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Antioxidant oligomeric proanthocyanidins from sea buckthorn (Hippophae rhamnoides) Pomace.
J Agric Food Chem. 2004 Nov 03; 52(22):6712-8.JA

Abstract

After flavonol glycosides, monomeric flavan-3-ols, and dimeric and trimeric proanthocyanidins were fractionated from an extract of sea buckthorn (Hippophae rhamnoides) pomace by Sephadex LH-20 gel chromatography, oligomeric proanthocyanidins were eluted. The oligomeric fraction accounted for 84% of the total proanthocyanidins and 75% of the total antioxidant activity of the sea buckthorn pomace extract. To elucidate the structure of the oligomeric fraction, it was depolymerized by acid catalysis in the presence of phloroglucinol. The structure of the resulting flavan-3-ol monomers and flavan-3-ol-phloroglucinol adducts was determined by electrospray ionization mass spectrometry (ESI-MS) and (1)H and (13)C nuclear magnetic resonance (NMR) spectroscopy. Quantitative high-performance liquid chromatography investigations demonstrated (+)-gallocatechin as the predominating subunit in the oligomeric fraction. This observation was confirmed by ESI-MS, matrix-assisted laser desorption/ionization mass spectrometry, and (13)C NMR spectroscopy. The results showed that the majority of the flavan-3-ol subunits possessed a 2,3-trans configuration. The oligomers consisted mainly of prodelphinidin subunits whereas procyanidins were present in smaller amounts, indicating a very uncommon composition of the sea buckthorn proanthocyanidins. The mean degree of polymerization of the oligomeric proanthocyanidins was between 6 and 9.

Authors+Show Affiliations

Institut für Lebensmitteltechnologie und Lebensmittelchemie, Technische Universität Berlin, Gustav-Meyer-Allee 25, D-13355 Berlin, Germany.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

15506806

Citation

Rösch, Daniel, et al. "Antioxidant Oligomeric Proanthocyanidins From Sea Buckthorn (Hippophae Rhamnoides) Pomace." Journal of Agricultural and Food Chemistry, vol. 52, no. 22, 2004, pp. 6712-8.
Rösch D, Mügge C, Fogliano V, et al. Antioxidant oligomeric proanthocyanidins from sea buckthorn (Hippophae rhamnoides) Pomace. J Agric Food Chem. 2004;52(22):6712-8.
Rösch, D., Mügge, C., Fogliano, V., & Kroh, L. W. (2004). Antioxidant oligomeric proanthocyanidins from sea buckthorn (Hippophae rhamnoides) Pomace. Journal of Agricultural and Food Chemistry, 52(22), 6712-8.
Rösch D, et al. Antioxidant Oligomeric Proanthocyanidins From Sea Buckthorn (Hippophae Rhamnoides) Pomace. J Agric Food Chem. 2004 Nov 3;52(22):6712-8. PubMed PMID: 15506806.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Antioxidant oligomeric proanthocyanidins from sea buckthorn (Hippophae rhamnoides) Pomace. AU - Rösch,Daniel, AU - Mügge,Clemens, AU - Fogliano,Vincenzo, AU - Kroh,Lothar W, PY - 2004/10/28/pubmed PY - 2004/12/16/medline PY - 2004/10/28/entrez SP - 6712 EP - 8 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 52 IS - 22 N2 - After flavonol glycosides, monomeric flavan-3-ols, and dimeric and trimeric proanthocyanidins were fractionated from an extract of sea buckthorn (Hippophae rhamnoides) pomace by Sephadex LH-20 gel chromatography, oligomeric proanthocyanidins were eluted. The oligomeric fraction accounted for 84% of the total proanthocyanidins and 75% of the total antioxidant activity of the sea buckthorn pomace extract. To elucidate the structure of the oligomeric fraction, it was depolymerized by acid catalysis in the presence of phloroglucinol. The structure of the resulting flavan-3-ol monomers and flavan-3-ol-phloroglucinol adducts was determined by electrospray ionization mass spectrometry (ESI-MS) and (1)H and (13)C nuclear magnetic resonance (NMR) spectroscopy. Quantitative high-performance liquid chromatography investigations demonstrated (+)-gallocatechin as the predominating subunit in the oligomeric fraction. This observation was confirmed by ESI-MS, matrix-assisted laser desorption/ionization mass spectrometry, and (13)C NMR spectroscopy. The results showed that the majority of the flavan-3-ol subunits possessed a 2,3-trans configuration. The oligomers consisted mainly of prodelphinidin subunits whereas procyanidins were present in smaller amounts, indicating a very uncommon composition of the sea buckthorn proanthocyanidins. The mean degree of polymerization of the oligomeric proanthocyanidins was between 6 and 9. SN - 0021-8561 UR - https://www.unboundmedicine.com/medline/citation/15506806/Antioxidant_oligomeric_proanthocyanidins_from_sea_buckthorn__Hippophae_rhamnoides__Pomace_ L2 - https://doi.org/10.1021/jf040241g DB - PRIME DP - Unbound Medicine ER -