Separation of hydroxylated and methoxylated flavonoids by micellar electrokinetic capillary chromatography

Morin, Pascal; Archambault, Jean-Christophe; André, Patrice; Dreux, M.; Gaydou, Émile M.

doi:10.1016/s0021-9673(97)00774-7

Cited by 23 publications

(10 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Highly hydrophilic neutral compounds such as acetone are used as EOF markers, whereas highly lipophilic compounds such as dodecaphenone are selected as micelle markers. Good linear correlations were found between log k (measured by MEKC) and log P oct for a wide variety of compounds and conditions [103][104][105][106][107][108][109][110][111][112][113][114][115][116][117][118][119][120][121][122]. However, congeneric behavior was observed [108,116] and confirmed by LSER analyses, which demonstrated differences in H-bond basicity and dipolarity/polarizability for partitioning into SDS micelles or the 1-octanol/ water system [98].…”

Section: Theory and Principlesmentioning

confidence: 69%

Analytical tools for the physicochemical profiling of drug candidates to predict absorption/distribution

et al. 2009

View full text Add to dashboard Cite

The measurement of physicochemical properties at an early phase of drug discovery and development is crucial to reduce attrition rates due to poor biopharmaceutical properties. Among these properties, ionization, lipophilicity, solubility and permeability are mandatory to predict the pharmacokinetic behavior of NCEs (new chemical entities). Due to the high number of NCEs, the analytical tools used to measure these properties are automated and progressively adapted to high-throughput technologies. The present review is dedicated to experimental methods applied in the early drug discovery process for the determination of solubility, ionization constants, lipophilicity and permeability of small molecules. The principles and experimental conditions of the different methods are described, and important enhancements in terms of throughput are highlighted.

show abstract

Section: Theory and Principlesmentioning

confidence: 69%

Analytical tools for the physicochemical profiling of drug candidates to predict absorption/distribution

et al. 2009

View full text Add to dashboard Cite

show abstract

“…Consequently, there is a great necessity to analyze, separate and purify chiral enantiomers of flavonoids. A few flavones have been separated previously by CE utilizing micellar capillary electrophoresis (MCE) [12][13][14]. In addition, enantiomers of the flavonoids vestone and medicarpin have been separated using CE and cyclodextrin (CD) additives [15].…”

Section: Introductionmentioning

confidence: 99%

Enantiomeric separation of neutral hydrophobic dihydrofuroflavones by cyclodextrin‐modified micellar capillary electrophoresis

et al. 2004

View full text Add to dashboard Cite

The enantiomeric separations of several very hydrophobic dihydrofuroflavones were performed and optimized using cyclodextrin-modified micellar capillary electrophoresis. Overall, the greatest enantiomeric peak-to-peak separations for the greatest number of flavones were obtained with hydroxypropyl-gamma-cyclodextrin. The effects of cyclodextrin and sodium dodecyl sulfate concentration and pH were examined in order to optimize the separation conditions. The ratio of surfactant-to-cyclodextrin concentration affected the chiral discrimination of the system significantly, with increases in the derivatized cyclodextrin concentration generally enhancing resolution. Higher efficiencies were obtained with lower concentrations of surfactant and cyclodextrin, although enantioseparation optimization often required higher concentrations to be used. A highly acidic pH was necessary to effectively suppress the electroosmotic flow when operating in the reversed polarity mode. Experiments utilizing the normal polarity mode and higher pH produced no separations.

show abstract

“…Delgado et al [13] developed a MEKC assay for flavonoids found in honey as an alternative to HPLC. The separation of hydroxylated and methoxylated flavonoids by MEKC was reported by Morin and co-workers [14]. The analysis of six major flavonoids by MEKC found in the roots used for Chinese herbal drugs was reported by Liu and Sheu [15] and Li and Sheu [16].…”

Section: Introductionmentioning

confidence: 84%

An enantiomeric assay for the flavonoids medicarpin and vestitone using capillary electrophoresis

et al. 2000

View full text Add to dashboard Cite

An enantiomeric assay for the flavonoids vestitone and medicarpin from transgenic plant extracts was developed using capillary electrophoresis. It was found that no single cyclodextrin proved capable of resolving the enantiomers of both medicarpin and vestitone. Instead, hydroxypropyl-beta-cyclodextrin provided the best selectivity for the vestitones while hydroxypropyl-gamma-cyclodextrin was best for the medicarpins. The addition of organic modifiers improved the resolution of both enantiomers. Acetonitrile proved best for the vestitones and only methanol improved the resolution of the medicarpins. An optimization study of mixed hydroxypropyl-beta-cyclodextrin and hydroxypropyl-gamma-cyclodextrin containing electrolytes revealed that the separation of the medicarpin enantiomers was intolerant to the presence of hydroxypropyl-beta-cyclodextrin. Our optimized running electrolyte was composed of 2 mM hydroxypropyl-beta-cyclodextrin, 20 mM hydroxypropyl-gamma-cyclodextrin, and 25 mM borate at pH 10.0 with 10% v/v methanol. This system provided a resolution of 1.47 and 1.80 for the medicarpin and vestitone enantiomers, respectively. This analysis was completed in 12 min. This separation provided a rapid screen to determine the enantiomeric purity of key flavonoids biosynthesized by transgenic legumes.

show abstract

Separation of hydroxylated and methoxylated flavonoids by micellar electrokinetic capillary chromatography

Cited by 23 publications

References 22 publications

Analytical tools for the physicochemical profiling of drug candidates to predict absorption/distribution

Analytical tools for the physicochemical profiling of drug candidates to predict absorption/distribution

Enantiomeric separation of neutral hydrophobic dihydrofuroflavones by cyclodextrin‐modified micellar capillary electrophoresis

An enantiomeric assay for the flavonoids medicarpin and vestitone using capillary electrophoresis

Contact Info

Product

Resources

About