Polyphenols isolated from the bark of Castanea sativa Mill. chemical structures and autoassociation

被引:38
作者
Lampire, O
Mila, I
Raminosoa, M
Michon, V
Du Penhoat, CH
Faucheur, N
Laprevote, O
Scalbert, A
机构
[1] Ecole Normale Super, Dept Chim, URA 1679, F-75231 Paris 05, France
[2] Inst Natl Agron Paris Grignon, INRA, Chim Biol Lab, Ctr Biotechnol Agroind, F-78850 Thiverval Grignon, France
[3] Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
Castanea sativa; Fagaceae; chestnut; bark; ellagitannins; galloyl esters; phenol glycosides; hamamelitannins; intermolecular associations; NMR spectroscopy; mass spectrometry;
D O I
10.1016/S0031-9422(98)00114-9
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Eight phenolic compounds (castalin, castalagin, vescalagin, kurigalin, 5-O-galloylhamamelose, (3', 5'-dimethoxy-4'-hydroxyphenol)-1-O-beta-D-(6-O-galloyl)glucose, chestanin, and acutissimin A) were isolated from chestnut bark and their structures elucidated on the basis of spectroscopic analyses. Evidence for strong intermolecular associations of 5-O-galloylhamamelose is presented on the basis of NMR and mass spectroscopic data. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:623 / 631
页数:9
相关论文
共 36 条
[31]   Spinencin, a new bis-tetrahydrofuran acetogenin from the seeds of Annona spinescens [J].
Queiroz, EF ;
Roblot, F ;
Laprevote, O ;
Serani, L ;
Cave, A .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (08) :760-765
[32]   POLYPHENOLS OF QUERCUS-ROBUR L .2. PREPARATIVE ISOLATION BY LOW-PRESSURE AND HIGH-PRESSURE LIQUID-CHROMATOGRAPHY OF HEARTWOOD ELLAGITANNINS [J].
SCALBERT, A ;
DUVAL, L ;
PENG, S ;
MONTIES, B ;
DUPENHOAT, C .
JOURNAL OF CHROMATOGRAPHY, 1990, 502 (01) :107-119
[33]   ANTIMICROBIAL PROPERTIES OF TANNINS [J].
SCALBERT, A .
PHYTOCHEMISTRY, 1991, 30 (12) :3875-3883
[34]  
SCALBERT A, 1992, BASIC LIFE SCI, V59, P935
[35]   Unravelling molecular structure and conformation - The modern role of coupling constants [J].
Thomas, WA .
PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 1997, 30 :183-207
[36]  
WHITE T, 1952, J SOC LEATHER TRADES, V36, P148