Abstract
Six triflavanoid procyanidins have been isolated from medicinal birch bark and their structures unequivocally established as epicatechin-(4β→8)-epicatechin-(4β→8)-epicatechin (C 1), catechin-(4α→8)-catechin- (4α→8)-catechin (C 2), catechin-(4α→8)-epicatechin-(4β→8)-epicatechin, epicatechin-(4β→8)-epicatechin-(4β→8)-catechin, epicatechin-(4β→8)-epicatechin-(4β→6)-catechin and epicatechin-(4β→6)-epicatechin-(4β→8)-catechin. The bonding patterns in the last three regioisomers, and also the sequence of units in these representatives of mixed stereochemistry, were resolved by 1H NMR spectroscopy through application of diagnostic chernical-shift data obtained from high-temperature spectra of their methyl ether acetate derivatives. Additionally, the occurrence of(+)- catechin and its 7- O-β- d-xylopyranoside, (-)-epicatechin and procyanidins B 1-B 3, B 5-B 7 was demonstrated.
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