Preparative enantiomeric separation of potent AMP-activated protein kinase activator by HPLC on amylose-based chiral stationary phase. Determination of enantiomeric purity and assignment of absolute configuration.

Abstract:

:The development of high performance liquid chromatography method on amylose-based stationary phases (Chiralpak AD) has permitted to achieve the preparative enantioseparation of one benzimidazole derivative, potent-AMP-kinase (AMPK) activator with satisfactory yields. Analytical enantioseparation method was optimized and validated to determine the enantiomeric purity. Using the UV detection, repeatability, limits of detection (LD) and quantification (LQ) were determined. Single-crystal X-ray analysis was successful to determine the absolute configuration of the individual enantiomers. A relation between the retention order and the absolute configuration of the enantiomers was established.

journal_name

J Pharm Biomed Anal

authors

Vaccher MP,Charton J,Guelzim A,Caignard DH,Bonte JP,Vaccher C

doi

10.1016/j.jpba.2008.01.048

subject

Has Abstract

pub_date

2008-04-14 00:00:00

pages

920-8

issue

5

eissn

0731-7085

issn

1873-264X

pii

S0731-7085(08)00068-X

journal_volume

46

pub_type

杂志文章
  • Simultaneous fast HPLC-MS/MS analysis of drug candidates and hydroxyl metabolites in plasma.

    abstract::A rapid bioanalytical method was evaluated for the simultaneous determination of drug discovery compounds and their potential metabolites in plasma samples within 1 min run time by fast high-performance liquid chromatography/tandem mass spectrometry (HPLC-MS/MS). The fast HPLC-MS/MS system is achieved by using mini-co...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(03)00351-0

    authors: Hsieh Y,Brisson JM,Wang G,Ng K,Korfmacher WA

    更新日期:2003-09-19 00:00:00

  • Metabolic differentiations of Pueraria lobata and Pueraria thomsonii using ¹H NMR spectroscopy and multivariate statistical analysis.

    abstract::Puerariae Radix was a widely used herbal medicine. Pueraria lobata (PL) and Pueraria thomsonii (PT) were the two authorized sources of Puerariae Radix (gegen) in China. In this study, metabolic differentiations between these two species were investigated using NMR spectroscopy followed by principal components analysis...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2013.05.017

    authors: Chen YG,Song YL,Wang Y,Yuan YF,Huang XJ,Ye WC,Wang YT,Zhang QW

    更新日期:2014-05-01 00:00:00

  • Development of a two-dimensional liquid chromatography system for isolation of drug metabolites.

    abstract::The separation, isolation and identification of drug metabolites from complex endogenous matrices like urine, plasma and tissue extracts are challenging tasks. Metabolites are usually first identified by mass spectrometry and tentative structures proposed from product ion spectra. In many cases mass spectrometry canno...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2009.09.007

    authors: Jayamanne M,Granelli I,Tjernberg A,Edlund PO

    更新日期:2010-02-05 00:00:00

  • Improvement in solubility and dissolution rate of flavonoids by complexation with beta-cyclodextrin.

    abstract::The inclusion into the beta-cyclodextrin is used to improve pharmacokinetic characteristics of hesperetin and naringenin. Solubility of hesperetin and naringenin with increasing concentrations of beta-cyclodextrin grows as long as the temperature increased. Stability constants were determined by the solubility method ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/S0731-7085(03)00647-2

    authors: Tommasini S,Raneri D,Ficarra R,Calabrò ML,Stancanelli R,Ficarra P

    更新日期:2004-04-16 00:00:00

  • Application of first-derivative UV-spectrophotometry, TLC-densitometry and liquid chromatography for the simultaneous determination of mebeverine hydrochloride and sulpiride.

    abstract::Three methods are described for the simultaneous determination of mebeverine hydrochloride (MB) and sulpiride (SU) in combined pharmaceutical tablets. The first method depends on first-derivative ultraviolet spectrophotometry, with zero-crossing measurement method. The first derivative amplitudes at 214.2 and 221.6 nm...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(99)00176-4

    authors: El Walily AF,El Gindy A,Bedair MF

    更新日期:1999-11-01 00:00:00

  • Stripping voltammetric determination of indapamide in serum at castor oil-based carbon paste electrodes.

    abstract::The diuretic drug indapamide has been characterized voltammetrically at carbon paste electrodes by means of cyclic and differential pulse voltammetry. An adsorptive stripping method at carbon paste electrode modified with castor oil for trace determination of indapamide was described. A study of the variation of the p...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(00)00457-x

    authors: Radi A

    更新日期:2001-01-01 00:00:00

  • Facile and selective determination of the cerebral vasodilator nafronyl in a commercial formulation by heavy atom induced room temperature phosphorimetry.

    abstract::This paper presents a facile and selective method for the determination of the pharmaceutical compound nafronyl using heavy atom induced room temperature phosphorimetry (HAI-RTP) as analytical technique. The determination was performed in potassium iodide 1.6 M and sodium sulphite 0.002 M at a measurement temperature ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(00)00391-5

    authors: Cruces-Blanco C,Seguro Carretero A,Fernández Sánchez JF,Fernández Gutiérrez A

    更新日期:2000-10-01 00:00:00

  • RIA-linked microdialysis sampling in the awake rat: application to free-drug pharmacokinetics of hydrocortisone.

    abstract::The purpose of this research was to combine microdialysis sampling techniques with a highly sensitive radioimmunoassay (RIA) to study the in vivo kinetic response of pharmacologically important substances. This technique allowed for a dense sampling regimen from an awake, free-roaming experimental animal with no loss ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(91)80021-z

    authors: Miller MA,Geary RS

    更新日期:1991-01-01 00:00:00

  • Micro-HPLC and standard-size HPLC for the separation of peptide stereoisomers employing an ion-exchange principle.

    abstract::Standard-size (4 mm ID) and micro-HPLC columns (0.5 mm ID) packed with a quinine-based ion-exchange type chiral stationary phase are comparatively evaluated for the separation of peptide enantiomers with up to six amino acid residues. The results show that downscaling the separation system in order to gain the advanta...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(02)00521-6

    authors: Czerwenka C,Lämmerhofer M,Lindner W

    更新日期:2003-01-15 00:00:00

  • Development and validation of an ELISA method for the quantification of nivolumab in plasma from non-small-cell lung cancer patients.

    abstract::Nivolumab, an anti PD-1 monoclonal antibody, has been approved for the treatment of previously treated advanced or metastatic non-small-cell lung cancer (NSCLC). The aim of this study was to develop and validate an ELISA method for the quantification of nivolumab in plasma from patients with NSCLC in order to perform ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2017.02.041

    authors: Puszkiel A,Noé G,Boudou-Rouquette P,Cossec CL,Arrondeau J,Giraud JS,Thomas-Schoemann A,Alexandre J,Vidal M,Goldwasser F,Blanchet B

    更新日期:2017-05-30 00:00:00

  • Quantification of endostar in rat plasma by LC-MS/MS and its application in a pharmacokinetic study.

    abstract::LC-MS/MS is a promising analytical platform for the quantification of recombinant therapeutic proteins in biological fluids for pharmacokinetic (PK) studies. Herein, an absolute quantification method based on LC-MS/MS technique was developed to quantify endostar, which is modified from the recombinant human endostatin...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2012.07.017

    authors: Li YC,Liang Y,Tang ZY,Xiao YN,Hao HP,Wang GJ

    更新日期:2012-11-01 00:00:00

  • The quantitative determination of several inhibitors of the angiotensin-converting enzyme by CE.

    abstract::Capillary electrophoresis (CE) was applied to the study of several inhibitors of the angiotensin-converting enzyme. Separation of the compounds was performed by means of two phosphate buffers (each 100 mM) at pH 7.0 and 6.25, respectively [S. Hillaert, W. Van den Bossche, J. Chromatogr. A, 895 (2000) 33-42.]. Due to t...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(01)00366-1

    authors: Hillaert S,Van den Bossche W

    更新日期:2001-07-01 00:00:00

  • Quantitative proton nuclear magnetic resonance for the structural and quantitative analysis of atropine sulfate.

    abstract::This study assessed a general method of quantitative nuclear magnetic resonance (qNMR) for the calibration of atropine sulfate (Active Pharmaceutical Ingredient, API) as reference standard. The spectra were acquired in D2O using maleic acid as the internal standard. Conformational behaviors of tropane ring were observ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2013.10.036

    authors: Shen S,Yao J,Shi Y

    更新日期:2014-02-01 00:00:00

  • Determination of paracetamol in pure and pharmaceutical dosage forms by pulse perturbation technique.

    abstract::A new procedure for kinetic determination of paracetamol in pharmaceuticals is proposed. The method is based on potentiometric monitoring of the concentration perturbations of the matrix reaction system being in a stable non-equilibrium stationary state close to the bifurcation point. In the case considered as the mat...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2005.11.043

    authors: Pejić N,Kolar-Anić L,Anić S,Stanisavljev D

    更新日期:2006-05-03 00:00:00

  • Simultaneous qualitative and quantitative analysis of phenolic acids and flavonoids for the quality control of Apocynum venetum L. leaves by HPLC-DAD-ESI-IT-TOF-MS and HPLC-DAD.

    abstract::A reliable method based on high performance liquid chromatography-diode array detector-electrospray ionization-ion trap-time of flight-mass spectrometry (HPLC-DAD-ESI-IT-TOF-MS) was developed for the identification of phenolic acids and flavonoids in Apocynum venetum L. leaves and its adulterant, Pocynum hendersonii (...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2013.07.005

    authors: An H,Wang H,Lan Y,Hashi Y,Chen S

    更新日期:2013-11-01 00:00:00

  • Analysis of a formulation containing lincomycin and spectinomycin by liquid chromatography with pulsed electrochemical detection.

    abstract::A reversed phase ion-pair liquid chromatographic method using a base deactivated column and pulsed electrochemical detection on a gold electrode is described. It allows the separation of a mixture of spectinomycin sulfate, lincomycin hydrochloride and their related substances. A step gradient was necessary to obtain a...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(02)00015-8

    authors: Szúnyog J,Adams E,Liekens K,Roets E,Hoogmartens J

    更新日期:2002-06-20 00:00:00

  • Combining spectroscopic data (MS, IR): exploratory chemometric analysis for characterising similarity/diversity of chemical structures.

    abstract::Combined infrared--mass spectra (IR--MS) have been used to examine a small data set of synthetic substances in order to elucidate whether a combination of spectral descriptors yield better classification and similarity predictions than their corresponding individual spectral descriptors. To eliminate differences in va...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(01)00427-7

    authors: Schoonjans V,Massart DL

    更新日期:2001-09-01 00:00:00

  • Use of artificial neural networks to predict quaternery phase systems from limited experimental data.

    abstract::The aim of the present work was to develop a method for predicting the phase behaviour of four component systems consisting of oil, water and two surfactants from a limited number of screening experiments. Investigations were conducted to asses the potential of artificial neural networks (ANNs) with back-propagation t...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(98)00232-5

    authors: Alany RG,Agatonovic-Kustrin S,Rades T,Tucker IG

    更新日期:1999-03-01 00:00:00

  • Michaelis-Menten analysis of immobilized enzyme by affinity capillary electrophoresis.

    abstract::Michaelis constant of enzymatic reaction was evaluated by affinity capillary electrophoresis using beta-galactosidase as a model enzyme and o- and p-isomers of nitrophenyl-beta-galactoside as substrates. The enzyme was immobilized on the inner surface of a fused-silica capillary by the covalent bonding through a bridg...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(95)01337-k

    authors: Yoshimoto Y,Shibukawa A,Sasagawa H,Nitta S,Nakagawa T

    更新日期:1995-04-01 00:00:00

  • Capillary electrophoresis as a versatile tool for quality control and epidermis permeation studies of transdermal formulations.

    abstract::Capillary electrophoresis has been investigated to evaluate the performances of new transdermal formulations containing antiemetics. After optimization of the background electrolyte (sodium phosphate buffer (pH 2.5; 60 mM) containing 12% of ethanol (v/v)), domperidone, diphenhydramine, haloperidol, metoclopramide and ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2020.113732

    authors: Mbaye AR,Foulon C,Lecoeur M

    更新日期:2021-01-30 00:00:00

  • A comparative study of aurantio-obtusin metabolism in normal and liver-injured rats by ultra performance liquid chromatography quadrupole time-of-flight mass spectrometry.

    abstract::Aurantio-obtusin, an anthraquinone isolated from cassiae semen, possesses diverse pharmacological activities, including hypotensive, hypolipidemic and anti-inflammatory effects. However, our previous studies demonstrated that exposure to aurantio-obtusin induced hepatotoxicity, but the mechanisms of the toxic effects ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2021.113896

    authors: Xu L,Zhang Z,Hao F,Zhou W,Tang X,Gao Y

    更新日期:2021-01-13 00:00:00

  • In vivo and in vitro metabolism of the designer anabolic steroid furazadrol in thoroughbred racehorses.

    abstract::Furazadrol ([1',2']isoxazolo[4',5':2,3]-5α-androstan-17β-ol) is a designer anabolic androgenic steroid that is readily available via the internet. It contains an isoxazole fused to the steroid A-ring which offers metabolic stability and noteworthy anabolic activity raising concerns over the potential for abuse of this...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2016.02.031

    authors: Waller CC,Cawley AT,Suann CJ,Ma P,McLeod MD

    更新日期:2016-05-30 00:00:00

  • Isolation and structure characterization of related impurities in etimicin intermediate P1 by LC/ESI-MS(n) and NMR.

    abstract::Etimicin intermediate 3,2″,6″-N,N,N-triacetyl gentamicin C1a (P1), is a key intermediate of etimicin, which is a semi-synthetic aminoglycoside antibiotic effective to both gram-positive and gram-negative bacteria infections. Four major related impurities of P1 were detected by HPLC-ELSD and ESI-MS(n) methods. Weakly a...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2014.04.024

    authors: Wang Y,Zhang Z,Wu L,Zhang X,Wang H,Ye W,Li P

    更新日期:2014-08-01 00:00:00

  • Analysis of diltiazem in Lipoderm transdermal gel using reversed-phase high-performance liquid chromatography applied to homogenization and stability studies.

    abstract::A simple and novel method for the extraction and quantification of diltiazem hydrochloride was developed and applied to homogenization and stability studies. The method used solid phase extraction coupled with reversed-phase high-performance liquid chromatography (HPLC) with ultraviolet (UV) detection. Validation show...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2004.11.053

    authors: Buur JL,Baynes RE,Yeatts JL,Davidson G,Defrancesco TC

    更新日期:2005-06-01 00:00:00

  • Application of quality by design elements for the development and optimization of an analytical method for protamine sulfate.

    abstract::The purpose of this study was to develop a robust reverse phase-HPLC method for the separation of hydrolyzed protamine sulfate peptides using a quality by design approach. A Plackett-Burman experimental design was utilized to screen the effects of mobile phase pH, flow rate, column temperature, injection volume and me...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2012.01.002

    authors: Awotwe-Otoo D,Agarabi C,Faustino PJ,Habib MJ,Lee S,Khan MA,Shah RB

    更新日期:2012-03-25 00:00:00

  • Chromatographic methods and sample pretreatment techniques for aldehydes determination in biological, food, and environmental samples.

    abstract::Aldehydes are very reactive carbonyl compounds that are widespread naturally. Aldehydes can be produced in vivo by oxidative reactions and are able to disturb biological functions through binding and modifying biomolecules. Thus, it is necessary to determine their levels in biological samples to estimate their possibl...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章,评审

    doi:10.1016/j.jpba.2019.112782

    authors: Kishikawa N,El-Maghrabey MH,Kuroda N

    更新日期:2019-10-25 00:00:00

  • Direct spectrophotometric measurement of angiotensin I-converting enzyme inhibitory activity for screening bioactive peptides.

    abstract::A direct, extraction-free spectrophotometric assay was developed for determination of angiotensin I-converting enzyme activity (ACE) in the presence of ACE inhibitors using hippuryl-l-histidyl-l-leucine (HHL) as the ACE-specific substrate. This method relies on previously published spectrophotometric determination of ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2004.11.004

    authors: Li GH,Liu H,Shi YH,Le GW

    更新日期:2005-02-23 00:00:00

  • First profiling in hydrophilic interaction liquid chromatography of intact human chorionic gonadotropin isoforms.

    abstract::The study of glycoproteins is a rapidly growing field, which is not surprising considering that approximately 70% of human proteins are glycosylated and that numerous biological functions are associated to the glycosylation. In this work, our interest focused on the heterodimeric human Chorionic Gonadotropin (hCG) gly...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2019.06.014

    authors: Camperi J,Pichon V,Fournier T,Delaunay N

    更新日期:2019-09-10 00:00:00

  • Electrochemical study of nisoldipine: analytical application in pharmaceutical forms and photodegradation.

    abstract::The anodic and cathodic behavior of nisoldipine, 3-isobutyl-5-methyl-1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)pyridine-3 ,5-dicarboxylate, are reported. This drug belongs to the nitroaryl-1,4-dihydropyridine family, known as calcium channel antagonist and employed in therapeuticalls as peripheral and cerebral vasodil...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(97)00122-2

    authors: Alvarez-Lueje A,Naranjo L,Núñez-Vergara LJ,Squella JA

    更新日期:1998-01-01 00:00:00

  • Nondestructive determination of the ambroxol content in tablets by Raman spectroscopy.

    abstract::We describe a method for determining the ambroxol content in tablets nondestructively. To obtain a reliable quantitative calibration, we prepared 20 pellet samples (ambroxol content: 8.30-16.25 wt.%) and acquired their Raman spectra while rotating the pellets. The spectra of the rotated samples reflected the compositi...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2004.12.031

    authors: Hwang MS,Cho S,Chung H,Woo YA

    更新日期:2005-06-15 00:00:00