Enantiomeric Separation of (R,S)-Aclidinium Bromide with Negatively Charged Gamma-Cyclodextrin by CE

Adamusová, Hana; Novotná, Naděžda; Bosáková, Zuzana; Douša, Michal

doi:10.1007/s10337-017-3244-z

Cited by 8 publications

(6 citation statements)

References 16 publications

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“…CDs are one of the native derived cyclic carbohydrates, and consist of six to eight glucose units. Hydrophobic analytes can form complexes with CDs due to it having a hydrophobic inner cavity . In initial experiments, in order to obtain the optimised BGE for baseline separation, many kinds of CDs were investigated such as DM‐β‐CD, α‐CD, β‐CD, γ‐CD, HP‐β‐CD, ED‐β‐CD.…”

Section: Resultsmentioning

confidence: 99%

“…Hydrophobic analytes can form complexes with CDs due to it having a hydrophobic inner cavity. 18,22 In initial experiments, in order to obtain the optimised BGE for baseline separation, many kinds of CDs were investigated such as DM-β-CD, When the concentration of DM-β-CD was lower than 150 mM, hirsutine and hirsuteine could not achieve baseline separation. When the concentration of DM-β-CD was higher than 150 mM, the resolution decreased and the system current increased (see Figure 3B).…”

Section: Concentration Of Ed-β-cd and Dm-β-cdmentioning

confidence: 99%

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Simultaneous separation and determination of hirsutine and hirsuteine by cyclodextrin‐modified micellar electrokinetic capillary chromatography

Guo

Wang

Zhang

et al. 2019

Phytochemical Analysis

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Introduction Hirsutine and hirsuteine are the main pharmacological activity ingredients of Uncaria rhynchophylla (UR), playing an important role in treating mental and cardiovascular diseases, such as Alzheimerʼs disease, hypertension, Parkinson's disease, potential anti‐cancer activities and so on. Objective To develop a cyclodextrin‐modified micellar electrokinetic capillary chromatography (CD‐MEKC) method for the simultaneous separation and determination of hirsutine and hirsuteine from UR and its formulations. Methodology The optimal method was developed by investigating influences of significant factors on the separation, and this method was successfully applied for the determination of hirsutine and hirsuteine in UR and its formulations. Results The optimal background electrolyte (BGE) consisted of 40 mM sodium dihydrogen phosphate (pH 7.0), 150 mM 2,6‐dimethyl‐β‐cyclodextrin (DM‐β‐CD), 3 mM mono‐(6‐ethylenediamine‐6‐deoxy)‐β‐cyclodextrin (ED‐β‐CD), and 30 mM sodium cholate (SC). Under these conditions, hirsutine and hirsuteine were successfully separated within 13 min at the separation voltage of 15 kV, temperature of 25°C and the detection wavelength of 224 nm. For the analytes, linear calibration curves were performed within the range 5.0–160.0 μg/mL. The limit of detection (LOD, S/N = 3) and the limit of quantitation (LOQ, S/N = 10) were 0.41, 1.42 μg/mL for hirsutine and 0.60, 2.17 μg/mL for hirsuteine, respectively. The recoveries of three samples were from 97.9% to 102.3%. Conclusion The method was successfully applied to the determination of hirsutine and hirsuteine in UR and its formulations. Meanwhile, it provides an effective reference of the quality control of UR and its formulations.

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Section: Resultsmentioning

confidence: 99%

Section: Concentration Of Ed-β-cd and Dm-β-cdmentioning

confidence: 99%

Simultaneous separation and determination of hirsutine and hirsuteine by cyclodextrin‐modified micellar electrokinetic capillary chromatography

Guo

Wang

Zhang

et al. 2019

Phytochemical Analysis

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“…An overview of EKC‐UV methods applicable for quality control of pharmaceuticals published since 2015 is provided in Table 3 [71–106]. The most frequently, CDs were used as chiral selectors in these works, owning to their advantages, such as low cost, good stability, low UV cut‐off, high water solubility, and excellent chiral selectivity.…”

Section: Electrokinetic Chromatographymentioning

confidence: 99%

Capillary electrophoretic methods for quality control analyses of pharmaceuticals: A review

Řemínek

Foret

2020

Electrophoresis

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Capillary electrophoresis represents a promising technique in the field of pharmaceutical analysis. The presented review provides a summary of capillary electrophoretic methods suitable for routine quality control analyses of small molecule drugs published since 2015. In total, more than 80 discussed methods are sorted into three main sections according to the applied electroseparation modes (capillary zone electrophoresis, electrokinetic chromatography, and micellar, microemulsion, and liposome-electrokinetic chromatography) and further subsections according to the applied detection techniques (UV, capacitively coupled contactless conductivity detection, and mass spectrometry). Key parameters of the procedures are summarized in four concise tables. The presented applications cover analyses of active pharmaceutical ingredients and their related substances such as degradation products or enantiomeric impurities. The contribution of reported results to the current knowledge of separation science and general aspects of the practical applications of capillary electrophoretic methods are also discussed.

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“…β-CD derivatives, i.e., neutral (hydroxyethyl-, hydroxypropyl- and methyl-) and anionic (carboxymethyl-, and sulphated-) [21,22,23,24,25,26,27,28,29,30,31,32,33] derivatives were the most commonly used CSs reported. Other commercially-available modified CDs or laboratory-prepared modified CDs with known synthesis were reported.…”

Section: Macromoleculesmentioning

confidence: 99%

“…Other commercially-available modified CDs or laboratory-prepared modified CDs with known synthesis were reported. These were hydroxypropyl-α-CD [23], sulphated-α-CD [21], (2-carboxy-ethyl)-β-CD [34], heptakis(2,3-di- O -acetyl)-β-CD [35], heptakis(2,6-di- O -methyl)-β-CD, heptakis-(2,3,6-tri- O -methyl)-β-CD [36,37], heptakis(2- O -methyl-3,6-di- O -sulfo)-β-CD, heptakis(2,3-di- O -methyl-6- O -sulfo)-β-CD, heptakis(2,3-di- O -acetyl-6- O -sulfo)-β-CD [36], heptakis-6-sulfato-β-CD [38], heptakis-(6- O -sulfobutylether)-β-CD sodium salt [39], heptakis (2,6-di- O -[2-hydroxy-3-(sulfo-amino)propoxy])-β-CD [40], 2-hydroxypropyl-β-CD [37] octa(6- O -sulfo)-γ-cyclodextrin [41], lysine-bridged hemispherodextrin [42], methylated β-CD [43], mono-6-deoxy-6-(4-amino-1,2,4-triazolium)-β-CD chloride [44], mono-6-deoxy-6-(3-methylimidazolium)-β-CD tosylate [45], quaternary ammonium β-CD [46], carboxymethyl-β-CD [47,48], hydroxypropyl-γ-CDs [21,34], sulphated-γ-CDs [21] and highly sulphated-γ-CDs [49]. Sulfobutylether-β-CDs are also available commercially as Captisol ® and were applied successfully in the enantiomeric separation of neutral and basic drugs, but not towards negatively charged analytes in EKC [50].…”

Section: Macromoleculesmentioning

confidence: 99%

Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

Quirino

2019

Molecules

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Chiral separation is an important process in the chemical and pharmaceutical industries. From the analytical chemistry perspective, chiral separation is required for assessing the fit-for-purpose and the safety of chemical products. Capillary electrophoresis, in the electrokinetic chromatography mode is an established analytical technique for chiral separations. A water-soluble chiral selector is typically used. This review therefore examines the use of various chiral selectors in electrokinetic chromatography during 2017–2018. The chiral selectors were both low and high (macromolecules) molecular mass molecules as well as molecular aggregates (supramolecules). There were 58 papers found by search in Scopus, indicating continuous and active activity in this research area. The macromolecules were sugar-, amino acid-, and nucleic acid-based polymers. The supramolecules were bile salt micelles. The low molecular mass selectors were mainly ionic liquids and complexes with a central ion. A majority of the papers were on the use or preparation of sugar-based macromolecules, e.g., native or derivatised cyclodextrins. Studies to explain chiral recognition of macromolecular and supramolecular chiral selectors were mainly done by molecular modelling and nuclear magnetic resonance spectroscopy. Demonstrations were predominantly on drug analysis for the separation of racemates.

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Enantiomeric Separation of (R,S)-Aclidinium Bromide with Negatively Charged Gamma-Cyclodextrin by CE

Cited by 8 publications

References 16 publications

Simultaneous separation and determination of hirsutine and hirsuteine by cyclodextrin‐modified micellar electrokinetic capillary chromatography

Simultaneous separation and determination of hirsutine and hirsuteine by cyclodextrin‐modified micellar electrokinetic capillary chromatography

Capillary electrophoretic methods for quality control analyses of pharmaceuticals: A review

Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

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