Determination of the Enantiomeric Purity of Trelagliptin by Pre-Column Derivatization and Liquid Chromatography on a Chiral Stationary Phase

Wang, Qi; Chen, Xiuli; Zhang, Cuiwei; Liao, Mengya; Hu, Mingxing; Lin, Steven; Xie, Yongmei; Yin, Wenya; Zhang, Yiwen

doi:10.1007/s10337-015-2946-3

Cited by 11 publications

(5 citation statements)

References 20 publications

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“…It is important for the explicit isolation of β-blocker enantiomers that are underivatized. It can also be used to separate aryl propionic acid NSAID enantiomers as well as other drugs (Yang et al, 2008).…”

Section: Pirkle 1-jmentioning

confidence: 99%

A Review on Chiral Columns/Stationary Phases for HPLC

Akshay

Nishanth

et al. 2020

ijrps

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The chiral separation of pharmaceutical molecules and their precursors is one of the important areas of application of HPLC in pharmaceutical analysis for obtaining enantiomerically pure drug. The latter procedures include the use of so-called chiral selectors to enantio-selectively recognise and isolate the enantiomer. The direct approaches, i.e. those which do not derivate the compound of interest before separation, are addressed in detail, since they are now the most common approaches. The role of stereochemistry in medicinal products is being given greater emphasis to medical practice. For physicians to make conscious choice about the use of single-enantiomered medicinal products, basic knowledge is required. For few treatments single-enantiomer formulations can provide more selectivity than a combination of enantiomers in their biological purposes, enhanced therapeutic indexes and/or better pharmacokinetics. This highlights the possible biological and pharmacological variations between the two drug enantiomers and underlines the clinical experience of individual enantiomers. Particular emphases have been put on chiral separation by HPLC on chiral stationary phases (CSPs). Chiral derivatization reagents (CDRs) are optically pure reagent on reaction with drugs forms a pair of diastereoisomers that can be separated on conventional achiral phase. In Chiral mobile phase additive (CMPA) method, the stationary phase is achiral and the chiral selector is dissolved during the mobile phase. Interaction with the analyte’s enantiomer leads to the formation of transient diastereomeric complexes that are separated by their affinity towards mobile/stationary phase. Separation mechanisms and method development for chiral molecules using these phases are discussed in this review.

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Section: Pirkle 1-jmentioning

confidence: 99%

A Review on Chiral Columns/Stationary Phases for HPLC

Akshay

Nishanth

et al. 2020

ijrps

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“…Indirect chromatographic resolution utilizes a chiral derivatizing agent for enantioseparation which is based on the formation of covalent diastereomers. 83 This addition step decreases the importance of indirect resolution compared to direct resolution. Some other disadvantages include high purity, stability, sensitivity, selectivity, and proper selection of reagents as well as the possibility of racemization during the reaction.…”

Section: Racemic Drug Resolution (Covalent or Transient Diastereomer ...mentioning

confidence: 99%

Racemic drug resolution: a comprehensive guide

Mane

2016

Anal. Methods

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Section: Introductionmentioning

confidence: 99%

“…TLN analysis and bioanalysis literature review showed many methods [7][8][9][10][11][12][13] for TLN assay either in dosage form or as biological fluids (pharmacokinetic parameters). An LC method for determination of enantiomeric purity of TLN was reported [7]. Some other stability-indicating LC methods were developed for TLN assay in the presence of impurities and/or degradation products [8][9][10][11], but all those methods were not related to biological assay of TLN.…”

Section: Introductionmentioning

confidence: 99%

Investigation of Pharmacokinetic Parameters of Trelagliptin in Egyptian Volunteers Using Sensitive LC-MS/MS: A Comparative Study with a Japanese Population

Mowaka

Ashoush²,

Tadros

et al. 2021

Journal of Analytical Methods in Chemistry

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Trelagliptin (TLN) is a novel once-weekly antidiabetic drug that enhanced the patient compliance in type 2 diabetes. TLN analysis and bioanalysis literature review showed many methods for TLN assay either in dosage form or as biological fluids (pharmacokinetic parameters), but all those methods did not consider the full details dealing with biological assay of TLN. Studies that included information about pharmacokinetic parameters did not mention the used analytical procedures for those determinations and parameters. Although some LC-MS/MS and UPLC-UV methods were reported for TLN bioassay in rats’ plasma, they used direct precipitation techniques, and the current described procedure showed lower LLOQ than all the reported methods in spite of that working on human plasma is more complicated than on rats’ plasma. In this study, LC-MS/MS bioanalysis of TLN in human plasma (4–1000 nM) was employed successfully with LLOQ of 4 nM which is lower than all reported methods in rats’ plasma followed by a preliminary pharmacokinetic study. Alogliptin was used as internal standard (IS) because of its structure similarity to TLN. Pharmacokinetic parameters of TLN were investigated in Egyptian volunteers, and they had been compared to Japanese. Liquid-liquid extraction showed more sensitive results than direct precipitation. The proposed method was successfully applied to a pharmacokinetic study conducted on Egyptian volunteers. No dose modification is required upon comparing the pharmacokinetic parameters of the current study and previous studies on non-Egyptian volunteers.

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Determination of the Enantiomeric Purity of Trelagliptin by Pre-Column Derivatization and Liquid Chromatography on a Chiral Stationary Phase

Abstract: validated by analysis of bulk samples of trelagliptin of different enantiomeric purity. It was demonstrated that the method was accurate, robust, and sensitive, and enabled practical analysis of real samples.

Cited by 11 publications

References 20 publications

A Review on Chiral Columns/Stationary Phases for HPLC

A Review on Chiral Columns/Stationary Phases for HPLC

Racemic drug resolution: a comprehensive guide

Investigation of Pharmacokinetic Parameters of Trelagliptin in Egyptian Volunteers Using Sensitive LC-MS/MS: A Comparative Study with a Japanese Population

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