Apigenin inhibits platelet adhesion and thrombus formation and synergizes with aspirin in the suppression of the arachidonic acid pathway

Journal of Agricultural and Food Chemistry

Volumn 56, Issue 9, 2008, Pages 2970-2976

  Navarro Nunez L ^a   Lozano, M L ^a   Palomo, M ^b   Martinez C ^a   Vicente, V ^a   Castillo, J ^c   Benavente Garcia O ^c   Diaz Ricart, M ^b   Escolar, G ^b   Rivera, J ^a  

^a UNIVERSITY OF MURCIA   (Spain)

^b UNIVERSITY OF BARCELONA   (Spain)

^c 80320 Alcantarilla   (Spain)

Author keywords

Adhesion; Apigenin; Aspirin; Flavonoid; Platelets

Indexed keywords

7 [3 [(4 PHENYLSEMICARBAZIDO)METHYL] 7 OXABICYCLO[2.2.1]HEPT 2 YL] 5 HEPTENOIC ACID; ACETYLSALICYLIC ACID; ANTITHROMBOCYTIC AGENT; APIGENIN; ARACHIDONIC ACID; HYDRAZINE DERIVATIVE; THROMBOXANE A2 RECEPTOR;

ARTICLE; DRUG ANTAGONISM; DRUG EFFECT; DRUG POTENTIATION; ENDOTHELIUM; HUMAN; METABOLISM; PHYSIOLOGY; THROMBOCYTE; THROMBOCYTE ADHESIVENESS; THROMBOCYTE AGGREGATION; THROMBOCYTE RICH PLASMA; THROMBOSIS;

APIGENIN; ARACHIDONIC ACID; ASPIRIN; BLOOD PLATELETS; DRUG SYNERGISM; ENDOTHELIUM; HUMANS; HYDRAZINES; PLATELET ADHESIVENESS; PLATELET AGGREGATION; PLATELET AGGREGATION INHIBITORS; PLATELET-RICH PLASMA; RECEPTORS, THROMBOXANE A2, PROSTAGLANDIN H2; THROMBOSIS;

EID: 44349147453     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf0723209     Document Type: Article

References (40)

1. Gawaz, M.; Langer, H.; May, A. E. Platelets in inflammation and atherogenesis. J. Clin. Invest. 2005, 115, 3378-3384.
2. Meadows, T. A.; Bhatt, D. L. Clinical aspects of platelet inhibitors and thrombus formation. Circ. Res. 2007, 100, 1261-1275.
3. Kris-Etherton, P.; Keen, C. L. Evidence that the antioxidant flavonoids in tea and cocoa are beneficial for cardiovascular health. Curr. Opin. Lipidol. 2002, 13, 41-49.
4. Anthony, M. S.; Clarkson, T. B.; Williams, J. K. Effects of soy isoflavones on atherosclerosis: Potential mechanisms. Am. J. Clin. Nutr. 1998, 68, 1390S-1393S.
5. Rimm, E. B.; Katan, M. B.; Ascherio, A.; Stampfer, M. J.; Willet, W. C. Relation between intake of flavonoids and risk for coronary heart disease in male health professionals. Ann. Intern. Med. 1996, 125, 384-389.
6. Landolfi, R.; Mower, R. L.; Steiner, M. Modification of platelet function and arachidonic acid metabolism by bioflavonoids. Structure-activity relations. Biochem. Pharmacol. 1984, 33, 1525-1530.
7. Polette, A.; Lemaitre, D.; Lagarde, M.; Véricel, E. N-3 fatty acid-induced lipid peroxidation in human platelets is prevented by catechins. Thromb. Haemostasis 1996, 75, 945-949.
8. Akiyama, T.; Ishida, J.; Nakagawa, S.; Ogawara, H.; Watanabe, S.; Itoh, N.; Shibuya, M.; Fukami, Y. Genistein, a specific inhibitor of tyrosine specific protein kinases. J. Biol. Chem. 1987, 262, 5592-5595.
9. Lindahl, M.; Tagesson, C. Flavonoids as phospholipase A2 inhibitors: Importance of their structure for selective inhibition of group II phospholipase A2. Inflammation 1997, 21, 347-356.
10. Lee, H. S.; Ko, H. R.; Ryu, S. Y.; Oh, W. K.; Kim, B. Y.; Ahn, S. C.; Mheen, T. I.; Ahn, J. S. Inhibition of phospholipase C gamma 1 by the prenylated flavonoids from Sophora flavescens. Planta Med. 1997, 63, 266-268.
11. Chen, S.; Hwang, J.; Deng, P. S. K. Inhibition of NAD(P)H: quinone acceptor oxidoreductase by flavones: A structure-activity study. Arch. Biochem. Biophys. 1993, 302, 72-77.
12. Bucki, R.; Pastore, J. J.; Giraud, F.; Sulpice, J. C.; Janmey, P. A. Flavonoid inhibition of platelet procoagulant activity and phosphoinositide synthesis. J. Thromb. Haemostasis 2003, 1, 1820-1828.
13. Freedman, J. E.; Parker, C., 3rd; Li, L.; Perlman, J. A.; Frei, B.; Ivanov, V.; Deak, L. R.; Iafrati, M. D.; Folts, J. D. Select flavonoids and whole juice from purple grapes inhibit platelet function and enhance nitric oxide release. Circulation 2001, 103, 2792-2798.
14. Awtry, E. H.; Loscalzo, J. Aspirin. Circulation 2000, 101, 1206-1218.
15. Guerrero, J. A.; Lozano, M. L.; Castillo, J.; Benavente-Garcia, O.; Vicente, V.; Rivera, J. Flavonoids inhibit platelet function through binding to the thromboxane A2 receptor. J. Thromb. Haemostasis 2005, 3, 369-376.
16. 2 receptors (TPS) in platelets and smooth muscle cells. Br. J. Clin. Pharmacol. 2007, 64, 133-144.
17. Harrison, P. The role of PFA-100 testing in the investigation and management of hemostatic defects in children and adults. Br. J. Haematol. 2005, 130, 3-10.
18. Jilma, B. Platelet function analyzer (PFA-100): A tool to quantify congenital or acquired platelet dysfunction. J. Lab. Clin. Med. 2001, 138, 152-163.
19. Baumgartner, H. R.; Sakariassen, K. S. Factors controlling thrombus formation on arterial lesions. Ann. N. Y. Acad. Sci. 1985, 454, 162-177.
20. Escolar, G.; Bastida, E.; Ordinas, A.; Castillo, R. Interaction of platelets with subendothelium in humans treated with aspirin and dipyridamole alone or in combination. Thromb. Res. 1985, 40, 419-424.
21. Escolar, G.; Mazzara, R.; Castillo, R.; Ordinas, A. The role of the Baumgartner technique in transfusion medicine: research and clinical applications. Transfusion 1994, 34, 542-549.
22. Kroll, J.; Rawel, H.; Rohn, S. A review. Reaction of plant phenolics with food proteins and enzymes under special consideration of covalent bonds. Food. Sci. Technol. Res. 2003, 9, 205-213.
23. Rawel, H. M.; Meidtner, K.; Kroll, J. Binding of selected phenolic compounds to proteins. J. Agric. Food. Chem. 2005, 53, 4228-4235.
24. Dufour, C.; Dangles, O. Flavonoid-serum albumin complexation: Determination of binding constants and binding sites by fluorescence spectroscopy. Biochim. Biophys. Acta 2005, 1721, 164-173.
25. Dangles, O.; Dufour, C.; Manach, C.; Morand, C.; Remesy, C. Binding of flavonoids to plasma proteins. Methods Enzymol. 2001, 335, 319-332.
26. Savage, B.; Saldivar, E.; Ruggeri, Z. M. Initiation of platelet adhesion by arrest onto fibrinogen or translocation on von Willebrand factor. Cell 1996, 84, 289-297.
27. Savage, B.; Almus-Jacobs, F.; Ruggeri, Z. M. Specific synergy of multiple substrate-receptor interactions in platelet thrombus formation under flow. Cell 1998, 94, 657-666.
28. Escolar, G.; Albors, M.; Bioquet, G.; Diaz-Ricart, M.; Carretero, M.; Ordinas, A. Inhibition of platelet-vessel wall interaction by thromboxane receptor antagonism in a human in vitro system: Potentiation of antiplatelet effects of aspirin. Eur. J. Clin. Invest. 1998, 28, 562-568.
29. Mammen, E. F.; Comp, P. C.; Gosselin, R.; Greenberg, C.; Hoots, W. K.; Kessler, C. M.; Larkin, E. C.; Liles, D.; Nugent, D. J. PFA-100 system: A new method for assessment of platelet dysfunction. Semin. Thromb. Hemostasis 1998, 24, 195-202.
30. Hayward, C. P. M.; Harrison, P.; Cattaneo, M.; Ortel, T. L.; Rao, K. Platelet function analyzer (PFA-100) closure time in the evaluation of platelet disorders and platelet function. J. Thromb. Haemostasis 2006, 4, 312-319.
31. Rein, D.; Paglieroni, T. G.; Wun, T.; Pearson, D. A.; Schmitz, H. H.; Gosselin, R.; Keen, C. L. Cocoa inhibits platelet activation and function. Am. J. Clin. Nutr. 2000, 72, 30-35.
32. Pearson, D.; Paglieroni, T.; Rein, D.; Wun, T.; Schramm, D.; Wang, J.; Holt, R.; Gosselin, R.; Schmitz, H.; Keen, C. Effects of flavanol-rich cocoa and aspirin on ex vivo platelet function. Thromb. Res. 2002, 106, 191-197.
33. Kuo, M. L.; Young, N. C. Reversion of v-H-ras transformed NIH 3T3 cells by apigenin through inhibiting mitogen-activated protein kinase and its downstream oncogenes. Biochem. Biophys. Res. Commun. 1995, 212, 767-775.
34. Undas, A.; Brummel-Ziedins, E. B.; Mann, K. G. Antithrombotic properties of aspirin and resistance to aspirin: Beyond strictly antiplatelet actions. Blood 2007, 109, 2285-2292.
35. Kim, Y. S.; Pyo, M. K.; Park, K. M.; Park, P. H.; Hahn, B. S.; Wu, S. J.; Yun-Choi, H. S. Antiplatelet and antithrombotic effects of a combination of ticlopidine and ginkgo biloba ext (Egb 761). Thromb. Res. 1998, 91, 33-38.
36. Putter, M.; Grotemeyer, K. H.; Wurthwein, G.; Araghi-Niknam, M.; Watson, R. R.; Hosseini, S.; Rohdewald, P. Inhibition of smoking-induced platelet aggregation by aspirin and pycnogenol. Thromb. Res. 1999, 95, 155-161.
37. Golansky, J.; Muchova, J.; Golansky, R.; Durackova, Z.; Markuszewski, L.; Watala, C. Does pycnogenol intensify the efficacy of acetylsalicylic acid in the inhibition of platelet function? In vitro experience. Postepy Hig. Med. Dosw. (Online) 2006, 60, 316-321.
38. Janssen, K.; Mensink, R. P.; Cox, F. J.; Harryvan, J. L.; Hovenier, R.; Hollman, P. C.; Katan, M. B. Effects of the flavonoids quercetin and apigenin on haemostasis in healthy volunteers: Results from an in vitro and dietary supplement study. Am. J. Clin. Nutr. 1998, 67, 255-262.
39. Pace-Asciak, C. R.; Hahn, S.; Diamandis, E. P.; Soleas, G.; Goldberg, D. M. The red wine phenolics trans-resveratrol and quercetin block human platelet aggregation and eicosanoid synthesis: Implications for protection against coronary heart disease. Clin. Chim. Acta 1995, 235, 207-219.
40. Son, D. J.; Cho, M. R.; Jin, Y. R.; Kim, S. Y.; Park, Y. H.; Lee, S. H.; Akiba, S.; Sato, T.; Yun, Y. P. Antiplatelet effect of green tea catechins: A possible mechanism through arachidonic acid pathway. Prostaglandins, Leukotrienes Essent. Fatty Acids 2004, 71, 25-31.