Enantioselective analysis ofN-hydroxymexiletine glucuronide in human plasma for pharmacokinetic studies

Lanchote, Vera Lúcia; Santos, Verônica Jorge; Cesarino, Evandro José; Dreossi, Sônia Aparecida Carvalho; Mere, Yussif; Santos, Sílvia Regina Cavani Jorge

doi:10.1002/(sici)1520-636x(1999)11:2<85::aid-chir1>3.0.co;2-p

Cited by 10 publications

(7 citation statements)

References 10 publications

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“…The conditions for HPLC analysis were the same as previously reported. [7] It was carried out on an Agilent 1100 system (Agilent Technologies Corporation, USA) equipped with a UV detector. An Agilent Zorbax C18 column (4.6 mm ¥ 250 mm, 5 mm) with an ODS guard column (10 ¥ 5 mm, 10 mm) was utilized.…”

Section: Hplc Analysismentioning

confidence: 99%

“…Thermodynamic theory presumes that the binding interaction process between drug and protein is due to the overall change in free energy (DG), which can be calculated directly from K using the following equation: [28] ΔG RT K = − ln (7) where R is the ideal gas law constant and T is the temperature (in Kelvin) at which the association constant is measured.…”

Section: Binding With Hagpmentioning

confidence: 99%

“…HPLC with pre‐column derivation and chiral stationary phase were reported for the assays of mexiletine in biological fluids [6,7] . Our laboratory has also developed a pre‐column derivation HPLC method for the determination of mexiletine enantiomers using 2,3,4,6‐tetra‐O‐acetyl‐ β ‐ d ‐glucopyranosyl isothiocyanate (GITC) as the derivation regent [8] .…”

Section: Introductionmentioning

confidence: 99%

“…HPLC with pre-column derivation and chiral stationary phase were reported for the assays of mexiletine in biological fluids. [6,7] Our laboratory has also developed a pre-column derivation HPLC method for the determination of mexiletine enantiomers using 2,3,4,6-tetra-O-acetyl-b-dglucopyranosyl isothiocyanate (GITC) as the derivation regent. [8] In the present study, the drug-protein interaction of mexiletine enantiomers with plasma, HAS and hAGP was investigated using indirect chiral HPLC and ultrafiltration techniques.…”

Section: Introductionmentioning

confidence: 99%

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Enantioselective drug–protein interaction between mexiletine and plasma protein

Hong

et al. 2012

Journal of Pharmacy and Pharmacology

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Section: Hplc Analysismentioning

confidence: 99%

Section: Binding With Hagpmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Enantioselective drug–protein interaction between mexiletine and plasma protein

Hong

et al. 2012

Journal of Pharmacy and Pharmacology

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“…Nimura and Kinoshita demonstrated the precolumn derivatization of amino acid enantiomers with optically active thiol NAC in the presence of OPA . Since STG enantiomers also possess primary amines, it is possible to convert them into diastereomers on derivatization with OPA and NAC . Figure represents the reaction of STG with NAC and OPA under alkaline conditions resulting in the formation of diastereomers having different physicochemical properties.…”

Section: Resultsmentioning

confidence: 99%

Precolumn o‐Phthalaldehyde‐N‐acetyl‐L‐cysteine Derivatization Followed by RP‐HPLC Separation and Fluorescence Detection of Sitagliptin Enantiomers in Rat Plasma

et al. 2013

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An indirect reversed-phase high-performance liquid chromatographic separation and fluorescence detection of sitagliptin enantiomers in rat plasma was developed and validated. Deproteinized rat plasma containing racemic sitagliptin was derivatized with o-phthalaldehyde and N-acetyl-L-cysteine under alkaline conditions, converted to diastereomers, and separated on a Lichrospher 100 RP-18e column using 20 mM phosphate buffer and methanol (45:55 v/v) as a mobile phase under isocratic mode of elution at a flow rate of 1.0 mL/min. Fluorescence detection was performed at 330 and 450 nm as excitation and emission wavelengths, respectively. The method was linear in the range of 50-5000 ng/ mL for both enantiomers. The intra- and interday accuracy and precision were within the predefined limits of ≤15% at all concentrations. The method was successfully applied to a pharmacokinetic study of sitagliptin after 5 mg/kg oral administration to Wistar rats. Robustness of the method was evaluated using design of experiments.

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Evaluation of experimental strategies for the development of chiral chromatographic methods based on diastereomer formation

Srinivas

2004

Biomedical Chromatography

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The past two decades has seen explosive growth in the field of chirality as illustrated by the rapid progress in the various facets of this intriguing field. Firstly, it is the basic understanding of the importance of chirality and, secondly, the awareness of the therapeutic pitfalls due to failure to recognize chirality that have paved the way for a rejuvenated interest in the field. Needless to say that the impetus for chiral separation advancement and enhancement has been found to be the highest in the past decade and still continues to be an area of high focus. In this regard, both direct and indirect separation approaches have been instrumental in placing into literature stereoselective pharmacokinetic and pharmacodynamic data of plethora of drug racemates. Also, today, the cloud of uncertainty associated with the development of a chiral molecule is a thing of the past because the field is so evolved and numerous options are available for stereoselective analysis. However, the decision to advance either a single enantiomer or a racemate for development has to be made by a rational approach with adequate justification. Although indirect method of chiral separation has been well established with numerous examples of well-documented cases of stereoselective pharmacokinetic data, there is a growing need for a review that provides a strategic overview of considerations and key issues for developing chromatographic methods based on diastereomer formation. This review provides a general framework for the exploratory planning and a definitive game plan for the establishment of chiral methods based on diastereomer formation. Also, it provides an exhaustive list of applications of numerous chiral derivatization reagents that have been used in the generation of stereoselective pharmacokinetic data.

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Enantioselective analysis ofN-hydroxymexiletine glucuronide in human plasma for pharmacokinetic studies

Cited by 10 publications

References 10 publications

Enantioselective drug–protein interaction between mexiletine and plasma protein

Enantioselective drug–protein interaction between mexiletine and plasma protein

Precolumn o‐Phthalaldehyde‐N‐acetyl‐L‐cysteine Derivatization Followed by RP‐HPLC Separation and Fluorescence Detection of Sitagliptin Enantiomers in Rat Plasma

Evaluation of experimental strategies for the development of chiral chromatographic methods based on diastereomer formation

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