Enantioselective high-performance liquid chromatographic determination of baclofen after derivatization with a chiral adduct of o-phthaldialdehyde

Wuis, E.W.; Kolmer, E. W. J. Beneken; Beijsterveldt, L E C van; Burgers, Robin; Vree, T. B.; Kleyn, E. Van Der

doi:10.1016/s0378-4347(00)83237-5

Cited by 41 publications

(8 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Resolution of the baclofen enantiomers with UV detection on a Pirkletype chiral stationary phase (CSP) after achiral derivatization [6], UV detection on a normal phase after chiral derivatization [7], fluorimetric detection after chiral derivatization [8,9], radioactivity detection [10] using a chiral additive to mobile phase (CMPA) and polarimetry on CSP [6] were described. We reported its analytical enan-tiospecific chromatographic separation [11,12] with a chiral crown ether moiety (CR1) as the chiral selector and perchloric acid as the mobile phase.…”

Section: Introductionmentioning

confidence: 99%

Chiral capillary electrophoretic resolution of baclofen, gabaergic ligand, using highly sulfated cyclodextrins

et al. 2004

View full text Add to dashboard Cite

Using cyclodextrin-capillary zone electrophoresis (CD-CZE), baseline separation of baclofen, a potent GABA(B) agonist; was achieved. A method for the enantioresolution of this gamma-aminobutyric acid (GABA) and determination of enantiomeric purity was developed using CDs (highly sulfated-CD or highly S-CD) as chiral selectors and capillaries dynamically coated with polyethylene oxide (PEO). Operational parameters, such as the nature and concentration of the chiral selectors, buffer concentration, organic modifiers, and applied voltage, were investigated. The use of charged CDs provides a driving force in the opposite direction of the positively charged baclofen in the running buffer and enantiomeric resolution by inclusion of compounds in the CD cavity. Highly S-beta-CD was found to be the most effective complexing agent, allowing good enantiomeric resolution. The complete resolution was obtained using 25 mM phosphate buffer, pH 2.5, containing 3% w/v highly S-beta-CD at 25 degrees C with aN applied field of 0.40 kV/cm. The apparent association constants of the inclusion complexes were calculated. This optimized method was validated in terms of repeatability and limits of detection (0.13 microg x mL(-1)) and quantification. The migration order was determined.

show abstract

Section: Introductionmentioning

confidence: 99%

Chiral capillary electrophoretic resolution of baclofen, gabaergic ligand, using highly sulfated cyclodextrins

et al. 2004

View full text Add to dashboard Cite

show abstract

“…Chiral reagents used for preparing diastereomers of baclofen, followed by their HPLC resolution, included OPA-NAC (N-acetyl-L-cysteine) reagent (Wuis et al, 1987) (Shimada et al, 1993). Baclofen enantiomers have been determined in pharmaceutical formulations using enantioselective membrane electrodes based upon maltodextrin (Alexander and Raluca-Ioana, 2004) and α-and γ -cyclodextrins (Raluca-Ioana and Alexander, 2006).…”

Section: Introductionmentioning

confidence: 99%

Indirect resolution of baclofen enantiomers from pharmaceutical dosage form by reversed‐phase liquid chromatography after derivatization with Marfey's reagent and its structural variants

Bhushan

Kumar

2008

Biomedical Chromatography

View full text Add to dashboard Cite

A high-performance liquid chromatographic (HPLC) method was developed for chiral assay of baclofen enantiomers in pharmaceutical formulations using an indirect approach. Baclofen enantiomers were derivatized with Marfey's reagent (FDNP-L-Ala-NH2) and its structural variants FDNP-L-Phe-NH2, FDNP-L-Val-NH2, FDNP-L-Leu-NH2 and FDNP-L-Pro-NH2. The resultant diastereomers were separated on RP-TLC [triethylammonium phosphate buffer (pH 4.0, 50 mm)-acetonitrile, 50:50] and on a C18 column using a linear gradient (45 min) of acetonitrile and 0.01% aqueous trifluoroacetic acid (TFA) with UV detection at 340 nm. The differences in the retention times (Delta t R) of diastereomers due to the five chiral reagents were compared. The maximum and minimum difference in retention times between separated diastereomers was for FDNP-L-Leu-NH2 and FDNP-L-Pro-NH2, respectively. The effect of flow rate, acetonitrile content and TFA concentration on resolution was studied. The method was validated for linearity, repeatability, limit of detection and limit of quantification.

show abstract

“…All these methods were only used for the determination of baclofen racemate. For chiral analysis, different methods were developed such as GC with electron capture detection [26,27] as well as HPLC coupled with fluorescence [28,29], UV [30,31], and MS detection [32]. As reported in the literature, there are only few papers dedicated to the chiral separation of baclofen by CE with derivatized CDs [33] and crown ethers [34,35] in acidic media with UV detection.…”

Section: Introductionmentioning

confidence: 99%

Enantioseparation of baclofen with highly sulfated β‐cyclodextrin by capillary electrophoresis with laser‐induced fluorescence detection

Kavran-Belin

Rudaz

Veuthey

2005

J of Separation Science

View full text Add to dashboard Cite

Enantioseparation of baclofen with highly sulfated b-cyclodextrin by capillary electrophoresis with laser-induced fluorescence detectionThe enantioseparation of baclofen (4-amino-3-p-chlorophenylbutyric acid) was achieved by CE-LIF with highly sulfated b-CD (HS-b-CD) as chiral selector. Naphthalene-2,3-dicarboxaldehyde was used for the derivatization of nonfluorescent baclofen. HS-b-CD (2%) containing 50 mM borate buffer at pH 9.5 was chosen as the optimal running electrolyte and applied to the analysis of baclofen enantiomers in human plasma. The linearity of calibration curves (R 2 F 0.998) for R-( -) and S-(+)-baclofen was in the 0.1-2.0 lM concentration range. After a simple ACN-protein precipitation, the LOD of baclofen in plasma sample was found as low as 50 nM.

show abstract

Enantioselective high-performance liquid chromatographic determination of baclofen after derivatization with a chiral adduct of o-phthaldialdehyde

Cited by 41 publications

References 14 publications

Chiral capillary electrophoretic resolution of baclofen, gabaergic ligand, using highly sulfated cyclodextrins

Chiral capillary electrophoretic resolution of baclofen, gabaergic ligand, using highly sulfated cyclodextrins

Indirect resolution of baclofen enantiomers from pharmaceutical dosage form by reversed‐phase liquid chromatography after derivatization with Marfey's reagent and its structural variants

Enantioseparation of baclofen with highly sulfated β‐cyclodextrin by capillary electrophoresis with laser‐induced fluorescence detection

Contact Info

Product

Resources

About