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Chiral separation of diastereomeric flavanone‐7‐ O ‐glycosides in citrus by capillary electrophoresis
Author(s) -
GelMoreto Nuria,
Streich René,
Galensa Rudolf
Publication year - 2003
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/elps.200305486
Subject(s) - flavanone , chemistry , citrus × sinensis , diastereomer , capillary electrophoresis , naringin , orange (colour) , citrus paradisi , chromatography , rutaceae , organic chemistry , food science , botany , flavonoid , biology , antioxidant
The 2 S ‐ and 2 R ‐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 simultaneos 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 2 S ‐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.