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Title: Flavan and procyanidin glycosides from the bark of blackjack oak
Author(s): Bae, Young-Soo; Burger, Johann F.W.; Steynberg, Jan P.; Ferreira, Daniel; Hemingway, Richard W.
Date: 1994
Source: Phytochemistry 35(2):472-478
Description: The bark of blackjack oak contains (+)-catechin, (-)-epicatechin, (+)-3-O-[β-D-glucopyranosyl]-catechin, catechin-(4α→8}-catechin, epicatechin-(4β→8}-catechin as well as the novel 3-0-[β-D-glucopyranosyl]-catechin-(4α→8)-catechin and 3-0-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyl]-catechin, as major components. The latter rutinoside of catechin is especially interesting because of the exceptionally small J2.3 C-ring coupling. The glucoside of catechin-(4α→8)-catechin is only the second proanthacyanidin found in nature in which a 3-0-glycoside is present in the upper 'extender unit' of a dimer.
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