Large-scale isolation of flavan-3-ol phloroglucinol adducts by high-speed counter-current chromatography |
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Authors: | Köhler N Winterhalter P |
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Affiliation: | Institute of Food Chemistry, Technical University of Braunschweig, Schleinitzstr. 20, Braunschweig, Germany. |
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Abstract: | Flavan-3-ol phloroglucinol adducts were synthesised through acid catalysed degradation of a procyanidins-rich grape seed extract in the presence of phloroglucinol. The reaction mixture (3.3 g) was fractionated without further sample preparation using the all-liquid chromatographic technique of high-speed counter-current chromatography (HSCCC). Selected solvent systems were hexane-ethyl acetate-methanol-water (0.1:5:0.1:5, v/v/v/v) and (1.5:10:1.5:10, v/v/v/v). The fractions obtained were found to contain almost pure compounds, in some cases final purification was achieved by preparative HPLC. The so-obtained pure standards of (+)catechin-(4alpha-->2)-phloroglucinol, (-)epicatechin-(4beta-->2)-phloroglucinol, (+)catechine, (-)epicatechin-3-O-galloyl-(4beta-->2)-phloroglucinol, (-)epicatechin, and (-)epicatechin gallate are required for quantification of acid-catalysed phloroglucinol degradation products of procyanidins. |
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Keywords: | Procyanidins Proanthocyanidins Grape seed extracts Phloroglucinol High-speed counter-current chromatography |
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