TY  - JOUR
A1  - Urlaub, Jonas
A1  - Kaiser, Reinhard P.
A1  - Scherf‐Clavel, Oliver
A1  - Bolm, Carsten
A1  - Holzgrabe, Ulrike
T1  - Investigation of isomerization of dexibuprofen in a ball mill using chiral capillary electrophoresis
T2  - Electrophoresis
N2  - Besides the racemate, the S‐enantiomer of ibuprofen (Ibu) is used for the treatment of inflammation and pain. Since the configurational stability of S‐Ibu in solid state is of interest, it was studied by means of ball milling experiments. For the evaluation of the enantiomeric composition, a chiral CE method was developed and validated according to the ICH guideline Q2(R1). The addition of Mg\(^{2+}\), Ca\(^{2+}\), or Zn\(^{2+}\) ions to the background electrolyte (BGE) was found to improve Ibu enantioresolution. Chiral separation of Ibu enantiomers was achieved on a 60.2 cm (50.0 cm effective length) x 75 μm fused‐silica capillary using a background electrolyte (BGE) composed of 50 mM sodium acetate, 10 mM magnesium acetate tetrahydrate, and 35 mM heptakis‐(2,3,6‐tri‐O‐methyl)‐β‐cyclodextrin (TM‐β‐CD) as chiral selector. The quantification of R‐Ibu in the mixture was performed using the normalization procedure. Linearity was evaluated in the range of 0.68–5.49% R‐Ibu (R\(^{2}\) = 0.999), recovery was found to range between 97 and 103%, the RSD of intra‐ and interday precision below 2.5%, and the limit of quantification for R‐ in S‐Ibu was calculated to be 0.21% (extrapolated) and 0.15% (dilution of racemic ibuprofen), respectively. Isomerization of S‐Ibu was observed under basic conditions by applying long milling times and high milling frequencies.
KW  - capillary electrophoresis
KW  - chiral separation
KW  - Ibuprofen
KW  - isomerization
KW  - validation
Y1  - 2021
UR  - https://opus.bibliothek.uni-wuerzburg.de/frontdoor/index/index/docId/22585
UR  - https://nbn-resolving.org/urn:nbn:de:bvb:20-opus-225852
VL  - 42
IS  - 17-18
SP  - 1790
EP  - 1799
ER  -