STRUCTURE ELUCIDATION OF THREE DIMERIC PROANTHOCYANIDINS ISOLATED FROM A COMMERCIAL BELGIAN PILSNER BEER
Open Access
- 6 May 1984
- journal article
- research article
- Published by Chartered Institute of Brewers and Distillers in Journal of the Institute of Brewing
- Vol. 90 (3) , 153-161
- https://doi.org/10.1002/j.2050-0416.1984.tb04256.x
Abstract
1H n.m.r., mass spectrometry and circular dichroism of their methyl ether diacetates establish the structure of three dimeric beer proanthocyanidins as (2R, 3S, 4S; 2R, 3S)-{4,8}-bi-{(+)-catechin} (procyanidin B3), (2S, 3S, 4S; 2R, 3S)-{4,8}-{(+)-epigallocatechin-(+)-catechin} (prodelphinidin B9, novel compound) and (2R, 3S, 4S; 2R, 3S)-{(+)-gallocatechin-(+)-catechin} (prodelphinidin B3).Keywords
This publication has 22 references indexed in Scilit:
- FLAVOUR AND HAZE STABILITY DIFFERENCES IN UNHOPPED AND HOPPED ALL-MALT PILSNER BEERS BREWED WITH PROANTHOCYANIDIN-FREE AND WITH REGULAR MALTJournal of the Institute of Brewing, 1984
- Synthesis of condensed tannins. Part 9. The condensation sequence of leucocyanidin with (+)-catechin and with the resultant procyanidinsJournal of the Chemical Society, Perkin Transactions 1, 1983
- TRIMERIC AND OLIGOMERIC FLAVANOIDS IN BEER: A JOINT APPLICATION OF SEPHADEX LH-20 AND REVERSED-PHASE GRADIENT ELUTION HIGH-PERFORMANCE LIQUID CHROMATOGRAPHYJournal of the Institute of Brewing, 1981
- Synthesis of condensed tannins. Part 1. Stereoselective and stereospecific syntheses of optically pure 4-arylflavan-3-ols, and assessment of their absolute stereochemistry at C-4 by means of circular dichroismJournal of the Chemical Society, Perkin Transactions 1, 1981
- Synthesis of condensed tannins. Part 4. A direct biomimetic approach to [4,6]- and[4,8]-biflavanoidsJournal of the Chemical Society, Perkin Transactions 1, 1981
- Condensed tannins. Circular dichroism method of assessing the absolute configuration at C-4 of 4-arylflavan-3-ols, and stereochemistry of their formation from flavan-3,4-diolsJournal of the Chemical Society, Chemical Communications, 1978
- X-Ray structure, conformation, and absolute configuration of 8-bromotetra-O-methyl-(+)-catechinJournal of the Chemical Society, Chemical Communications, 1978
- Prodelphinidin polymers: definition of structural unitsJournal of the Chemical Society, Perkin Transactions 1, 1978
- THE SEPARATION AND IDENTIFICATION OF A DIMER OF CATECHIN OCCURRING IN BEERJournal of the Institute of Brewing, 1974
- Circular dichroism studies—ITetrahedron, 1969