Facile Purification of Milligram to Gram Quantities of Condensed Tannins According to Mean Degree of Polymerization and Flavan-3-ol Subunit Composition | Zendy

Ron H. Brown | Zendy; I. MuellerHarvey | Zendy; Wayne E. Zeller | Zendy; Laurie A. Reinhardt | Zendy; Elisabetta Stringano | Zendy; An Gea | Zendy; Christopher L. Drake | Zendy; Honorata M. Ropiak | Zendy; Christos Fryganas | Zendy; Aïna Ramsay | Zendy; E. Hardcastle | Zendy

Open Access

Facile Purification of Milligram to Gram Quantities of Condensed Tannins According to Mean Degree of Polymerization and Flavan-3-ol Subunit Composition

Author(s) -

Ron H. Brown,

I. MuellerHarvey,

Wayne E. Zeller,

Laurie A. Reinhardt,

Elisabetta Stringano,

An Gea,

Christopher L. Drake,

Honorata M. Ropiak,

Christos Fryganas,

Aïna Ramsay,

E. Hardcastle

Publication year - 2017

Publication title -

journal of agricultural and food chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.203

H-Index - 297

eISSN - 1520-5118

pISSN - 0021-8561

DOI - 10.1021/acs.jafc.7b03489

Subject(s) - chemistry , thiolysis , degree of polymerization , chromatography , fractionation , elution , sephadex , nuclear magnetic resonance spectroscopy , proanthocyanidin , tannin , polymerization , branching (polymer chemistry) , organic chemistry , enzyme , food science , polymer , polyphenol , antioxidant

Unambiguous investigation of condensed tannin (CT) structure-activity relationships in biological systems requires well-characterized, high-purity CTs. Sephadex LH-20 and Toyopearl HW-50F resins were compared for separating CTs from acetone/water extracts, and column fractions analyzed for flavan-3-ol subunits, mean degree of polymerization (mDP), and purity. Toyopearl HW-50F generated fractions with higher mDP values and better separation of procyanidins (PC) and prodelphinidins (PD) but required a prepurification step, needed more time for large scale purifications, and gave poorer recoveries. Therefore, two gradient elution schemes were developed for CT purification on Sephadex LH-20 providing 146-2000 mg/fraction. Fractions were analyzed by thiolysis and NMR spectroscopy. In general, PC/PD ratios decreased and mDP increased during elution. 1 H NMR spectroscopy served as a rapid screening tool to qualitatively determine CT enrichment and carbohydrate impurities present, guiding fractionation toward repurification or 1 H- 13 C HSQC NMR spectroscopy and thiolysis. These protocols provide options for preparing highly pure CT samples.

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