Resveratrol, a phenolic antioxidant with effects on blood platelet functions

References

• Levy-Toledano S. Platelet signal transduction pathways: could we organize them into a hierarchy? Haemostasis 1999; 29:4–15.
   PubMedGoogle Scholar
• Blockmans D, Deckmyn H, Vermylen J. Platelet activation. Blood Rev 1995;9:143–156.
   PubMed Web of Science ®Google Scholar
• Wu K. Platelet activation mechanisms and marker in arterial thrombosis. J Inter Med 1996;239:17–34.
   PubMed Web of Science ®Google Scholar
• Kroll MH, Schafer AJ. The analysis of ligand-receptor interaction in platelet activation. Immunopharmacol 1995; 29:31–65.
   Google Scholar
• Ryningen A, Holmsen H. In: Gundu H, Rao R, editors. Platelet physiology and pharmacology. Norwell: Kluwer Academic Publishers; 1999; pp 1–22.
   Google Scholar
• Abrams CS, Brass LF. Platelet signal transduction. In: Colman RW, Hirsh J, Marder VJ, Clowes AW, George JN, editors. Hemostasis and thrombosis, basic principles and clinical practice. Philadelphia, USA: Lippincott Williams and Wilhins; 2001; Chapter 31: pp 541–559.
   Google Scholar
• Peters RJG, Moons AHM. Platelet function and coronary artery disease. Eur J Clin Invest 2001;31:3–5.
   PubMed Web of Science ®Google Scholar
• Schror K. Aspirin and platelets: the antiplatelet action of aspirin and its role in thrombosis treatment and prophylaxis. Semin Thromb Haemost 1997;23:349–356.
   PubMed Web of Science ®Google Scholar
• Halliwell B. Lipid peroxidation, antioxidants and cardio- vascular disease: How should we move forward? Cardiovasc Res 2000;47:410–418.
   PubMed Web of Science ®Google Scholar
• Hung LM, Chen JK, Huang SS, Lee RS, Su MJ. Cardioprotective effect of resveratrol, a natural antioxidant derived from grapes. Cardiovasc Res 2000;47:549–555.
   PubMed Web of Science ®Google Scholar
• Rein D, Paglieroni TG, Pearson DA, Wun T, Schmitz HH, Gosselin R, Keen CL. Cocao and wine polyphenols modulate platelet activation and function. J Nutr 2000; 130:2120S-2126S.
   Google Scholar
• Bertelli AA, Giovannini L, Bernini W, Migliori M, Fregoni M. Baveresco L, Bertelli A. Antiplatelet activity of cis-resveratrol. Drugs Exp Clin Res 1996;22:61–63.
   PubMedGoogle Scholar
• Bertelli AA, Giovannini L, Giannessi DZ, Migliori M, Bernini W, Fregoni M, Bertelli A. Antiplatelet activity of synthetic and natural resveratrol in red wine. Int J Tissue React 1995;17:1–3.
   PubMedGoogle Scholar
• Frankel EN, Kanner J, German JB, Parks E, Kinsella JE. Inhibition of oxidation of human low-density lipoprotein by phenolic substances in red wine. Lancet 1993;341:454–457.
   PubMed Web of Science ®Google Scholar
• Schoene NW, Guidry CA. Dietary soy isoflavones inhibit activation of rat platelets. J Nutr Biochem 1999;10:421–426.
   PubMed Web of Science ®Google Scholar
• Renauld S, De Lorgeril M. Wine, alcohol, platelets, and the French paradox for coronary heart disease. Lancet 1992;339:1523–1526.
   PubMed Web of Science ®Google Scholar
• Das DK, Sato M, Ray PS, Engelman RM, Bertelli AA, Bertelli A. Cardioprotection of red wine: Role of polyphenolic antioxidants. Drugs Exp Clin Res 1999;25:115–120.
   PubMedGoogle Scholar
• Frankel EN, Waterhouse AL, Teissedre PL. Principal phenolic photochemicals in selected Californis wines and their antioxidant activity in inhibiting oxidation of human low density lipoproteins. J Agri Food Chem 1995;43:890–894.
   Web of Science ®Google Scholar
• Fremont L. Biological effects of resveratrol. Life Sci 2000; 66:663–673.
   PubMed Web of Science ®Google Scholar
• Tsuda T, Shiga K, Ohshima K, Kawakishi S, Osawa T. Inhibition of lipid peroxidation and the active oxygen radical scavenging effect of anthocyanin pigments isolated from Phaesolus vulgaris L. Biochem Pharmacol 1996;52:1033–1039.
   PubMed Web of Science ®Google Scholar
• Sobolev VS, Cole RJ. Trans-resveratrol content in commercial peanuts and peanut products. J Argic Food Chem 1999;47:1435–1439.
   PubMed Web of Science ®Google Scholar
• Jang M, Cai L, Udeani GO, Slowing KV, Thomas CF, Beecher CHWW, Fong HHS, Farnsworth NR, Monn RC, Pezzuto JM. Cancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science 1997; 275:218–219.
   PubMed Web of Science ®Google Scholar
• Sanders TH, McMichael RW Jr, Hendrix KW. Occurrence of resveratrol in edible peanuts. J Agric Food Chem 2000; 48:1243–1246.
   PubMed Web of Science ®Google Scholar
• Celotti L, Ferrarini R, Zironi R, Conte LS. Resveratrol content of some wines obtained from dried Valpolicells grapes: Recioto and Amarone. J Chromatogr 1996; A730:47–52.
   Google Scholar
• Revilla E, Ryan JM. Analysis of several phenolic compounds with potential antioxidant properties in grape extracts and wines by high-performance liquid chromatography- photodiode array detection without sample preparation. J Chromatogr 2000;881:461–469.
   PubMed Web of Science ®Google Scholar
• Orsini F, Pelizzoni F, Verotta L, Aburjai T, Rogers CB. Isolation, synthesis, and antiplatelet aggregation activity of resveratrol 3-O-beta-D-glucopyranoside and related com- pounds. J Nat Prod 1997;60:1082–1087.
   PubMed Web of Science ®Google Scholar
• Chen T, Li J, Cao J, Xu Q, Komatsu K, Namba T. A new flavanone isolated from rhizoma smilacis glabrae and the structural requirements of its derivatives for preventing immunological hepatocyte damage. Plant Med 1999; 65:56–59.
   PubMed Web of Science ®Google Scholar
• Oleszek W, Sitek M, Stochmal A, Piacente S, Pizza C, Cheeke P. Resveratrol and other phenolics from the bark of Yucca schidigera Roezl. J Agri Food Chem 2000;49:747–752.
   Web of Science ®Google Scholar
• Gu X, Creasy L, Kester A, Zeece M. Capillary electrophoretic determination of resveratrol in wines. J Agric Food Chem 1999;47:3223–3227.
   PubMed Web of Science ®Google Scholar
• Soleas GJ, Goldberg DM. Analysis of antioxidant wine polyphenols by gas chromatography-mass spectrometry. Meth Enzymol 1999;229:137–151.
   Google Scholar
• Wu JM, Wang ZR, Hsieh TCH, Bruder JL, Zou JG, Huang YZ. Mechanism of cardioprotection by resveratrol, a phenolic antioxidant present in red wine. Inter J Mol Med 2001;8:3–17.
   PubMed Web of Science ®Google Scholar
• RegevShoshani G, Shoseyov O, Bilkis I, Kerem Z. Gycosylation of resveratrol protects it from enzymic oxidation. Biochem J 2003;374:157–163.
   PubMed Web of Science ®Google Scholar
• Meng X, Maliakal P, Lu H, Lee JM, Yang CS. Urinary and plasma levels of resveratrol and quercetin in humans, mice, and rats after ingestion of pure compounds and grape juice. J Agric Food Chem 2004;52:935–942.
   PubMed Web of Science ®Google Scholar
• Clement MV, Hirpara JL, Chawdhury SH, Pervaiz S. Chemopreventive agent resveratrol, a natural product derived from grapes, triggers CD95 signaling-dependent apoptosis in human tumor cells. Blood 1998;92:996–1002.
   PubMed Web of Science ®Google Scholar
• Eiattar TMA, Virji AS. Modulating effect of resveratrol and quercetin on oral cancer cell growth and proliferation. Anti-Cancer Drugs 1999;10:187–193.
   PubMed Web of Science ®Google Scholar
• Fontecave M, Lepoivre M, Elleningand E, Gerez C, Guittet O. Resveratrol, a remarkable inhibitor of ribonucleo- tide reductase. FEBS Lett 1998;421:277–279.
   PubMed Web of Science ®Google Scholar
• Gehm BD, McAndrews JM, Chien PY, Jameson L. Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor. Proc Natl Acad Sci USA 1997;94:14138–14143.
   PubMed Web of Science ®Google Scholar
• Hsieh T, Wu JM. Differential effects on growth, cell cycle arrest, and induction of apoptosis by resveratrol in human prostate cancer cell lines. Exp Cell Res 1999;249:109–115.
   PubMed Web of Science ®Google Scholar
• Maccarrone M, Lorenzon T, Guerrieri P, Agro AF. Resveratrol prevents apoptosis in K562 cells by inhibiting lipoxygenase and cyclooxygenase activity. Eur J Biochem 1999;265:27–34.
   PubMedGoogle Scholar
• Ulsperger E, Hamilton G, Raderer M, Baumgartner G, Hejna M, Hoffman O, Mallinger R. Resveratrol pretreatment densitizes AHTO-7 human osteoblasts to growth stimulation in response to carcinoma cell supernatants. Inter J Oncol 1999;15:955–999.
   PubMed Web of Science ®Google Scholar
• Fukuhara K, Miyata N. Resveratrol as a new type of DNA- cleaving agent. Bioorg Med Chem Lett 1998;8:3187–3192.
   PubMed Web of Science ®Google Scholar
• Huang CH, Ma W, Goranson A, Dong Z. Resveratrol suppresses cell transformation and induces apoptosis through a p53-dependent pathway. Carcinogenesis 1999; 20:237–242.
   PubMed Web of Science ®Google Scholar
• Paul B, Chereyathmanjiyil A, Masih I, Chapuis L, Benoit A. Biological control of Botrytis cinerea causing grey mould disease of grapevine and elicitation of stilbene phytoalexin (resveratrol) by a soil bacterium. FEMS Microbiol Lett 1998; 165:65–70.
   Web of Science ®Google Scholar
• Daniel O, Meier MS, Schlatter J, Frischhnecht P. Selected phenolic compounds in cultivated plants: ecologic functions, health implications, and modulation by pesticides. Environ Health Perspect 1999;107:109–114.
   PubMed Web of Science ®Google Scholar
• Johnson JL, Maddipati KR. Paradoxical effects of resveratrol on the two prostaglandin H synthases. Prostaglan Lipid Med 1998;56:131–143.
   PubMed Web of Science ®Google Scholar
• Olas B, ZZ_ bikowska HM, Wachowicz B, Krajewski T, Buczyn´ ski A, Magnuszewska A. Inhibitory effect of resveratrol on free radical generation in blood platelets. Acta Biochim Polon 1999;46:991–996.
   Google Scholar
• Olas B, Wachowicz B, Szewczuk J, Saluk-Juszczak J, Kaca W. The effect of resveratrol on the platelet secretory process induced by endotoxin and thrombin. Microbios 2001; 105:7–13.
   PubMedGoogle Scholar
• Olas B, Wachowicz B. Resveratrol and vitamin c as antioxidants in blood platelets. Thromb Res 2002;106:143–148.
   PubMed Web of Science ®Google Scholar
• Olas B, Wachowicz B, Stochmal A, Oleszek W. Inhibition of oxidative stress in blood platelets by different phenolics from Yucca schidigera Roezl. Bark. Nutrition 2003;19:633–640.
   PubMed Web of Science ®Google Scholar
• Olas B, Wachowicz B, Stochmal A, Oleszek W. Inhibition of platelet adhesion and secretion by different phenolics from Yucca schidigera Roezl. Bark. Nutrition 2005 (in press).
   Google Scholar
• ZZ bikowska HM, Olas B, Wachowicz B, Krajewski T. Response of blood platelets to resveratrol. Platelets 1999; 10:251–256.
   Google Scholar
• ZZ bikowska HM, Olas B. Antioxidants with carcinostatic activity (resveratrol, vitamin E and selenium) in modulation of blood platelet adhesion. J Physiol Pharmacol 2000; 3:513–520.
   Google Scholar
• Pace-Asciak CR, Hahn S, Diamandis EP, Soleas G, Goldberg M. The red wine phenolics, trans-resveratrol and quercetin block human platelet aggregation and eicosanoids synthesis: implication for protection against coronary heart disease. Clin Chim Acta 1995;23:207–219.
   Web of Science ®Google Scholar
• Pace-Asciak CR, Rounova O, Hahn SE, Diamandis EP, Goldberg DM. Wines and grape juices as modulators of platelet aggregation in healthy human subjects. Clin Chim Acta 1996;246:163–182.
   PubMed Web of Science ®Google Scholar
• Rotondo S, Rotilio D, Cerletti CH, De Gaetano G. Red wine, aspirin and platelet function. Thromb Haemostas 1996; 76:813–821.
   PubMed Web of Science ®Google Scholar
• Ruf JC. Wine and polyphenols related to platelet aggregation and atherothrombosis. Drug Exp Clin Res 1999;25:125–131.
   PubMedGoogle Scholar
• Kirk RI, Deitch JA, Wu JM, Lerea KM. Resveratrol decreases early signalling events in washed platelets but has little effect on platelet aggregation in whole blood. Blood Cells, Molecules and Diseases 2000;26:144–150.
   PubMed Web of Science ®Google Scholar
• Olas B, Wachowicz B, Stochmal A, Oleszek W. Anti-platelet effects of different phenolic compounds from Yucca schidigera Roezl. Bark. Platelets 2002;13:167–173.
   PubMed Web of Science ®Google Scholar
• Wang Z, Huang Y, Zou J, Cao K, Xu Y, Wu JM. Effects of red wine and wine polyphenol resveratrol on platelet aggregation in vivo and in vitro. Inter J Mol Med 2002; 9:77–79.
   PubMed Web of Science ®Google Scholar
• Dobrydneva Y, Williams RL, Blackmore PF. Trans- resveratrol inhibits calcium influx in thrombin-stimulated human platelets. Br J Pharmacol 1999;128:149–157.
   PubMed Web of Science ®Google Scholar
• Keevil JG, Osman HE, Reed JD, Folts JD. Grape juice, but not orange juice or grapefruit juice, inhibits human platelet aggregation. J Nutr 2000;130:53–56.
   PubMed Web of Science ®Google Scholar
• Sartor L, Pezzato E, Garbisa S. (-) Epigallocatechin-3-gallate inhibits leukocyte elastase: potential of the phyto-factor in hindering inflammation, emphysema, and invasion. J Leukoc Biol 2002;71:73–79.
   PubMed Web of Science ®Google Scholar
• Moreno JJ. Resveratrol modulates arachidonic acid release, prostaglandin synthesis, and 3T6 fibroblast growth. JPET 2000;294:333–338.
   PubMed Web of Science ®Google Scholar
• Rotondo S, Rajtar G, Manarini S, Celardo A, Rotillo D, De Gaetano G, Evangelista V, CerlettI C. Effect of trans- resveratrol, a natural polyphenolic compound, on human polymorphonuclear leukocyte function. Br J Pharmacol 1998; 123:1691–1699.
   PubMed Web of Science ®Google Scholar
• Subbaramaiah K, Chung WJ, Michaluart P, Telang N, Tanabe T, Inoue H, Jang M, Pezzuto JM, Dannenberg AJ. Resveratrol inhibits cyclooxygenase-2 transcription and activ- ity in phorbol ester-treated human mammary epithelial cells. J Biol Chem 1998;273:21875–21882.
   PubMed Web of Science ®Google Scholar
• Chun YJ, Kim MY, Guengerich FP. Resveratrol is a selective human cytochrome P450 1A1 inhibitor. Biochem Biophys Res Commun 1999;262:20–24.
   PubMed Web of Science ®Google Scholar
• Pinto MC, Garcia-Barrado JA, Macias P. Resveratrol is a potent inhibitor of the dioxygenase activity of lipoxygenase. J Agric Food Chem 1999;47:4842–4846.
   PubMed Web of Science ®Google Scholar
• Martinez J, Moreno JJ. Effect of resveratrol, a natural polyphenolic compound, on reactive oxygen species and prostaglandin production. Biochem Pharmacol 2000; 59:865–870.
   PubMed Web of Science ®Google Scholar
• Szewczuk LM, Forti L, Stivala LA, Penning TM. Resveratrol is a peroxidase mediated inactivator of COX-1 but not COX-2: A mechanistic approach to the design of COX-1 selective agents. J Biol Chem 2004;12 (in press).
   Google Scholar
• Olas B, Wachowicz B, Saluk-Juszczak J, Zielin´ ski T, Kaca W, Buczyn´ ski A. Antioxidant activity of resveratrol in endotoxin- stimulated blood platelets. Cell Biology and Toxicology 2001; 17:117–125.
   Google Scholar
• Olas B, Wachowicz B, Saluk-Juszczak J, Zielin´ ski T. Effect of resveratrol, a natural polyphenolic compound, on platelet activation induced by endotoxin or thrombin. Thromb Res 2002;107:141–145.
   Google Scholar
• Ferrell JE Jr, Martin GS. Platelet tyrosine-specific protein phosphorylation is regulated by thrombin. Mol Cell Biol 1988;8:3603–3610.
   PubMed Web of Science ®Google Scholar
• Maguire PB, Wynne KJ, Harney DF, O’Donoghue NM, Stephens G, Fitzgerald DJ. Identification of the phosphotyr- osine proteome from thrombin activated platelets. Proteomics 2002;2:642–648.
   PubMed Web of Science ®Google Scholar
• Maccaglia A, Mallozzi C, Minetti M. Differential effects of quercetin and resveratrol on band 3 tyrosine phosphorylation signalling of red blood cells. Biochem Biophys Res Comm 2003;305:541–547.
   PubMed Web of Science ®Google Scholar
• Wachowicz B, Olas B, ZZ_ bikowska HM, Buczyn´ ski A.
   Google Scholar
• Generation of reactive oxygen species in blood platelets. Platelets 2002;13:175–182.
   Google Scholar
• Graziani Y, Chayoth R, Karny N, Feldman B, Levy J. Regulation of protein kinase activity by quercetin in Ehrlich Ascites tumor cells. Biochim Biophys Acta 1981;714:415–421.
   Google Scholar
• Ferriola PC, Cody V, Middleton E. Protein kinase C inhibition by plant flavonoids kinetic mechanism and structure-activity relationships. Biochem Pharmacol 1989; 38:1617–1624.
   PubMed Web of Science ®Google Scholar
• Picq M, Dubois M, Munari-Silem Y, Prigent AF, Pacheco H. Flavonoid modulation of protein kinase C activation. Life Sci 1989;44:1563–1571.
   PubMed Web of Science ®Google Scholar
• Stewart JR, Chrisman KL, O’Brian CA. Effects of resveratrol on the autophosphorylation of phorbol ester- responsive protein kinases. Biochem Pharmacol 2000; 60:1355–1359.
   PubMed Web of Science ®Google Scholar
• Schneider Y, Vincent F, Duranton B, Badolo L, Gosse F, Bergmann C, Seiler N, Raul F. Anti-proliferative effect of resveratrol, a natural component of grapes and wine, on human colonic cancer cells. Cancer Lett 2000;158:85–91.
   PubMed Web of Science ®Google Scholar
• Atten MJ, Attar BM, Milson T, Holian O. Resveratrol- induced inactivation of human gastric adenocarcinoma cells through a protein kinase C-mediated mechanism. Biochem Pharmacol 2001;62:1423–1432.
   PubMed Web of Science ®Google Scholar
• Slater SJ, Seiz JL, Cook AC, Stagliano BA, Buzas CJ. Inhibition of protein kinase C by resveratrol. Biochim Biophys Acta 2003;1633:59–69.
   Google Scholar
• Iuliano L, Colavita AR, Leo R, Practico D, Violi F. Oxygen free radicals and platelet activation. Free Rad Biol Med 1997;22:999–1006.
   PubMed Web of Science ®Google Scholar
• Pignatelli P, Pulcinelli FM, Lenti L, Gazzaniga PP, Violi F. Hydrogen peroxide is involved in collagen-induced platelet activation. Blood 1998;91:484–490.
   PubMed Web of Science ®Google Scholar
• Hernandez-Hernandez A, Anchez-Yague J, Martin- Valmaseda EM, Llianillo M. Oxidative inactivation of human and sheep platelet membrane-associated phospho- tyrosine phosphatase activity. Free Rad Biol Med 1999; 26:1218–1230.
   PubMed Web of Science ®Google Scholar
• Irani K, Pham Y, Coleman LD, Roos Ch, Cooke GE, Miodovnik A, Karim N, Wilhide CC, Bray PF, Goldschmidt- Clemont PJ. Priming of platelet aIIbb3 by oxidants is associated with tyrosine phosphorylation of b3. Arterioscle Thromb Vasc Biol 1998;18:1698–1706.
   PubMed Web of Science ®Google Scholar
• Nagai K, Inazu T, Yamamura H. P72syk is activated by vanadate plus H2O2 in porcine platelets and phosphorylates GTPase activating protein on tyrosine residue(s). J Biochem 1994;116:1176–1181.
   PubMed Web of Science ®Google Scholar
• Fremont L, Belguendouz L, Delpal S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci 1999;64:2511–2521.
   PubMed Web of Science ®Google Scholar
• Tadolini B, Juliano C, Pin L, Franconi F, Cabrini L. Resveratrol inhibition of lipid peroxidation. Free Rad Res 2000;33:105–114.
   PubMed Web of Science ®Google Scholar
• Olas B, Nowak P, Kolodziejczyk J, Wachowicz B. The effects of antioxidants on peroxynitrite-induced changes in platelet proteins. Thromb Res 2004;113:399–406.
   PubMed Web of Science ®Google Scholar
• Olas B, Nowak P, Wachowicz B. Resveratrol protects against peroxynitrite-induced thiol oxidation in blood platelets. Cell Molec Biol Lett 2004;9:577–587.
   PubMed Web of Science ®Google Scholar
• Zhao CY, Shi YM, Jia ZJ, Fan BT, Wang WF, Lin WZ, Lin NY, Zheng RL. Scavenging effects of natural phenols on oxidizing intermediates of peroxynitrite. Pharmazie 2003; 58:742–749.
   PubMed Web of Science ®Google Scholar
• Munday JS, Thompson KG, James KA, Manktelow BW. The effect of moderate alcohol consumption as either red or white wine in the C57BL/6 mouse atherosclerosis model. Coron Artery Dis 1999;10:97–102.
   PubMed Web of Science ®Google Scholar
• Gottrand F, Beghin L, Duhal N, Lacroix B, Bonte JP, Fruchart JC, Luc G. Moderate red wine consumption in healthy volunteers reduced plasma clearance of apoprotein. AII. Eur J Clin Invest 1999; 29:387–394.
   PubMed Web of Science ®Google Scholar
• Leonard SS, Xia C, Jiang BH, Stinefect B, Klandorf H, Harris GH, Shi X. Resveratrol scavenges reactive oxygen species and effects radic-induced cellular responses. Biochem Biophys Res Commm 2003;309:1017–1026.
   PubMed Web of Science ®Google Scholar
• Fauconneau B, Waffo Teguto P, Huguet F, Barrier L, Decendit A, Merillon JM. Comparative study of radical scavenger and antioxidant properties of phenolic compound from Vitis vinifera cell cultures using in vitro tests. Life Sci 1997;61:2103–2110.
   PubMed Web of Science ®Google Scholar
• Tou J, Urbizo C. Resveratrol inhibits the formation of phosphatidic acid and diglyceride in chemotactic peptide- or phorbol ester-stimulated human neutrophils. Cell Signal 2001;13:191–197.
   PubMed Web of Science ®Google Scholar
• Dutta-Roy AK. Dietary components and human platelet activity. Platelets 2002;13:67–75.
   PubMed Web of Science ®Google Scholar