Chiral Separation of Uncharged Pomalidomide Enantiomers Using Carboxymethyl-β-Cyclodextrin: A Validated Capillary Electrophoretic Method

Zoltán István Szabõ, Levente SzOcs, Daniela Lucia Muntean, B. Noszál, Gergo Tõth

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The racemic mixture of pomalidomide (POM), a second-generation immunomodulatory uncharged drug, was separated into enantiomers by capillary zone electrophoresis for the first time. Seven different chargeable cyclodextrin (CD) derivatives were screened as complexing agents and chiral selectors, investigating the stability of the POM-CD inclusion complexes and their enantiodiscriminating capacities. Based on preliminary experiments, carboxymethyl-β-CD (CM-β-CD) was found to be the most effective chiral selector. Factors influencing enantioseparation were systematically optimized, using an orthogonal experimental design. Optimal parameters (background electrolyte [BGE]: 50 mM Tris-acetate buffer, pH 6.5, containing 15 mM CM-β-CD; capillary temperature: 20C; voltage applied +15 kV) allowed baseline separation of POM enantiomers with a resolution as high as 4.87. The developed method was validated, in terms of sensitivity (limit of detection and limit of quantification), linearity, accuracy, repeatability, and intermediate precision. Chirality 28:199-203, 2016.

Original languageEnglish
Pages (from-to)199-203
Number of pages5
JournalChirality
Volume28
Issue number3
DOIs
Publication statusPublished - Mar 1 2016

Fingerprint

Enantiomers
Cyclodextrins
Tromethamine
Chirality
Capillary Electrophoresis
Electrophoresis
Design of experiments
Electrolytes
Limit of Detection
Buffers
Acetates
Research Design
Derivatives
Temperature
Electric potential
Pharmaceutical Preparations
pomalidomide
Experiments

Keywords

  • capillary zone electrophoresis
  • experimental design
  • Imnovid
  • Pomalyst
  • validation

ASJC Scopus subject areas

  • Organic Chemistry
  • Analytical Chemistry
  • Drug Discovery
  • Pharmacology
  • Catalysis
  • Spectroscopy

Cite this

Chiral Separation of Uncharged Pomalidomide Enantiomers Using Carboxymethyl-β-Cyclodextrin : A Validated Capillary Electrophoretic Method. / Szabõ, Zoltán István; SzOcs, Levente; Muntean, Daniela Lucia; Noszál, B.; Tõth, Gergo.

In: Chirality, Vol. 28, No. 3, 01.03.2016, p. 199-203.

Research output: Contribution to journalArticle

Szabõ, Zoltán István ; SzOcs, Levente ; Muntean, Daniela Lucia ; Noszál, B. ; Tõth, Gergo. / Chiral Separation of Uncharged Pomalidomide Enantiomers Using Carboxymethyl-β-Cyclodextrin : A Validated Capillary Electrophoretic Method. In: Chirality. 2016 ; Vol. 28, No. 3. pp. 199-203.
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