HPLC determination of ketoprofen enantiomers in human serum using a nonporous octadecylsilane 1.5 μm column with hydroxypropyl β-cyclodextrin as mobile phase additive

Ameyibor, Emmanuel; Stewart, James T.

doi:10.1016/s0731-7085(97)00161-1

Cited by 35 publications

(13 citation statements)

References 16 publications

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“…However, it should be kept in mind that no tested individual system has been operated in a fully optimized manner. The selected six normal phase gradient chiral HPLC [119], h [71], i [68], j [9], k [81], l [99], m [106], n [63], o [120], p [59], r [100], s [121], t [122], u [78], w [73], x [123], y [124], z [125], gg [126], hh [114], i [90], jj [127], kk [128], ll [129], mm [130], nn [131], oo [132], pp [133], rr [134], ss [135], tt [136], uu [137], vv [138], ww [139], xx [140], zz [141], yy [94], ggg [142], hhh [143], iii [144], jjj [145], kkk [146]. For composition of mobile phases coded as f1 -f55 see Table 4.…”

Section: Chiral Separations With Innovative Csps and Gradient Elutionmentioning

confidence: 99%

Supramolecular Chiro-Biomedical Assays and Enantioselective HPLC Analyses for Evaluation of Profens as Non-Steroidal Anti-Inflammatory Drugs, Potential Anticancer Agents and Common Xenobiotics

Ali¹,

Hussain²,

Saleem³

et al. 2008

CDDT

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The permanent world-wide increase in therapeutic administration of racemic profens as easy available non-prescribed analgesic drugs and a common first-choice anti-inflammatory agents was recently linked with renewed interest in their beneficial use, also as enantiopure formulations, to treat and/or prevent a variety of human malignancies including its four major types as colorectal, breast, lung, and prostate cancer. This underlies the continuous need of selecting perfectly suited chiral separation methods of profens capable to determine nanolevels of a distomer in presence of the eutomer in a variety of complex biological and environmental media. Thus, current improvements for direct enantiomeric separations of profens by well defined supramolecular-based chiral HPLC and recently developed monolithic, combinatorial, bimodal and polymeric chiral stationary phases employing a modern supramolecular chirality concepts has been outlined in this review. The use of diverse supramolecular approaches for chiral HPLC as an easy accessible tool enabling fast development of nanoscale enantioselective, high-throughput and gradient screening procedures for in situ monitoring of stereoselective ADME properties of profens in range of anticancer drug discovery technologies has been also addressed.

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Section: Chiral Separations With Innovative Csps and Gradient Elutionmentioning

confidence: 99%

Supramolecular Chiro-Biomedical Assays and Enantioselective HPLC Analyses for Evaluation of Profens as Non-Steroidal Anti-Inflammatory Drugs, Potential Anticancer Agents and Common Xenobiotics

Ali¹,

Hussain²,

Saleem³

et al. 2008

CDDT

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“…Complete chromatographic enantioresolution of ketoprofen is feasible under specific conditions , but our goal was to face a study taken ketoprofen as a model solute to demonstrate the applicability of chemometric algorithms to quantitatively resolve very difficult enantioseparations. These algorithms would make possible: i) faster chromatographic runs and, therefore, shorter retention times; ii) switching methods from in normal phase to RPLC, and consequently, replacement to more environmentally acceptable solvents; iii) quantitative analysis when total enantioresolution is not possible.…”

Section: Introductionmentioning

confidence: 99%

Scope of partial least‐squares regression applied to the enantiomeric composition determination of ketoprofen from strongly overlapped chromatographic profiles

Padró

Osorio-Grisales

Arancibia

et al. 2015

J of Separation Science

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Valuable quantitative information could be obtained from strongly overlapped chromatographic profiles of two enantiomers by using proper chemometric methods.Complete separation profiles where the peaks are fully resolved are difficult to achieve in chiral separation methods, and this becomes a particularly severe problem in case that the analyst need to measure the chiral purity, i.e., when one of the enantiomers is present in the sample in very low concentrations. In this report, we explore the scope of a multivariate chemometric technique based on unfolded partial least-squares regression, as a mathematical tool to solve this quite frequent difficulty. This technique was applied to obtain quantitative results from partially overlapped chromatographic profiles of R-and S-ketoprofen, with different values of enantioresolution factors (from 0.81 down to less than 0.2 resolution units), and also at several different S:R enantiomeric ratios. Enantiomeric purity below 1% was determined with excellent precision even from almost completely overlapped signals. All these assays were tested on the most demanding condition, i.e., when the minor peak elutes immediately after the main peak. The results were validated using univariate calibration of completely resolved profiles and the method applied to the determination of enantiomeric purity of commercial pharmaceuticals.

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“…Several methods for the separation of the KT enantiomers by using CE have been reported . One study describes the separation of the enantiomers by high‐performance liquid chromatography using hydroxypropyl‐β‐CyD as the chiral additive to the mobile phase . In few of the studies employing CE, the enantiomer migration or elution order in the presence of heptakis(2,3,6‐tri‐ O ‐methyl)‐β‐CyD (TM‐β‐CyD) as chiral selector has been determined .…”

Section: Introductionmentioning

confidence: 99%

“…[20][21][22][23][24][25][26][27] One study describes the separation of the enantiomers by high-performance liquid chromatography using hydroxypropyl-b-CyD as the chiral additive to the mobile phase. 28 In few of the studies employing CE, the enantiomer migration or elution order in the presence of heptakis(2,3,6-tri-O-methyl)-b-CyD (TM-b-CyD) as chiral selector has been determined. [21][22][23][24]26,28 Yet, none of these studies addressed the reversal of EMO based on the nature of CyD-type chiral selectors and its possible structural mechanisms.…”

Section: Introductionmentioning

confidence: 99%

Comparative Enantioseparation of Ketoprofen with Trimethylated α‐, β‐, and γ‐Cyclodextrins in Capillary Electrophoresis and Study of Related Selector–Selectand Interactions Using Nuclear Magnetic Resonance Spectroscopy

et al. 2012

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The enantiomers of ketoprofen were separated by capillary electrophoresis using the (2,3,6-tri-O-methyl)-derivatives of α-, β-, and γ-cyclodextrin (CyD) as chiral selectors. The affinity pattern of the ketoprofen enantiomers toward these CyDs changed depending on their cavity size. Thus, with hexakis (2,3,6-tri-O-methyl)-α-CyD and heptakis (2,3,6-tri-O-methyl)-β-CyD, the R enantiomer of the drug migrated first, whereas the enantiomer migration order was reversed in the presence of octakis(2,3,6-tri-O-methyl)-γ-CyD. The change in the migration order was rationalized on the basis of changes in the structure of the complexes between the ketoprofen enantiomers and the chiral selectors as derived from nuclear magnetic resonance spectroscopy experiments.

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HPLC determination of ketoprofen enantiomers in human serum using a nonporous octadecylsilane 1.5 μm column with hydroxypropyl β-cyclodextrin as mobile phase additive

Cited by 35 publications

References 16 publications

Supramolecular Chiro-Biomedical Assays and Enantioselective HPLC Analyses for Evaluation of Profens as Non-Steroidal Anti-Inflammatory Drugs, Potential Anticancer Agents and Common Xenobiotics

Supramolecular Chiro-Biomedical Assays and Enantioselective HPLC Analyses for Evaluation of Profens as Non-Steroidal Anti-Inflammatory Drugs, Potential Anticancer Agents and Common Xenobiotics

Scope of partial least‐squares regression applied to the enantiomeric composition determination of ketoprofen from strongly overlapped chromatographic profiles

Comparative Enantioseparation of Ketoprofen with Trimethylated α‐, β‐, and γ‐Cyclodextrins in Capillary Electrophoresis and Study of Related Selector–Selectand Interactions Using Nuclear Magnetic Resonance Spectroscopy

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