Triterpenoid saponins containing an acetylated branched D-fucosyl residue from Quillaja saponaria Molina

被引:39
作者
Guo, SJ
Falk, E
Kenne, L
Rönnberg, B
Sundquist, BG
机构
[1] Swedish Univ Agr Sci, Dept Chem, SE-75007 Uppsala, Sweden
[2] Iscotec AB, SE-75183 Uppsala, Sweden
关键词
Quillaja saponaria Molina; structural analysis; saponins; quillaic acid; acetyl group;
D O I
10.1016/S0031-9422(99)00422-7
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
Seven novel saponins were isolated from a bark extract of Quillaja saponaria Molina, the compounds were characterized, using mainly NMR spectroscopy, mass spectrometry and chemical methods, as quillaic acid substituted at C-3 with oligosaccharides consisting of various compositions of D-glucuronic acid D-galactose, D-xylose, and L-rhamnose and at C-28 with complex oligosaccharide structures consisting of various compositions of D-xylose, L-rhamnose, D-apiose and a branched 4-O-acetyl-D-fucose residue. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:861 / 868
页数:8
相关论文
共 19 条
[1]   NMR-SPECTROSCOPY IN THE STRUCTURAL ELUCIDATION OF OLIGOSACCHARIDES AND GLYCOSIDES [J].
AGRAWAL, PK .
PHYTOCHEMISTRY, 1992, 31 (10) :3307-3330
[2]   REEXAMINATION OF THE STRUCTURES OF THE LIPOPOLYSACCHARIDE CORE OLIGOSACCHARIDES FROM RHIZOBIUM-LEGUMINOSARUM BIOVAR PHASEOLI [J].
BHAT, UR ;
KRISHNAIAH, BS ;
CARLSON, RW .
CARBOHYDRATE RESEARCH, 1991, 220 :219-227
[3]   STUDY OF C-13H COUPLING-CONSTANTS IN HEXOPYRANOSES [J].
BOCK, K ;
PEDERSEN, C .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1974, (03) :293-299
[4]   DETERMINATION OF D AND L CONFIGURATION OF NEUTRAL MONOSACCHARIDES BY HIGH-RESOLUTION CAPILLARY GLC [J].
GERWIG, GJ ;
KAMERLING, JP ;
VLIEGENTHART, JFG .
CARBOHYDRATE RESEARCH, 1978, 62 (02) :349-357
[5]   Triterpenoid saponins from Quillaja saponaria [J].
Guo, SJ ;
Kenne, L ;
Lundgren, LN ;
Rönnberg, B ;
Sundquist, BG .
PHYTOCHEMISTRY, 1998, 48 (01) :175-180
[6]  
HAKOMORI SI, 1964, J BIOCHEM-TOKYO, V55, P205
[7]   AN ACYLATED TRITERPENOID SAPONIN FROM QUILLAJA-SAPONARIA [J].
HIGUCHI, R ;
TOKIMITSU, Y ;
KOMORI, T .
PHYTOCHEMISTRY, 1988, 27 (04) :1165-1168
[8]  
HIGUCHI R, 1987, PHYTOCHEMISTRY, V26, P229, DOI 10.1016/S0031-9422(00)81518-6
[9]   Structure of the saponin adjuvant QS-21 and its base-catalyzed isomerization product by H-1 and natural abundance C-13 NMR spectroscopy [J].
Jacobsen, NE ;
Fairbrother, WJ ;
Kensil, CR ;
Lim, A ;
Wheeler, DA ;
Powell, MF .
CARBOHYDRATE RESEARCH, 1996, 280 (01) :1-14
[10]  
Jansson P.E., 1976, Chem. Commun, V8, P1