Plant Polyphenols: Chemical Properties, Biological Activities, and Synthesis

被引:2085
作者
Quideau, Stephane [1 ,2 ]
Deffieux, Denis [1 ,2 ]
Douat-Casassus, Celine [1 ,2 ]
Pouysegu, Laurent [1 ,2 ]
机构
[1] Univ Bordeaux, Inst Mol Sci, CNRS, UMR 5255, F-33607 Pessac, France
[2] Inst Europeen Chim & Biol, F-33607 Pessac, France
关键词
antioxidants; biological activity; natural products; polyphenols; total synthesis; PROLINE-RICH PROTEIN; BOND-DISSOCIATION ENTHALPIES; 1ST TOTAL-SYNTHESIS; BOVINE SERUM-ALBUMIN; NF-KAPPA-B; ISOTOPICALLY LABELED FLAVONOIDS; RADICAL-INDUCED PEROXIDATION; AMYLOID FIBRIL FORMATION; VINIFERA CELL-CULTURES; OXIDATIVE DNA-DAMAGE;
D O I
10.1002/anie.201000044
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Eating five servings of fruits and vegetables per day! This is what is highly recommended and heavily advertised nowadays to the general public to stay fit and healthy! Drinking green tea on a regular basis, eating chocolate from time to time, as well as savoring a couple of glasses of red wine per day have been claimed to increase life expectancy even further! Why? The answer is in fact still under scientific scrutiny, but a particular class of compounds naturally occurring in fruits and vegetables is considered to be crucial for the expression of such human health benefits: the polyphenols! What are these plant products really? What are their physicochemical properties? How do they express their biological activity? Are they really valuable for disease prevention? Can they be used to develop new pharmaceutical drugs? What recent progress has been made toward their preparation by organic synthesis? This Review gives answers from a chemical perspective, summarizes the state of the art, and highlights the most significant advances in the field of polyphenol research. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:586 / 621
页数:36
相关论文
共 405 条
[1]   Synthesis of proanthocyanidins. Part 1. The first oxidative formation of the interflavanyl bond in procyanidins [J].
Achilonu, Matthew C. ;
Bonnet, Susan L. ;
van der Westhuizen, Jan H. .
ORGANIC LETTERS, 2008, 10 (17) :3865-3868
[2]  
Aggarwal BB, 2004, ANTICANCER RES, V24, P2783
[3]   Antioxidant activity of hydroxystilbene derivatives in homogeneous solution [J].
Amorati, R ;
Lucarini, M ;
Mugnaini, V ;
Pedulli, GF ;
Roberti, M ;
Pizzirani, D .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (21) :7101-7107
[4]   Modeling the co-antioxidant behavior of monofunctional phenols. Applications to some relevant compounds [J].
Amorati, R ;
Ferroni, F ;
Pedulli, GF ;
Valgimigli, L .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (25) :9654-9658
[5]   STRUCTURES OF VERBASCOSIDE AND OROBANCHOSIDE, CAFFEIC ACID SUGAR ESTERS FROM OROBANCHE RAPUM-GENISTAE [J].
ANDARY, C ;
WYLDE, R ;
LAFFITE, C ;
PRIVAT, G ;
WINTERNITZ, F .
PHYTOCHEMISTRY, 1982, 21 (05) :1123-1127
[6]  
Andersen O. M., 2006, Flavonoids: chemistry, biochemistry and applications, P471
[7]   Iron-chelation properties of phenolic acids bearing catechol and galloyl groups [J].
Andjelkovic, M ;
Van Camp, J ;
De Meulenaer, B ;
Depaemelaere, G ;
Socaciu, C ;
Verloo, M ;
Verhe, R .
FOOD CHEMISTRY, 2006, 98 (01) :23-31
[8]   Neuronal protection by sirtuins in Alzheimer's disease [J].
Anekonda, TS ;
Reddy, PH .
JOURNAL OF NEUROCHEMISTRY, 2006, 96 (02) :305-313
[9]   Hydrolyzable tannins with the hexahydroxydiphenoyl unit and the m-depsidic link:: HPLC-DAD-MS identification and model synthesis [J].
Arapitsas, Panagiotis ;
Menichetti, Stefano ;
Vincieri, Franco F. ;
Romani, Annalisa .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2007, 55 (01) :48-55
[10]   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