Direct Enantiomeric Separation of Flavanones by High Performance Liquid Chromatography using Various Chiral Stationary Phases

Ficarra, P.; Ficarra, R.; Bertucci, Carlo; Tommasini, S.; Calabrò, Maria Luisa; Costantino, D.; Carulli, M.

doi:10.1055/s-2006-958041

Cited by 17 publications

(20 citation statements)

References 6 publications

(6 reference statements)

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“…It is to be reported that Cyclobond I, a b-cyclodextrin stationary phase made up of cyclic glucoamyloses, was the most widely used column in the RP mode and in the normal phase mode to separate the 2R and 2S diastereomers of flavanone glycosides and benzoylated flavanone glycosides, respectively [130]. Work on the enantiomeric separation of flavanones and the diastereomeric separation of flavanone glycosides has also been reported by Ficarra et al who studied the performance of four chiral liquid chromatographic columns utilizing polysaccharide derivatives (i. e. Chiralcel OA, OJ, OC, OD) [131]. A good enantioseparation (a up to 1.45) was feasible for most of the racemates.…”

Section: Hplc Columnsmentioning

confidence: 98%

Extraction, separation, and detection methods for phenolic acids and flavonoids

Stalikas¹

2007

J of Separation Science

841

539

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ReviewExtraction, separation, and detection methods for phenolic acids and flavonoidsThe impetus for developing analytical methods for phenolic compounds in natural products has proved to be multifaceted. Hundreds of publications on the analysis of this category of compounds have appeared over the past two decades. Traditional and more advanced techniques have come to prominence for sample preparation, separation, detection, and identification. This review provides an updated and extensive overview of methods and their applications in natural product matrices and samples of biological origin. In addition, it critically appraises recent developments and trends, and provides selected representative bibliographic examples.

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Section: Hplc Columnsmentioning

confidence: 98%

Extraction, separation, and detection methods for phenolic acids and flavonoids

Stalikas¹

2007

J of Separation Science

841

539

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“…Furthermore, the enhancement of new insights on their chiral appearance in maturing process is of great interest due to their key position in the biosynthesis of polyphenolic compounds. Their chiral separation with the help of HPLC has been published in a few studies [7][8][9][10][11]. Up to now, the chiral separation of flavanones by CE has only been described by our working group [11,12].…”

Section: Introductionmentioning

confidence: 99%

Chiral separation of diastereomeric flavanone‐7‐O‐glycosides in citrus by capillary electrophoresis

Gel-Moreto¹,

Streich²,

Galensa³

2003

Electrophoresis

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The 2S- and 2R-diastereomers of major flavanone-7-O-glycosides found in sweet orange (Citrus sinensis), mandarine (Citrus deliciosa), grapefruit (Citrus paradisi), lemon (Citrus limon), and sour or bitter orange juice (Citrus aurantium) were separated for the first time by chiral capillary electrophoresis (CE) employing various buffers with combined chiral selectors. Native cyclodextrins (CDs), neutral and charged CD derivatives were examined as chiral additives to the background electrolyte (BGE). Separation efficiency has not proved satisfactory with one single CD as chiral selector in the buffer, a full and simultaneous separation could often be achieved only by using combined buffer with two different CDs. Chiral separation of major flavanones in sweet orange, mandarine and grapefruit juices raised more difficulties than in lemon and sour orange juices as narirutin will not readily build complexes with most CDs. Diastereomeric flavanones of mature and immature grapefruits were compared and some differences were found: naringin showed different diastereomeric ratio and 2S-prunin appeared only in immature grapefruit. Marmalade was also examined by chiral CE. Its major flavanones corresponded to flavanone pattern of mixed sour and sweet oranges.

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“…In addition, flavanone glycosides could also be resolved together with their aglycones and this was applied to analysis of naringenin enantiomers in tomato skin [67]. The performance of Chiralcel OA also indicated that 5-and 7-methoxyflavanone could be resolved as well as naringenin [65].…”

Section: Direct Methods Of Analysis: Chiral Stationary Phases (Csp)mentioning

confidence: 99%

“…Most of these investigations report the quantification of a variety of flavanones in citrus fruit juices and herbs [12,25,[59][60][61][62], or report the separation of flavanones on different stationary phases [63][64][65][66][67][68][69][70][71][72]. There is a paucity of investigations detailing the importance of stereospecific pharmacokinetics and pharmacodynamics of chiral flavanones.…”

Section: Introductionmentioning

confidence: 99%