Oligomeric proanthocyanidins: naturally occurring O-heterocycles

被引:161
作者
Ferreira, D [1 ]
Slade, D [1 ]
机构
[1] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Natl Ctr Nat Prod Res, University, MS 38677 USA
关键词
D O I
10.1039/b008741f
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
This review covers the flavan-3-ols (catechins), flavan-4-ols/flavan-3,4-diols (leucoanthocyanidins), A-type proanthocyqnidins, B-type proanthocyanidins including the procyanidins, prodelphinidins, propelargonidins, protcracacinidins, promelacacinidins, procassinidins, probutinidins, and non-proanthocyanidins with flavan-3-ol constituent units. Newly isolated proanthocyanidins, structure elucidation, syntheses, HPLC/MS analysis, NMR/conformational analysis, and the effects of proanthocyanidins on human nutrition and health are reported. The literature from January 1999 to December 2001 is reviewed, and 130 references are cited.
引用
收藏
页码:517 / 541
页数:25
相关论文
共 139 条
[1]   Green tea polyphenols: Novel and potent inhibitors of squalene epoxidase [J].
Abe, I ;
Seki, T ;
Umehara, K ;
Miyase, T ;
Noguchi, H ;
Sakakibara, J ;
Ono, T .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2000, 268 (03) :767-771
[2]   HPLC method for the quantification of procyanidins in cocoa and chocolate samples and correlation to total antioxidant capacity [J].
Adamson, GE ;
Lazarus, SA ;
Mitchell, AE ;
Prior, RL ;
Cao, GH ;
Jacobs, PH ;
Kremers, BG ;
Hammerstone, JF ;
Rucker, RB ;
Ritter, KA ;
Schmitz, HH .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (10) :4184-4188
[3]  
[Anonymous], 1999, COMPREHENSIVE NATURA
[4]   Total synthesis of isotopically labelled flavonoids.: Part 3:: 13C-labelled (-)-procyanidin B3 from 1-[13C]-acetic acid [J].
Arnaudinaud, V ;
Nay, B ;
Nuhrich, A ;
Deffieux, G ;
Mérillon, JM ;
Monti, JP ;
Vercauteren, J .
TETRAHEDRON LETTERS, 2001, 42 (07) :1279-1281
[5]   Total synthesis of isotopically labelled flavonoids.: Part 5:: Gram-scale production of 13C-labelled (-)-procyanidin B3 [J].
Arnaudinaud, V ;
Nay, B ;
Vergé, S ;
Nuhrich, A ;
Deffieux, G ;
Mérillon, JM ;
Monti, JP ;
Vercauteren, J .
TETRAHEDRON LETTERS, 2001, 42 (33) :5669-5671
[6]   REDUCTION OF BACTERIURIA AND PYURIA AFTER INGESTION OF CRANBERRY JUICE [J].
AVORN, J ;
MONANE, M ;
GURWITZ, JH ;
GLYNN, RJ ;
CHOODNOVSKIY, I ;
LIPSITZ, LA .
JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION, 1994, 271 (10) :751-754
[7]   A-type proanthocyanidin antioxidant from Dioclea lasiophylla [J].
Barreiros, ALBS ;
David, JP ;
de Queiroz, LP ;
David, JM .
PHYTOCHEMISTRY, 2000, 55 (07) :805-808
[8]   THE INVENTION OF RADICAL REACTIONS .32. RADICAL DEOXYGENATIONS, DEHALOGENATIONS, AND DEAMINATIONS WITH DIALKYL PHOSPHITES AND HYPOPHOSPHOROUS ACID AS HYDROGEN SOURCES [J].
BARTON, DHR ;
JANG, DO ;
JASZBERENYI, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6838-6842
[9]   BACTERIAL ADHERENCE - ADHESION-RECEPTOR INTERACTIONS MEDIATING THE ATTACHMENT OF BACTERIA TO MUCOSAL SURFACES [J].
BEACHEY, EH .
JOURNAL OF INFECTIOUS DISEASES, 1981, 143 (03) :325-345
[10]   Biflavonoids, part 4. Structure and stereochemistry of novel flavanone- and the first isoflavanone-benzofuranone biflavonoids [J].
Bekker, R ;
Brandt, EV ;
Ferreira, D .
TETRAHEDRON, 1999, 55 (33) :10005-10012