Oligomeric flavonoids -: Part 32 -: Structure and synthesis of ether-linked proteracacinidin and promelacacinidin proanthocyanidins from Acacia caffra

被引：24

作者：

Bennie, L

Malan, E

Coetzee, J

Ferreira, D

机构：

[1] Univ Orange Free State, Dept Chem, ZA-9300 Bloemfontein, South Africa

[2] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Natl Ctr Nat Prod Res, University, MS 38677 USA

来源：

PHYTOCHEMISTRY | 2000年 / 53卷 / 07期

关键词：

Acacia caffra; Leguminosae; proteracacinidins; promelacacinidins; proanthocyanidins; synthesis;

D O I：

10.1016/S0031-9422(99)00618-4

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：

Two new ether-linked proanthocyanidins, epioritin-(4 beta --> 3)-epioritin-4 beta-ol and epimesquitol-(4 beta --> 4)-epioritin-4 beta-ol, were isolated from the heartwood of Acacia caffra. Their structures and absolute configurations were established by spectroscopic methods and syntheses. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：785 / 793

页数：9

相关论文

共 18 条

[1]

CLARKLEWIS JW, 1967, AUST J CHEM, V20, P2151

[2] The formation and stability of flavans with 2,3-cis-3,4-cis configuration [J].

Coetzee, J ;

Malan, E ;

Ferreira, D .

TETRAHEDRON, 1999, 55 (33) :9999-10004

[3] Oligomeric flavanoids - Part 29: Structure and synthesis of novel ether-linked [4-O-4]bis-teracacinidins [J].

Coetzee, J ;

Malan, E ;

Ferreira, D .

TETRAHEDRON, 1998, 54 (31) :9153-9160

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

Coetzee, J ;

Malan, E ;

Ferreira, D .

JOURNAL OF CHEMICAL RESEARCH, 1998, (09) :526-527

[5]

COETZEE J, 1998, J CHEM RES M, P2287

[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] ISOLATION OF [4-O-4]-LINKED BIFLAVANOIDS FROM ACACIA-MELANOXYLON - 1ST EXAMPLES OF A NEW CLASS OF SINGLE ETHER-LINKED PROANTHOCYANIDIN DIMERS [J].

FOO, LY .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (20) :1505-1506

[8]

Hemingway R.W., 1989, Natural Products of Woody Plants: Chemicals Extraneous to the Lignocellulosic Cell Wall, P571

[9] HETEROGENEITY OF INTERFLAVANOID BOND LOCATION IN LOBLOLLY-PINE BARK PROCYANIDINS [J].

HEMINGWAY, RW ;

KARCHESY, JJ ;

MCGRAW, GW ;

WIELESEK, RA .

PHYTOCHEMISTRY, 1983, 22 (01) :275-281

[10] PLANT PROANTHOCYANIDINS .2. PROANTHOCYANIDIN-A2 AND ITS DERIVATIVES [J].

JACQUES, D ;

HASLAM, E ;

BEDFORD, GR ;

GREATBANKS, D .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (23) :2663-2671