors.

Entities:  

Keywords:  Amlodipine; Capillary electrophoresisis; Chiral Separation; Cyclodextrines

Year:  2015        PMID: 25789217      PMCID: PMC4352221          DOI: 10.5681/apb.2015.005

Source DB:  PubMed          Journal:  Adv Pharm Bull        ISSN: 2228-5881


  10 in total

Review 1.  Enantioselective determination by capillary electrophoresis with cyclodextrins as chiral selectors.

Authors:  S Fanali
Journal:  J Chromatogr A       Date:  2000-04-14       Impact factor: 4.759

2.  Amlodipine: pharmacokinetic profile of a low-clearance calcium antagonist.

Authors:  D R Abernethy
Journal:  J Cardiovasc Pharmacol       Date:  1991       Impact factor: 3.105

3.  Long-acting dihydropyridine calcium antagonists. 1. 2-Alkoxymethyl derivatives incorporating basic substituents.

Authors:  J E Arrowsmith; S F Campbell; P E Cross; J K Stubbs; R A Burges; D G Gardiner; K J Blackburn
Journal:  J Med Chem       Date:  1986-09       Impact factor: 7.446

4.  Paradoxical release of nitric oxide by an L-type calcium channel antagonist, the R+ enantiomer of amlodipine.

Authors:  Xiao-Ping Zhang; Kit Ee Loke; Seema Mital; Suresh Chahwala; Thomas H Hintze
Journal:  J Cardiovasc Pharmacol       Date:  2002-02       Impact factor: 3.105

5.  Resolution of newly synthesized racemic dihydropyridines with different chiral selectors by means of capillary electrophoresis.

Authors:  T Christians; D Diewald; C Wessler; Y Otte; J Lehmann; U Holzgrabe
Journal:  J Chromatogr A       Date:  1999-08-20       Impact factor: 4.759

6.  Determination of the absolute configuration of the active amlodipine enantiomer as (-)-S: a correction.

Authors:  S Goldmann; J Stoltefuss; L Born
Journal:  J Med Chem       Date:  1992-09-04       Impact factor: 7.446

7.  Method development strategies for the enantioseparation of drugs by capillary electrophoresis using cyclodextrins as chiral additives.

Authors:  M Fillet; P Hubert; J Crommen
Journal:  Electrophoresis       Date:  1998-11       Impact factor: 3.535

8.  Direct quantitative determination of amlodipine enantiomers in urine samples for pharmacokinetic study using on-line coupled isotachophoresis-capillary zone electrophoresis separation method with diode array detection.

Authors:  Peter Miks; Katarína Maráková; Jozef Marák; Igor Nemec; Iva a Valásková; Emil Havránek
Journal:  J Chromatogr B Analyt Technol Biomed Life Sci       Date:  2008-11-01       Impact factor: 3.205

9.  Determination of amlodipine enantiomers in pharmaceuticals using capillary electrophoresis separation and diode array detection.

Authors:  P Mikus; K Maráková; I Valásková; E Havránek
Journal:  Pharmazie       Date:  2009-02       Impact factor: 1.267

10.  Improvement of electrophoretic enantioseparation of amlodipine by polybrene.

Authors:  Majid Zandkarimi; Alireza Shafaati; Sayyed Mohsen Foroutan; Charles A Lucy
Journal:  Iran J Pharm Res       Date:  2012       Impact factor: 1.696

  10 in total
  1 in total

Review 1.  Chiral Capillary Electrokinetic Chromatography: Principle and Applications, Detection and Identification, Design of Experiment, and Exploration of Chiral Recognition Using Molecular Modeling.

Authors:  Sami El Deeb; Camilla Fonseca Silva; Clebio Soares Nascimento Junior; Rasha Sayed Hanafi; Keyller Bastos Borges
Journal:  Molecules       Date:  2021-05-11       Impact factor: 4.411

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.