Red-wine Beneficial Long-term Effect on Lipids but not on Antioxidant Characteristics in Plasma in a Study Comparing Three Types of Wine--Description of two O-methylated Derivatives of Gallic Acid in Humans

The purpose of this double clinical study was (1) to evaluate the effect of one single intake (300 ml) of red wine (RW) on the plasma antioxidant capacity (pAOC) and plasma phenolics over the 24-h time period following the intake, and (2) to compare the long-term effects of daily intakes (250 ml/d) of RW, white wine (WW) and Champagne (CH) on the plasma and LDL characteristics of healthy sujects. In the first part, blood samples were collected just before and after wine consumption. In the second part, subjects received the 3 types of wine successively, only at the mealtime, over 3-week periods separated by a 3-week wash out. Blood samples were drawn in fasting condition before and after each 3-week wine consumption period. The peak of pAOC was at 3-4 h following the single intake of RW, that of catechin was at 4 h (0.13 μmol/l) and that of gallic acid and caffeic acid was earlier (≤⃒1.5 and 0.3 μmol/l, respectively). In plasma, the major form of gallic acid was 4-O-methylated, but a minor form (the 3-O-methyl derivative) appeared. In the long term study, no wine was able to change LDL oxidizability, but some other parameters were modified specifically: RW decreased pAOC (without changing TBARS and uric acid plasma levels), LDL lipids and total cholesterol (TC), and increased plasma apoA1, whereas CH increased plasma vitamin A. The beneficial effect of RW seems to mainly be explained by its action on lipid and lipoprotein constants, and not by its antioxidant one.

[1]  D. Wood,et al.  Alcohol consumption, metabolic cardiovascular risk factors and hypertension in women. , 2000, International journal of epidemiology.

[2]  J. R. Bell,et al.  Catechin is present as metabolites in human plasma after consumption of red wine. , 1999, The Journal of nutrition.

[3]  J. Steinberg Book ReviewAmbulatory Pediatric Care , 1989 .

[4]  A. Ferro-Luzzi,et al.  Alcohol-free red wine enhances plasma antioxidant capacity in humans. , 1998, The Journal of nutrition.

[5]  J L Witztum,et al.  Beyond cholesterol. Modifications of low-density lipoprotein that increase its atherogenicity. , 1989, The New England journal of medicine.

[6]  E. Rimm,et al.  Moderate alcohol intake and lower risk of coronary heart disease: meta-analysis of effects on lipids and haemostatic factors , 1999, BMJ.

[7]  H. Tunstall-Pedoe,et al.  Myocardial Infarction and Coronary Deaths in the World Health Organization MONICA Project: Registration Procedures, Event Rates, and Case‐Fatality Rates in 38 Populations From 21 Countries in Four Continents , 1994, Circulation.

[8]  D. Steinberg,et al.  Evidence for a concerted reaction between lipid hydroperoxides and polypeptides. , 1992, Proceedings of the National Academy of Sciences of the United States of America.

[9]  O. Texier,et al.  Quercetin is recovered in human plasma as conjugated derivatives which retain antioxidant properties , 1998, FEBS letters.

[10]  A. Tjønneland,et al.  Wine intake and diet in a random sample of 48763 Danish men and women. , 1999, The American journal of clinical nutrition.

[11]  G. R. Bartlett Phosphorus assay in column chromatography. , 1959, The Journal of biological chemistry.

[12]  C. Léger,et al.  Supplementation with wine phenolic compounds increases the antioxidant capacity of plasma and vitamin E of low-density lipoprotein without changing the lipoprotein Cu2+-oxidizability: Possible explanation by phenolic location , 1997, European Journal of Clinical Nutrition.

[13]  L. Beilin,et al.  Gallic acid metabolites are markers of black tea intake in humans. , 2000, Journal of agricultural and food chemistry.

[14]  M. Katan,et al.  Red wine consumption does not affect oxidizability of low-density lipoproteins in volunteers. , 1996, The American journal of clinical nutrition.

[15]  C. Rice-Evans Measurement of total antioxidant activity as a marker of antioxidant status in vivo: procedures and limitations. , 2000, Free radical research.

[16]  P. Elwood,et al.  Alcohol and platelet aggregation: the Caerphilly Prospective Heart Disease Study. , 1992, The American journal of clinical nutrition.

[17]  W. Willett,et al.  Moderate alcohol intake, increased levels of high-density lipoprotein and its subfractions, and decreased risk of myocardial infarction. , 1993, The New England journal of medicine.

[18]  T. Koga,et al.  Proanthocyanidin-rich extract from grape seeds attenuates the development of aortic atherosclerosis in cholesterol-fed rabbits. , 1999, Atherosclerosis.

[19]  R. Russell,et al.  Serum antioxidant capacity is increased by consumption of strawberries, spinach, red wine or vitamin C in elderly women. , 1998, The Journal of nutrition.

[20]  A. Nanji Alcohol and ischemic heart disease: wine, beer or both? , 1985, International journal of cardiology.

[21]  H. Esterbauer,et al.  Continuous monitoring of in vitro oxidation of human low density lipoprotein. , 1989, Free radical research communications.

[22]  S. Shahrzad,et al.  Determination of gallic acid and its metabolites in human plasma and urine by high-performance liquid chromatography. , 1998, Journal of chromatography. B, Biomedical sciences and applications.

[23]  N. Tolbert,et al.  A modification of the Lowry procedure to simplify protein determination in membrane and lipoprotein samples. , 1978, Analytical biochemistry.

[24]  P. Männistö,et al.  Catechol-O-methyltransferase (COMT): biochemistry, molecular biology, pharmacology, and clinical efficacy of the new selective COMT inhibitors. , 1999, Pharmacological reviews.

[25]  L. Packer,et al.  Simultaneous determination of tocopherols, ubiquinols, and ubiquinones in blood, plasma, tissue homogenates, and subcellular fractions. , 1986, Analytical biochemistry.

[26]  P. Hollman,et al.  Absorption and disposition kinetics of the dietary antioxidant quercetin in man. , 1996, Free radical biology & medicine.

[27]  T. Whitehead,et al.  Effect of red wine ingestion on the antioxidant capacity of serum. , 1995, Clinical chemistry.

[28]  D. Stansbie,et al.  Cardioprotective effect of red wine may be mediated by urate. , 1995, Clinical chemistry.

[29]  M. Grønbæk,et al.  Alcoholic beverage preference, diet, and health habits in the UNC Alumni Heart Study. , 2002, The American journal of clinical nutrition.

[30]  M. Worwood,et al.  The enhancement of iron-dependent luminol peroxidation by 2,2'-dipyridyl and nitrilotriacetate. , 1994, Journal of bioluminescence and chemiluminescence.

[31]  A. Lavy,et al.  Consumption of red wine with meals reduces the susceptibility of human plasma and low-density lipoprotein to lipid peroxidation. , 1995, The American journal of clinical nutrition.

[32]  C. Léger,et al.  Wine phenolic antioxidants inhibit AP-1 transcriptional activity. , 2001, Journal of agricultural and food chemistry.

[33]  T. Ramasarma,et al.  Inhibition of rat liver mevalonate pyrophosphate decarboxylase and mevalonate phosphate kinase by phenyl and phenolic compounds. , 1979, The Biochemical journal.

[34]  H. Misra,et al.  The role of superoxide anion in peroxidase-catalyzed chemiluminescence of luminol. , 1982, Archives of biochemistry and biophysics.

[35]  E. Rimm,et al.  Review of moderate alcohol consumption and reduced risk of coronary heart disease: is the effect due to beer, wine, or spirits? , 1996, BMJ.

[36]  K. Kondo,et al.  Inhibition of oxidation of low-density lipoprotein with red wine , 1994, The Lancet.

[37]  M. Meydani,et al.  Effect of plasma metabolites of (+)-catechin and quercetin on monocyte adhesion to human aortic endothelial cells. , 2001, The American journal of clinical nutrition.

[38]  S. Maxwell,et al.  Enhanced chemiluminescent assay for antioxidant capacity in biological fluids , 1992 .

[39]  K. Yagi Assay for blood plasma or serum. , 1984, Methods in enzymology.

[40]  S. Maxwell,et al.  Red wine and antioxidant activity in serum , 1994, The Lancet.

[41]  A. Keys CORONARY HEART DISEASE IN SEVEN COUNTRIES , 1971, The Medical journal of Australia.

[42]  C. Léger,et al.  Differential incorporation of fish-oil eicosapentaenoate and docosahexaenoate into lipids of lipoprotein fractions as related to their glyceryl esterification: a short-term (postprandial) and long-term study in healthy humans. , 1995, The American journal of clinical nutrition.

[43]  V. S. Raju,et al.  Synthesis of kukulkanins A and B - methoxy chalcones from Mimosa tenufolia L. , 1992 .

[44]  T. Whitehead,et al.  Is Measuring Serum Antioxidant Capacity Clinically Useful? , 1998, Annals of clinical biochemistry.

[45]  A Keys,et al.  The diet and 15-year death rate in the seven countries study. , 1986, American journal of epidemiology.

[46]  G. Schaafsma,et al.  Moderate consumption of beer, red wine and spirits has counteracting effects on plasma antioxidants in middle-aged men , 2000, European Journal of Clinical Nutrition.

[47]  P. Schnohr,et al.  Mortality associated with moderate intakes of wine, beer, or spirits , 1995, BMJ.

[48]  L. Beilin,et al.  Ingestion of red wine significantly increases plasma phenolic acid concentrations but does not acutely affect ex vivo lipoprotein oxidizability. , 2000, The American journal of clinical nutrition.

[49]  C. Léger,et al.  Improvement in the antioxidant status of plasma and low-density lipoprotein in subjects receiving a red wine phenolics mixture , 1998 .

[50]  A. D. De leenheer,et al.  Simultaneous determination of retinol and α-tocopherol in human serum by high-performance liquid chromatography , 1979 .

[51]  E. Feskens,et al.  Dietary antioxidant flavonoids and risk of coronary heart disease: the Zutphen Elderly Study , 1993, The Lancet.

[52]  S. Parthasarathy,et al.  Cellular cysteine generation does not contribute to the initiation of LDL oxidation. , 1995, Journal of lipid research.

[53]  E. Parks,et al.  Inhibition of oxidation of human low-density lipoprotein by phenolic substances in red wine , 1993, The Lancet.

[54]  J. Björkegren,et al.  Alimentary lipemia, postprandial triglyceride-rich lipoproteins, and common carotid intima-media thickness in healthy, middle-aged men. , 1999, Circulation.

[55]  G. Siest,et al.  Wine, beer, and mortality in middle-aged men from eastern France. , 1999, Archives of internal medicine.

[56]  A. Keys,et al.  Differences in the incidence rate of coronary heart disease between north and south European cohorts of the Seven Countries Study as partially explained by risk factors. , 1982, European heart journal.

[57]  E. Frankel,et al.  Natural antioxidants in grapes and wines , 1994 .

[58]  R. Stocker,et al.  Ubiquinol-10 protects human low density lipoprotein more efficiently against lipid peroxidation than does alpha-tocopherol. , 1991, Proceedings of the National Academy of Sciences of the United States of America.

[59]  S. Renaud,et al.  Wine, alcohol, platelets, and the French paradox for coronary heart disease , 1992, The Lancet.

[60]  S. Nigdikar,et al.  Consumption of red wine polyphenols reduces the susceptibility of low-density lipoproteins to oxidation in vivo. , 1998, The American journal of clinical nutrition.

[61]  G. Duthie,et al.  The effect of whisky and wine consumption on total phenol content and antioxidant capacity of plasma from healthy volunteers , 1998, European Journal of Clinical Nutrition.