Document Detail

Preparative isolation and NMR characterization of carboxypyranoanthocyanins.
MedLine Citation:
PMID:  19127727     Owner:  NLM     Status:  MEDLINE    
Three pyranoanthocyanins, the 3-glucosides of 5-carboxypyranodelphinidin (2), 5-carboxypyranopetunidin (4), and 5-carboxypyranomalvidin (6), were produced by nucleophilic addition of pyruvic acid to a purified extract of black beans (Phaseolus vulgaris) containing a mixture of the 3-glucosides of delphinidin (1), petunidin (3), and malvidin (5). A Sephadex LH-20 column was used for preparative separation of both pyranoanthocyanins and anthocyanins. The optimum solvent used for isocratic separation was 20% methanol containing 0.5% trifluoroacetic acid. The chromatographic method applied on the pigment mixture yielded in a one-step separation pigments 1-6, with purities up to 98, 89, 99, 87, 55, and 81%, respectively. The structures of 2 and 4, which previously have been tentatively identified mainly by mass spectrometric data acquired from pigment mixtures in wine samples or modified blueberry extract, were confirmed in the present study by two-dimensional nuclear magnetic resonance spectroscopy.
Monica Jordheim; Torgils Fossen; Øyvind M Andersen
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  54     ISSN:  0021-8561     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2006 May 
Date Detail:
Created Date:  2009-01-08     Completed Date:  2009-02-10     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3572-7     Citation Subset:  IM    
Department of Chemistry, University of Bergen, Allegt. 41, 5007 Bergen, Norway.
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MeSH Terms
Anthocyanins / chemistry*,  isolation & purification*
Chromatography, High Pressure Liquid
Complex Mixtures
Magnetic Resonance Spectroscopy
Molecular Structure
Pyrans / chemistry*,  isolation & purification*
Reg. No./Substance:
0/Anthocyanins; 0/Complex Mixtures; 0/Pyrans

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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