Journal ArticleDOI
Separation of some chiral flavanones by micellar electrokinetic chromatography.
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TLDR
MEKC appeared to be a suitable and efficient analytical tool to follow enantiomeric composition of flavanones and the suggestion that interaction of sugar moiety of glycosides with SCh micelles give rise to chiral recognition.Abstract:
Micellar electrokinetic chromatography (MEKC) was applied for enantioseparation of selected flavanones, including naringin, hesperidin, neohesperidin, naringenin, hesperetin, pinostrobin, isosakuranetin, eriodictyol, and homoeriodictyol. gamma-Cyclodextrin (gamma-CD) and sodium cholate (SCh) were used as chiral modifiers inducing enantioselectivity to the background electrolyte. From among many investigated selectors only these two appeared to possess the best enantioselective properties in respect to studied flavanones. The mechanisms of their action are a little different; SCh used above critical micelle point concentration forms chiral micelles itself while gamma-CD is deprived of this property and requires addition of surfactants as, e.g., sodium dodecyl sulfate. It was found that SCh enables separation of flavanone glycosides diastereomers while separation of enantiomers of flavanone aglycones may be achieved with gamma-CD. Consideration of structural relation led to the suggestion that interaction of sugar moiety of glycosides with SCh micelles give rise to chiral recognition. MEKC appeared to be a suitable and efficient analytical tool to follow enantiomeric composition of flavanones.read more
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Journal ArticleDOI
Methods of analysis and separation of chiral flavonoids.
TL;DR: This review presents both the general principles that allow separation of chiral flavanones, and discusses both the advantages and disadvantages of the available chromatographic assay methods and procedures used to separately quantify flavanone enantiomers and epimers in biological matrices.
Journal ArticleDOI
Recent advances in micellar electrokinetic chromatography.
TL;DR: Information regarding methods of analyte concentration, analyte specific analyses, and nonstandard micelles has been summarized in tabular form to provide a means of rapid access to information pertinent to the reader.
Journal ArticleDOI
Stereoisomeric separation of flavanones and flavanone-7-O-glycosides by capillary electrophoresis and determination of interconversion barriers
TL;DR: The effect of buffer systems containing mixtures of cyclodextrin with either sodium dodecyl sulfate or sodium cholate upon the chiral recognition of flavanones and flavanone-7-O-glycosides as well as the variation of the background electrolyte, and its influence on the resolution factor Rs was investigated.
Journal ArticleDOI
Stereospecific high-performance liquid chromatographic analysis of naringenin in urine.
Jaime A. Yáñez,Neal M. Davies +1 more
TL;DR: The assay was applied successfully to the urinary excretion of naringenin in rats and humans to study the kinetics of in vitro and in vivo metabolism, tissue distribution in fruits and humans.
Journal ArticleDOI
Analysis of hesperetin enantiomers in human urine after ingestion of blood orange juice by using nano-liquid chromatography.
Kahina Si-Ahmed,Fairouz Tazerouti,Ahmed Yacine Badjah-Hadj-Ahmed,Zeineb Aturki,Giovanni D'Orazio,Anna Rocco,Salvatore Fanali +6 more
TL;DR: The developed method was successfully applied to the determination of hesperetin enantiomers in urine samples obtained from a male volunteer, after the ingestion of 1L of a commercial blood orange juice.