TY - JOUR
T1 - Circular dichroism spectra of cyclodextrins-ketoprofen inclusion complexes Determination of enantiomeric purity
AU - Blanco, Marcelo
AU - Coello, Jordi
AU - Iturriaga, Hortensia
AU - Maspoch, Santiago
AU - Pérez-Maseda, Carlos
PY - 2000/2/29
Y1 - 2000/2/29
N2 - The formation of inclusion complexes among various cyclodextrins (viz. α, β, γ, trimethyl-β- and hydroxypropyl-β-cyclodextrin) and the S(+) and R(-) enantiomers of ketoprofen was studied by using the circular dichroism (CD) technique. All the cyclodextrins studied, except α-cyclodextrin, introduce marked differences between the CD spectra for the S(+) and R(-) enantiomer. A new method for determining the enantiomeric purity in mixtures of both ketoprofen enantiomers based on the use of β-cyclodextrin as chiral selector and partial least-squares regression (PLSR) for calibration is proposed. The method provides relative standard errors (RSE) of calibration and prediction of the order of 2%. It was also applied to the determination of the enantiomeric excess of eutomer S(+) in the presence of distomer R(-) contents below 5%. The good results provided by the proposed method and its analytical expeditiousness make it a competitive alternative to chromatographic methods for the same purpose. Copyright (C) 2000 Elsevier Science B.V.
AB - The formation of inclusion complexes among various cyclodextrins (viz. α, β, γ, trimethyl-β- and hydroxypropyl-β-cyclodextrin) and the S(+) and R(-) enantiomers of ketoprofen was studied by using the circular dichroism (CD) technique. All the cyclodextrins studied, except α-cyclodextrin, introduce marked differences between the CD spectra for the S(+) and R(-) enantiomer. A new method for determining the enantiomeric purity in mixtures of both ketoprofen enantiomers based on the use of β-cyclodextrin as chiral selector and partial least-squares regression (PLSR) for calibration is proposed. The method provides relative standard errors (RSE) of calibration and prediction of the order of 2%. It was also applied to the determination of the enantiomeric excess of eutomer S(+) in the presence of distomer R(-) contents below 5%. The good results provided by the proposed method and its analytical expeditiousness make it a competitive alternative to chromatographic methods for the same purpose. Copyright (C) 2000 Elsevier Science B.V.
KW - Circular dichroism spectroscopy
KW - Cyclodextrins
KW - Enantiomers
KW - Ketoprofen
KW - Multivariate calibration
KW - Pharmaceutical analysis
U2 - 10.1016/S0003-2670(99)00811-9
DO - 10.1016/S0003-2670(99)00811-9
M3 - Article
SN - 0003-2670
VL - 407
SP - 233
EP - 245
JO - Analytica Chimica Acta
JF - Analytica Chimica Acta
IS - 1-2
ER -