Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro

被引:48
作者
Dragoni, S
Gee, J
Bennett, R
Valoti, M
Sgaragli, G
机构
[1] Univ Siena, Dipartimento Sci Biomed, I-53100 Siena, Italy
[2] Inst Food Res, Inst Food Res, Norwich NR4 7UA, Norfolk, England
关键词
red wine; quercetin; ethyl alcohol; intestinal absorption; quercetin metabolism;
D O I
10.1038/sj.bjp.0706662
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
1 Moderate consumption of red wine has been associated with beneficial effects on human health, and this has been attributed to the flavonoid content. Factors that influence the bioavailability of this group of polyphenolic compounds are therefore important. 2 Using the rat cannulated everted jejunal sac technique, we have investigated the effect of alcohol on the intestinal absorption of quercetin and its 3-O-glucoside from red wine. Tissue preparations were incubated in whole or dealcoholised red wine, diluted 1 : 1 with Krebs buffer for 20 min at 37 degrees C, after which the mucosa was removed and processed for HPLC analysis. Tissues exposed to red wine had significantly higher amounts of both quercetin ( x 3; P<0.001) and quercetin-3-O-glucoside ( x 1.5; P<0.01) associated with them, compared with sacs incubated in the dealcoholised equivalent. In addition, both tamarixetin ( T) and isorhamnetin ( I), in the mucosal tissue from sacs exposed to the whole wine, were significantly elevated approximately two fold (P<0.05; P<0.01, respectively). 3 Similar results were obtained when sacs were incubated in Krebs buffer containing a mixture of pure quercetin and quercetin- 3-O-glucoside with or without alcohol, and, although effects on the apparent absorption of Q and Q-3-G were not so marked, concentrations of the metabolites quercetin- 3-O-glucuronide and I were significantly increased by the presence of alcohol (P<0.01 and P<0.001, respectively). 4 It is therefore plausible that the moderate alcohol content of red wine contributes to its beneficial health effects in humans by both increasing the absorption of quercetin and quercetin- 3-O-glucoside and by channelling their metabolism towards O-methylation to yield compounds ( T and I), which have potential protective effects against cancer and cardiovascular diseases.
引用
收藏
页码:765 / 771
页数:7
相关论文
共 33 条
[1]   Does a glass of red wine improve endothelial function? [J].
Agewall, S ;
Wright, S ;
Doughty, RN ;
Whalley, GA ;
Duxbury, M ;
Sharpe, N .
EUROPEAN HEART JOURNAL, 2000, 21 (01) :74-78
[2]   Quenching of quercetin quinone/quinone methides by different thiolate scavengers: Stability and reversibility of conjugate formation [J].
Awad, HM ;
Boersma, MG ;
Boeren, S ;
van Bladeren, PJ ;
Vervoort, J ;
Rietjens, IMCM .
CHEMICAL RESEARCH IN TOXICOLOGY, 2003, 16 (07) :822-831
[3]   Structure-activity study on the quinone/quinone methide chemistry of flavonoids [J].
Awad, HM ;
Boersma, MG ;
Boeren, S ;
van Bladeren, PJ ;
Vervoort, J ;
Rietjens, IMCM .
CHEMICAL RESEARCH IN TOXICOLOGY, 2001, 14 (04) :398-408
[4]  
Bell JRC, 2000, AM J CLIN NUTR, V71, P103
[5]   Malvidin-3-glucoside bioavailability in humans after ingestion of red wine, dealcoholized red wine and red grape juice [J].
Bub, A ;
Watzl, B ;
Heeb, D ;
Rechkemmer, G ;
Briviba, K .
EUROPEAN JOURNAL OF NUTRITION, 2001, 40 (03) :113-120
[6]   Absorption of quercetin-3-glucoside and quercetin-4′-glucoside in the rat small intestine:: the role of lactase phlorizin hydrolase and the sodium-dependent glucose transporter [J].
Day, AJ ;
Gee, JM ;
DuPont, MS ;
Johnson, IT ;
Williamson, G .
BIOCHEMICAL PHARMACOLOGY, 2003, 65 (07) :1199-1206
[7]   VASODILATOR EFFECTS OF QUERCETIN IN ISOLATED RAT VASCULAR SMOOTH-MUSCLE [J].
DUARTE, J ;
PEREZVIZCAINO, F ;
ZARZUELO, A ;
JIMENEZ, J ;
TAMARGO, J .
EUROPEAN JOURNAL OF PHARMACOLOGY, 1993, 239 (1-3) :1-7
[8]  
FISHER U, 1996, FLAVOUR SCI RECENT D, P335
[9]   Effects of quercetin and rutin on vascular preparations - A comparison between mechanical and electrophysiological phenomena [J].
Fusi, F ;
Saponara, S ;
Pessina, F ;
Gorelli, B ;
Sgaragli, G .
EUROPEAN JOURNAL OF NUTRITION, 2003, 42 (01) :10-17
[10]   Mechanism of myricetin stimulation of vascular L-type Ca2+ current [J].
Fusi, F ;
Sgaragli, G ;
Saponara, S .
JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 2005, 313 (02) :790-797