Enantiomeric purity determination of propranolol by cyclodextrin-modified capillary electrophoresis

Fillet, Marianne; Bechet, I.; Chiap, Patrice; Hubert, Ph.; Crommen, Jacques

doi:10.1016/0021-9673(95)00503-6

Cited by 93 publications

(43 citation statements)

References 19 publications

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“…However, the resolution achieved was insufficient to permit enantiopurity testing. Recently, Fillet et al [7] reported a method for the enantiomeric purity determination of propranolol by CE. In the method the operating temperature was 15 o C (which is difficult to achieve in some CE instruments) and after each sample injection the capillary was washed with water for 2 min and then buffer for 3 min.…”

mentioning

confidence: 99%

Enantiomeric purity determination of propranolol by capillary electrophoresis using dual cyclodextrins and a polyacrylamide-coated capillary

1999

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mentioning

confidence: 99%

Enantiomeric purity determination of propranolol by capillary electrophoresis using dual cyclodextrins and a polyacrylamide-coated capillary

1999

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“…Cyclodextrins have been used to increase the resolution in capillary electrophoresis of anti-inflamatory drugs of the profen family [187] of propanolol [188] and other important drugs such as opiates and fenfluramine enantiomers [176,189,190]. They have also been successfully employed as chiral stationary phases in HPLC for trimetoquinol, denopamine and timepidium [191,192] or profens [193].…”

Section: Micelles and Cyclodextrins In Separation Science Using Fluormentioning

confidence: 99%

Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

Lerner¹,

Martín²

2000

Analusis

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Introduction Molecular luminescence of analytes in organized media or in supramolecular complexes of cyclodextrinsThe photophysical and photochemical behaviour of molecules complexed to cyclodextrins (CD) is generally different from their behaviour in solution. The first observations in the field were qualitative and were related to the increased stabilisation of labile molecules, mostly drugs, against photodegradation when complexed to natural cyclodextrins [1]. Complexation by CD's was then the preferred subject for those involved in supramolecular chemistry and drug vectorisation techniques [2] as well as in separation techniques [3][4][5]. Stabilization of a molecule against photochemical degradation is still very important in the field of pharmaceutical sciences. A recent example is the stabilisation of promazine as an inclusion complex with β-cyclodextrin [6]. Other photochemists were attracted quite early to this field of research and initiated studies, which were mostly photophysical in nature [7,8]. The key observation was that the formation of supramolecular complexes of analytes with cyclodextrins (CDs) resulted in an increase of their fluorescence quantum yield or even in the appearance of room temperature phosphorescence (RTP) [9][10][11][12]. This enhancement has been used to increase the sensitivity and the selectivity in both luminescence and chromatographic techniques [13-15].We will not say more about RTP with CDs as the subject will be developed in another contribution in the same issue of this Journal. However RTP is also observed in the solubilization of analytes in micellar colloïdal solutions and this field will be reviewed hereunder.These properties have been used to develop analytical techniques, which combine the selectivity of complexation with an enhanced emission [16][17][18][19]. In this way an improvement in the detection limits is obtained in many separation techniques such as HPLC, capillary electrophoresis (CE) or planar chromatography. Furthermore these molecular interactions allow to reveal or to stabilize new molecular forms or to turn species which are normally non-emitting into luminescent ones. All these aspects are reviewed hereunder after a short summary on the nature of the intermolecular interactions, which lie at the heart of these effects. Nature of the interactions between an analyte and a CD or a micelleWithout going into a thorough analysis of the origin of the interactions which exist between molecules in dense media which concern us here, it seems useful to recall the most important factors which should be taken into account when any type of luminescence, fluorescence or phosphorescence is involved.

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“…In previous papers, we demonstrated the suitability of this kind of BGE for the enantiomeric separation of basic, acidic and even neutral drugs [6,11,12,19].…”

Section: Optimisation Of Naproxen Enantioseparationmentioning

confidence: 99%

“…1. In such a low pH buffer, the acidic naproxen (pKa= 4.2) was mainly present in uncharged form and therefore was migrating close to the electroosmotic flow (low but anodic [6]), the latter making its detection possible at the anodic side of the capillary (reversed polarity mode). Under these conditions, no enantiomeric separation could be expected for this acidic compound from the addition of a neutral cyclodextrin alone (DMCD: dimethyl-i-cyclodextrin or TMCD: trimethyl-i-cyclodextrin).…”

Section: Optimisation Of Naproxen Enantioseparationmentioning

confidence: 99%

Stereoselective determination of S-naproxen in tablets by capillary electrophoresis

Fillet

Fotsing

Bonnard

et al. 1998

Journal of Pharmaceutical and Biomedical Analysis

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A capillary electrophoresis (CE) method was developed for the stereoselective determination of the non-steroidal anti-inflammatory drug (NSAID), S-naproxen, in tablets. Several i-cyclodextrin derivatives (CDs) were tested as chiral selectors, including sulfobutyl-i-CD (SBCD), carboxymethyl-i-CD (CMCD), dimethyl-i-CD (DMCD) and trimethyl-i-CD (TMCD), in a phosphoric acid/triethanolamine pH 3 buffer. Under these conditions, the analyte was mainly present in an uncharged form and therefore, the use a neutral CD (DMCD or TMCD) alone could not lead to enantiomeric separation. On the contrary, by addition of a charged CD (SBCD or CMCD) to the running buffer, giving the analyte enantiomers an adequate mobility, chiral resolution could be achieved, although the resolution values obtained in this case were not quite satisfactory (RsB 1.5). Dual systems, based on the use of mixtures of charged and neutral CDs, were then investigated. The SBCD/TMCD system was found to be particularly well suited to the enantioseparation of naproxen and after optimisation of the concentrations of both CDs, a resolution value of 5.4 could be obtained. The method was validated for the determination of R-naproxen (enantiomeric impurity) in the 0.1-2% range, using the racemic mixture of the analyte. A second validation was performed in the 50 -150% range for the quantitation of S-naproxen. In both cases, good results with respect to linearity, precision and accuracy were obtained.

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Enantiomeric purity determination of propranolol by cyclodextrin-modified capillary electrophoresis

Cited by 93 publications

References 19 publications

Enantiomeric purity determination of propranolol by capillary electrophoresis using dual cyclodextrins and a polyacrylamide-coated capillary

Enantiomeric purity determination of propranolol by capillary electrophoresis using dual cyclodextrins and a polyacrylamide-coated capillary

Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

Stereoselective determination of S-naproxen in tablets by capillary electrophoresis

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