TY - JOUR
T1 - Structures of dimeric, trimeric, and tetrameric procyanidins from Areca catechu L
AU - Nonaka, Gen Ichiro
AU - Hsu, Feng Lin
AU - Nishioka, Itsuo
PY - 1981
Y1 - 1981
N2 - Two procyanidin tetramers, two trimers, and a dimer which is a structural isomer of procyanidin B-1, along with (+)-catechin, (-)-epicatechin, and procyanidins A-1, B-1, and B-2, have been isolated pure from the seed of Areca catechu L., and their 1H and 13C n.m.r. spectral data, combined with degradative studies on their reactions with toluene-α-thiol, have established that they all, except for procyanidin B-2, have the C(4)-to-C(8) [or C(6)]-linked (-)-epicatechin stereochemistry [C(2), C(3): cis] in the upper units, and the (+)-catechin stereochemistry [C(2), C(3): trans] in the terminal (lower) units.
AB - Two procyanidin tetramers, two trimers, and a dimer which is a structural isomer of procyanidin B-1, along with (+)-catechin, (-)-epicatechin, and procyanidins A-1, B-1, and B-2, have been isolated pure from the seed of Areca catechu L., and their 1H and 13C n.m.r. spectral data, combined with degradative studies on their reactions with toluene-α-thiol, have established that they all, except for procyanidin B-2, have the C(4)-to-C(8) [or C(6)]-linked (-)-epicatechin stereochemistry [C(2), C(3): cis] in the upper units, and the (+)-catechin stereochemistry [C(2), C(3): trans] in the terminal (lower) units.
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U2 - 10.1039/c39810000781
DO - 10.1039/c39810000781
M3 - Article
AN - SCOPUS:37049100293
SN - 0022-4936
SP - 781
EP - 783
JO - Journal of the Chemical Society, Chemical Communications
JF - Journal of the Chemical Society, Chemical Communications
IS - 15
ER -