OrangerV1, Main, Merge, bibRecord, 002C67

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

Identifieur interne : 002C67 ( Main/Merge ); précédent : 002C66; suivant : 002C68

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

Auteurs : Nuria Gel-Moreto [Allemagne] ; René Streich [Allemagne] ; Rudolf Galensa [Allemagne]

Source :

ELECTROPHORESIS [ 0173-0835 ] ; 2003-08.

RBID : ISTEX:46CAC70B13575BFDA500E89C4A134F4EE5EF5B20

English descriptors

KwdEn :
- Chiral separation, Citrus, Citrus (chemistry), Cyclodextrin, Cyclodextrins, Electrophoresis, Capillary (methods), Flavanones (isolation & purification), Flavanone‐7‐O‐glycoside, Fruit (chemistry), Glycosides (isolation & purification), Stereoisomerism.
MESH :
- chemical , isolation & purification : Flavanones, Glycosides.
- chemical : Cyclodextrins.
- chemistry : Citrus, Fruit.
- methods : Electrophoresis, Capillary.
- Stereoisomerism.

Abstract

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 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 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.

Url:

https://api.istex.fr/document/46CAC70B13575BFDA500E89C4A134F4EE5EF5B20/fulltext/pdf

DOI: 10.1002/elps.200305486

Links to Exploration step

ISTEX:46CAC70B13575BFDA500E89C4A134F4EE5EF5B20

Le document en format XML

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<front><div type="abstract" xml:lang="en">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 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 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.</div>
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<front><div type="abstract" xml:lang="en">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.</div>
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Chiral separation of diastereomeric flavanone‐7‐O‐glycosides in citrus by capillary electrophoresis

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

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