Flavan and procyanidin glycosides from the bark of blackjack oak

Young-Soo Bae; Johann F.W. Burger; Jan P. Steynberg; Daniel Ferreira; Richard W. Hemingway

Treesearch

Flavan and procyanidin glycosides from the bark of blackjack oak

Informally Refereed

Authors:

Young-Soo Bae, Johann F.W. Burger, Jan P. Steynberg, Daniel Ferreira, Richard W. Hemingway

Year:

1994

Type:

Scientific Journal

Station:

Southern Research Station

Source:

Phytochemistry 35(2):472-478

Download (PDF 1.26 MB)

Download (PDF 1.26 MB): https://research.fs.usda.gov/download/treesearch/7969.pdf

Abstract

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 J_2.3 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.

Citation

Bae, Young-Soo; Burger, Johann F.W.; Steynberg, Jan P.; Ferreira, Daniel; Hemingway, Richard W. 1994. Flavan and procyanidin glycosides from the bark of blackjack oak. Phytochemistry 35(2):472-478