Oligomeric flavanoids. Part 28. Structure and synthesis of ether-linked (4-O-3)-bis-teracacidins, a novel class of naturally occurring proanthocyanidins

被引:9
作者
Coetzee, J [1 ]
Malan, E [1 ]
Ferreira, D [1 ]
机构
[1] Univ Orange Free State, Dept Chem, ZA-9300 Bloemfontein, South Africa
关键词
D O I
10.1039/a804017f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The range of natural dimeric proteracacinidins is extended by identification of the first (4-O-3)-linked bis-teracacidins, epioritin-(48 --> 3)-epioritin-4 alpha-ol 13 and epioritin-(4 beta --> 3)-oritin-4 alpha-ol 16 in the heartwood extract of Acacia galpinii.
引用
收藏
页码:526 / 527
页数:3
相关论文
共 24 条
[1]   SYNTHESIS OF CONDENSED TANNINS .4. A DIRECT BIOMIMETIC APPROACH TO [4,6]-BIFLAVANOIDS AND [4,8]-BIFLAVANOIDS [J].
BOTHA, JJ ;
FERREIRA, D ;
ROUX, DG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (04) :1235-1245
[2]   CONDENSED TANNINS - DIRECT SYNTHESIS, STRUCTURE, AND ABSOLUTE-CONFIGURATION OF 4 BIFLAVANOIDS FROM BLACK WATTLE BARK (MIMOSA) EXTRACT [J].
BOTHA, JJ ;
FERREIRA, D ;
ROUX, DG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (16) :700-702
[3]   CONDENSED TANNINS - CIRCULAR-DICHROISM METHOD OF ASSESSING ABSOLUTE-CONFIGURATION AT C-4 OF 4-ARYLFLAVAN-3-OLS, AND STEREOCHEMISTRY OF THEIR FORMATION FROM FLAVAN-3,4-DIOLS [J].
BOTHA, JJ ;
FERREIRA, D ;
ROUX, DG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (16) :698-700
[4]   SYNTHESIS OF CONDENSED TANNINS .1. STEREOSELECTIVE AND STEREOSPECIFIC SYNTHESES OF OPTICALLY PURE 4-ARYLFLAVAN-3-OLS, AND ASSESSMENT OF THEIR ABSOLUTE STEREOCHEMISTRY AT C-4 BY MEANS OF CIRCULAR-DICHROISM [J].
BOTHA, JJ ;
YOUNG, DA ;
FERREIRA, D ;
ROUX, DG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (04) :1213-1219
[5]   CIRCULAR DICHROISM STUDIES .I. A QUADRANT RULE FOR OPTICALLY ACTIVE AROMATIC CHROMOPHORE IN RIGID POLYCYCLIC SYSTEMS [J].
DEANGELIS, GG ;
WILDMAN, WC .
TETRAHEDRON, 1969, 25 (20) :5099-+
[6]   DIOXAN-LINKED BIFLAVANOID FROM HEARTWOOD OF ACACIA MEARNSII [J].
DREWES, SE ;
ILSLEY, AH .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (06) :897-&
[7]   Oligomeric proanthocyanidins: Naturally occurring O-heterocycles [J].
Ferreira, D ;
Bekker, R .
NATURAL PRODUCT REPORTS, 1996, 13 (05) :411-433
[8]   DIVERSITY OF STRUCTURE AND FUNCTION IN OLIGOMERIC FLAVANOIDS [J].
FERREIRA, D ;
STEYNBERG, JP ;
ROUX, DG ;
BRANDT, EV .
TETRAHEDRON, 1992, 48 (10) :1743-1803
[10]   Structural determination of colourless and yellow dimers resulting from (+)-catechin coupling catalysed by grape polyphenoloxidase [J].
Guyot, S ;
Vercauteren, J ;
Cheynier, V .
PHYTOCHEMISTRY, 1996, 42 (05) :1279-1288