TY - JOUR
T1 - Procyanidin trimers possessing a doubly linked structure from Aesculus hippocastanum
AU - Santos-Buelga, C.
AU - Kolodzieij, H.
AU - Treutter, D.
PY - 1995/1
Y1 - 1995/1
N2 - Following tentative HPLC peak identification by UV/CRD absorbance ratios, structural examination of the phenolic metabolites of the fruit shells of Aesculus hippocastanum has led to the isolation and characterization of the uncommon procyanidin trimers, epicatechin-(4β,8;2β,7)-catechin-(4β,8)-epicatechin, epicatechin-(4α,8)-epicatechin-(4β,8;2β,7)-epicatechin, epicatechin-(4β,8)-epicatechin-(4β,8;2β,7)-epicatechin and epicatechin-(4β,8;2β,7)-epicatechin-(4α,8)-ent-epicatechin, possessing doubly linked units, associated with epicatechin-(4β,6)-epicatechin-(4β,6)-epicatechin. Amongst these, the first two mentioned compounds represent novel natural metabolites. The structures were determined by analysis of spectral data (1HNMR, FAB-mass spectrometry, CD) and chemical degradation.
AB - Following tentative HPLC peak identification by UV/CRD absorbance ratios, structural examination of the phenolic metabolites of the fruit shells of Aesculus hippocastanum has led to the isolation and characterization of the uncommon procyanidin trimers, epicatechin-(4β,8;2β,7)-catechin-(4β,8)-epicatechin, epicatechin-(4α,8)-epicatechin-(4β,8;2β,7)-epicatechin, epicatechin-(4β,8)-epicatechin-(4β,8;2β,7)-epicatechin and epicatechin-(4β,8;2β,7)-epicatechin-(4α,8)-ent-epicatechin, possessing doubly linked units, associated with epicatechin-(4β,6)-epicatechin-(4β,6)-epicatechin. Amongst these, the first two mentioned compounds represent novel natural metabolites. The structures were determined by analysis of spectral data (1HNMR, FAB-mass spectrometry, CD) and chemical degradation.
KW - A-types
KW - Aesculus hippocastanum
KW - Hippocastanaceae
KW - chemical degradation
KW - fruit shells
KW - proanthocyanidins
KW - structure elucidation
KW - trimers
UR - http://www.scopus.com/inward/record.url?scp=0029109856&partnerID=8YFLogxK
U2 - 10.1016/0031-9422(94)00637-9
DO - 10.1016/0031-9422(94)00637-9
M3 - Article
AN - SCOPUS:0029109856
SN - 0031-9422
VL - 38
SP - 499
EP - 504
JO - Phytochemistry
JF - Phytochemistry
IS - 2
ER -