Prostaglandins, Leukotrienes and Essential Fatty Acids
Volume 82, Issue 4 , Pages 227-230 , April 2010

Fatty acid-derived lipid mediators and blood platelet aggregation

References 

  1. Smith WL. Prostanoid biosynthesis and mechanisms of action. Am. J. Physiol. 1992;63:F181–191Review
  2. Sprecher H, VanRollins M, Sun F, Wyche A, Needleman P. Dihomo-prostaglandins and -thromboxane. A prostaglandin family from adrenic acid that may be preferentially synthesized in the kidney. J. Biol. Chem. 1982;257:3912–3918
  3. Sugimoto Y, Narumiya S, Ichikawa A. Distribution and function of prostanoid receptors: studies from knockout mice. Prog. Lipid Res. 2000;39:289–314Review
  4. Coffa G, Schneider C, Brash AR. A comprehensive model of positional and stereo control in lipoxygenases. Biochem. Biophys. Res. Commun. 2005;388:87–92Review
  5. Capra V. Molecular and functional aspects of human cysteinyl leukotriene receptors. Pharmacol. Res. 2004;50:1–11Review
  6. Spector AA. Arachidonic acid cytochrome P450 epoxygenase pathway. J. Lipid Res. 2009;50:S52–S56Review
  7. Van Rollins M, Frade PD, Carretero OA. Oxidation of 5,8,11,14,17-eicosapentaenoic acid by hepatic and renal microsomes. Biochim. Biophys. Acta. 1988;966:133–149
  8. Harmon SD, Fang X, Kaduce TL, Hu S, Raj Gopal V, Falck JR, et al. Oxygenation of omega-3 fatty acids by human cytochrome P450 4F3B: effect on 20-hydroxyeicosatetraenoic acid production. Prostaglandins Leukot. Essent. Fatty Acids. 2006;75:169–177
  9. Catalá A. Lipid peroxidation of membrane phospholipids generates hydroxy-alkenals and oxidized phospholipids active in physiological and/or pathological conditions. Chem. Phys. Lipids. 2009;157:1–11Review
  10. Bacot S, Bernoud-Hubac N, Chantegrel B, Deshayes C, Doutheau A, Ponsin G, et al. Evidence for in situ ethanolamine phospholipid adducts with hydroxy-alkenals. J. Lipid Res. 2007;48:816–825
  11. Bacot S, Bernoud-Hubac N, Baddas N, Chantegrel B, Deshayes C, Doutheau A, et al. Covalent binding of hydroxy-alkenals 4-HDDE, 4-HHE, and 4-HNE to ethanolamine phospholipid subclasses. J. Lipid Res. 2003;44:917–926
  12. Tanito M, Brush RS, Elliott MH, Wicker LD, Henry KR, Anderson RE. High levels of retinal membrane docosahexaenoic acid increase susceptibility to stress-induced degeneration. J. Lipid Res. 2009;50:807–819
  13. Davies SS, Amarnath V, Roberts LJ. Isoketals: highly reactive gamma-ketoaldehydes formed from the H2-isoprostane pathway. Chem. Phys. Lipids. 2004;128:85–99Review
  14. Bernoud-Hubac N, Alam DA, Lefils J, Davies SS, Amarnath V, Guichardant M, et al. Low concentrations of reactive gamma-ketoaldehydes prime thromboxane-dependent human platelet aggregation via p38-MAPK activation. Biochim. Biophys. Acta. 2009;1791:307–313
  15. Thoma I, Krischke M, Loeffler C, Mueller MJ. The isoprostanoid pathway in plants. Chem. Phys. Lipids. 2004;128:135–148Review
  16. Comporti M, Signorini C, Arezzini B, Vecchio D, Monaco B, Gardi C. F2-isoprostanes are not just markers of oxidative stress. Free Radical Biol. Med. 2008;44:247–256Review
  17. Roberts LJ, Fessel JP. The biochemistry of the isoprostane, neuroprostane, and isofuran pathways of lipid peroxidation. Chem. Phys. Lipids. 2004;128:173–186Review
  18. Cracowski JL, Durand T, Bessard G. Isoprostanes as a biomarker of lipid peroxidation in humans: physiology, pharmacology and clinical implications. Trends Pharmacol. Sci. 2002;23:360–366Review
  19. Hamberg M, Samuelsson B. Prostaglandin endoperoxides. Novel transformations of arachidonic acid in human platelets. Proc. Natl. Acad. Sci. USA. 1974;71:3400–3404
  20. Bryant RW, Simon TC, Bailey TM. Role of glutathione peroxidase and hexose monophosphate shunt in the platelet lipoxygenase pathway. J. Biol. Chem. 1982;257:14937–14943
  21. Lagarde M. Metabolism of fatty acids by platelets and the functions of various metabolites in mediating platelet function. Prog. Lipid Res. 1988;27:135–152Review
  22. Croset M, Lagarde M. Stereospecific inhibition of PGH2-induced platelet aggregation by lipoxygenase products of icosaenoic acids. Biochem. Biophys. Res. Commun. 1983;112:878–883
  23. Fonlup P, Croset M, Lagarde M. 12-HETE inhibits the binding of PGH2/TXA2 receptor ligands in human platelets. Thromb. Res. 1991;63:239–248
  24. Croset M, Sala A, Folco GC, Lagarde M. Inhibition by lipoxygenase products of TXA2-like responses of platelets and vascular smooth muscle 14-Hydroxy from 22:6n-3 is more potent than 12-HETE. Biochem. Pharmacol. 1988;37:1275–1280
  25. Karanian JW, Kim HY, Salem N. Inhibitory effects of n-6 and n-3 hydroxy fatty acids on thromboxane (U46619)-induced smooth muscle contraction. J. Pharmacol. Exp. Ther. 1994;270:1105–1109
  26. McGregor L, Morazain R, Renaud S. Platelet functions and fatty acid composition of platelet phospholipids in spontaneously hypertensive rats fed saturated or polyunsaturated fats. Atherosclerosis. 1981;38:129–136
  27. Lagarde M, Burtin M, Sprecher H, Dechavanne M, Renaud S. Potentiating effect of 5,8,11-eicosatrienoic acid on human platelet aggregation. Lipids. 1983;18:291–294
  28. Lagarde M, Burtin M, Rigaud M, Sprecher H, Dechavanne M, Renaud S. Prostaglandin E2-like activity of 20:3n-9 platelet lipoxygenase end-product. FEBS Lett. 1985;181:53–56
  29. Smith WL. Cyclooxygenases, peroxide tone and the allure of fish oil. Curr. Opin. Cell Biol. 2005;17:174–182Review
  30. Calzada C, Vericel E, Lagarde M. Low concentrations of lipid hydroperoxides prime human platelet aggregation specifically via cyclo-oxygenase activation. Biochem. J. 1997;325:495–500
  31. Calzada C, Véricel E, Mitel B, Coulon L, Lagarde M. 12(S)-Hydroperoxy-eicosatetraenoic acid increases arachidonic acid availability in collagen-primed platelets. J. Lipid Res. 2001;42:1467–1473
  32. Coulon L, Calzada C, Moulin P, Véricel E, Lagarde M. Activation of p38 mitogen-activated protein kinase/cytosolic phospholipase A2 cascade in hydroperoxide-stressed platelets. Free Radical Biol. Med. 2003;35:616–625
  33. Hong S, Gronert K, Devchand PR, Moussignac RL, Serhan CN. Novel docosatrienes and 17S-resolvins generated from docosahexaenoic acid in murine brain, human blood, and glial cells. Autacoids in anti-inflammation. J. Biol. Chem. 2003;278:14677–14687
  34. Serhan CN, Gotlinger K, Hong S, Arita M. Resolvins, docosatrienes, and neuroprotectins, novel omega-3-derived mediators, and their aspirin-triggered endogenous epimers: an overview of their protective roles in catabasis. Prostaglandins Other Lipid Mediat. 2004;73:155–172Review
  35. Dangi B, Oben M, Nauroth JM, Teymourlouei M, Needham M, Raman K, et al. Biogenic synthesis, purification, and chemical characterization of anti-inflammatory resolvins derived from docosapentaenoic acid (DPAn-6). J. Biol. Chem. 2009;284:14744–14759
  36. Arie A, Li PL, Wang W, Tang WX, Fredman G, Hong S, et al. The docosatriene protectin D1 is produced by TH2 skewing and promotes human T cell apoptosis via lipid raft clustering. J. Biol. Chem. 2005;270:43079–43086
  37. Mukherjee PK, Marcheselli VL, Serhan CN, Bazan NG. Neuroprotectin D1: a docosahexaenoic acid-derived docosatriene protects human retinal pigment epithelial cells from oxidative stress. Proc. Natl. Acad. Sci. USA. 2004;101:8491–8496
  38. Butovich IA. On the structure and synthesis of neuroprotectin D1, a novel anti-inflammatory compound of the docosahexaenoic acid family. J. Lipid Res. 2005;465:2311–2314
  39. Chen P, Fenet B, Michaud S, Tomczyk N, Véricel E, Lagarde M, et al. Full characterization of PDX, a neuroprotectin/protectin D1 isomer, which inhibits blood platelet aggregation. FEBS Lett. 2009;583:3478–3484

PII: S0952-3278(10)00061-X

doi: 10.1016/j.plefa.2010.02.017

Prostaglandins, Leukotrienes and Essential Fatty Acids
Volume 82, Issue 4 , Pages 227-230 , April 2010