Role of cytochrome P450 2C epoxygenases in hypoxia-induced cell migration and angiogenesis in retinal endothelial cells

Investigative Ophthalmology and Visual Science

Volumn 49, Issue 3, 2008, Pages 1242-1247

  Michaelis, U Ruth ^a   Xia, Ning ^a   Barbosa Sicard, Eduardo ^a   Falck, John R ^b   Fleming, Ingrid ^a  

^a GOETHE UNIVERSITY   (Germany)

^b UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

14,15 EPOXYEICOSA 5 ENOIC ACID; ANTISENSE OLIGONUCLEOTIDE; CYTOCHROME P450 2C; CYTOCHROME P450 2C EPOXYGENASE; CYTOCHROME P450 INHIBITOR; EPOXYICOSATRIENOIC ACID; SULFAPHENAZOLE; UNCLASSIFIED DRUG; 14,15 EPOXY 5,8,11 EICOSATRIENOIC ACID; 14,15-EPOXY-5,8,11-EICOSATRIENOIC ACID; AMIDE; CYTOCHROME P 450 CYP2C SUBFAMILY; CYTOCHROME P-450 CYP2C SUBFAMILY; CYTOCHROME P450; DIHOMO GAMMA LINOLENIC ACID; DRUG DERIVATIVE; ENZYME INHIBITOR; ICOSANOID; N METHYLSULFONYL 6 (2 PROPARGYLOXYPHENYL)HEXANAMIDE; N-METHYLSULFONYL-6-(2-PROPARGYLOXYPHENYL)HEXANAMIDE;

ANGIOGENESIS; ANIMAL CELL; ANIMAL CELL CULTURE; ARTICLE; CELL ASSAY; CELL HYPOXIA; CELL LEVEL; CELL MIGRATION; CELL PROLIFERATION; CONTROLLED STUDY; COW; ENDOTHELIUM CELL; ENZYME ACTIVITY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; RETINA CELL; SIGNAL TRANSDUCTION; WESTERN BLOTTING; ANIMAL; CATTLE; CELL MOTION; CULTURE TECHNIQUE; CYTOLOGY; DRUG ANTAGONISM; ENZYMOLOGY; FLUORESCENT ANTIBODY TECHNIQUE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METABOLISM; PHYSIOLOGY; RETINA BLOOD VESSEL; VASCULAR ENDOTHELIUM;

8,11,14-EICOSATRIENOIC ACID; AMIDES; ANIMALS; BLOTTING, WESTERN; CATTLE; CELL CULTURE TECHNIQUES; CELL HYPOXIA; CELL MOVEMENT; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 ENZYME SYSTEM; EICOSANOIDS; ENDOTHELIUM, VASCULAR; ENZYME INHIBITORS; FLUORESCENT ANTIBODY TECHNIQUE, INDIRECT; MASS SPECTROMETRY; NEOVASCULARIZATION, PHYSIOLOGIC; OLIGONUCLEOTIDES, ANTISENSE; RETINAL VESSELS; SULFAPHENAZOLE;

EID: 41949137570     PISSN: 01460404     EISSN: 15525783     Source Type: Journal    
DOI: 10.1167/iovs.07-1087     Document Type: Article

References (44)

1. Campbell WB, Gebremedhin D, Pratt PF, Harder DR. Identification of epoxyeicosatrienoic acids as endothelium-derived hyperpolarizing factors. Circ Res. 1996;78:415-423.
2. Fisslthaler B, Popp R, Kiss L, et al. Cytochrome P450 2C is an EDHF synthase in coronary arteries. Nature. 1999;401:493-497.
3. Fleming I. Epoxyeicosatrienoic acids, cell signaling and angiogenesis. Prostaglandins Other Lipid Médiat. 2007;82:60-67.
4. Chen JX, Zeng H, Tuo QH, Yu H, Meyrick B, Aschner JL. NADPH oxidase modulates myocardial Akt, ERK1/2 activation, and angiogenesis after hypoxia-reoxygenation. Am J Physiol Heart Circ Physiol. 2007;292:H1664-H1674.
5. 2+ entry in human and bovine endothelial cells. J Physiol. 1995;482(Pt 2):259-274.
6. Imig JD, Inscho EW, Deichamnn PC, Reddy KM, Falck JR. Afferent arteriolar vasodilation to the sulfonamide analog of 11,12-epoxyeicosatrienoic acid involves protein kinase A. Hypertension. 1999; 33:408-413.
7. Fleming I, Fisslthaler B, Michaelis UR, et al. The coronary endothelium-derived hyperpolarizing factor (EDHF) stimulates multiple signalling pathways and proliferation in vascular cens. Pflugers Arch. 2001;442:511-518.
8. Hoebel BG, Graier WF. 11,12-Epoxyeicosatrienoic acid stimulates tyrosine kinase activity in porcine aortic endothelial cells. Eur J Pharmacol. 1998;346:115-117.
9. Potente M, Michaelis UR, Fisslthaler B, Busse R, Fleming I. Cytochrome P450 2C9-induced endothelial cell proliferation involves induction of mitogen-activated protein (MAP) kinase phosphatase-1, inhibition of the c-Jun N-terminal kinase, and up-regulation of cyclin D1. J Biol Chem. 2002;277:15671-15676.
10. Watanabe H, Vriens J, Prenen J, Droogmans G, Voets T, Nilius B. Anandamide and arachidonic acid use epoxyeicosatrienoic acids to activate TRPV4 channels. Nature. 2003;424:434-438.
11. Chen JK, Capdevila J, Harris RC. Heparin-binding EGF-like growth factor mediates the biological effects of P450 arachidonate epoxygenase metabolites in epithelial cells. Proc Natl Acad Sci USA. 2002;99:6029-6034.
12. Michaelis UR, Fisslthaler B, Medhora M, Harder D, Fleming I, Busse R. Cytochrome P450 2C9-derived epoxyeicosatrienoic acids induce angiogenesis via cross-talk with the epidermal growth factor receptor (EGFR). FASEB J. 2003;17:770-772.
13. Michaelis UR, Fleming I. From endothelium-derived hyperpolarizing factor (EDHF) to angiogenesis: epoxyeicosatrienoic acids (EETs) and cell signaling. Pharmacol Ther. 2006;111:584-595.
14. Bauersachs J, Christ M, Ertl G, et al. Cytochrome P450 2C expression and EDHF-mediated relaxation in porcine coronary arteries is increased by cortisol. Cardiovasc Res. 2002;54:669-675.
15. Fisslthaler B, Hinsch N, Chataigneau T, et al. Nifedipine increases cytochrome P4502C expression and endothelium-derived hyper polarizing factor-mediated responses in coronary arteries. Hypertension. 2000;36:270-275.
16. Fisslthaler B, Michaelis UR, Randriamboavonjy V, Busse R, Fleming I. Cytochrome P450 epoxygenases and vascular tone: novel role for HMG-CoA reductase inhibitors in the regulation of CYP 2C expression. Biochim Biophys Acta. 2003;1619:332-339.
17. Michaelis UR, Falck JR, Schmidt R, Busse R, Fleming I. Cytochrome P4502C9-derived epoxyeicosatrienoic acids induce the expression of cyclooxygenase-2 in endothelial cells. Arterioscler Thromb Vase Biol. 2005;25:321-326.
18. Marden NY, Fiala-Beer E, Xiang SH, Murray M. Role of activator protein-1 in the down-regulation of the human CYP2J2 gene in hypoxia. Biochem J. 2003;373:669-680.
19. Alkayed NJ, Goyagi T, Joh HD, et al. Neuroprotection and P450 2C11 upregulation after experimental transient ischemic attack. Stroke. 2002;33:1677-1684.
20. Michaelis UR, Fisslthaler B, Barbosa-Sicard E, Falck JR, Fleming I, Busse R. Cytochrome P450 epoxygenases 2C8 and 2C9 are implicated in hypoxia-induced endothelial cell migration and angiogenesis. J Cell Sci. 2005;118:5489-5498.
21. Iliff JJ, Close LN, Selden NR, Alkayed NJ. A novel role for P450 eicosanoids in the neurogenic control of cerebral blood flow in the rat. Exp Physiol. 2007;92:653-658.
22. Seubert JM, Zeldin DC, Nithipatikom K, Gross GJ. Role of epoxyeicosatrienoic acids in protecting the myocardium following ischemia/reperfusion injury. Prostaglandins Other Lipid Mediat. 2007;82:50-59.
23. Gross GJ, Hsu A, Falck JR, Nithipatikom K. Mechanisms by which epoxyeicosatrienoic acids (EETs) elicit cardioprotection in rat hearts. J Mol Cell Cardiol. 2007;42:687-691.
24. Metea MR, Newman EA. Signalling within the neurovascular unit in the mammalian retina. Exp Physiol. 2007;92:635-640.
25. Gauthier KM, Deeter C, Krishna UM, et al. 14,15-Epoxyeicosa-5(Z)-enoic acid: a selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries. Circ Res. 2002;90:1028-1036.
26. Fleming I, Michaelis UR, Bredenkotter D, et al. Endothelium-derived hyperpolarizing factor synthase (cytochrome P450 2C9) is a functionally significant source of reactive oxygen species in coronary arteries. Circ Res. 2001;88:44-51.
27. Capetandes A, Gerritsen ME. Simplified methods for consistent and selective culture of bovine retinal endothelial cens and pericytes. Invest Ophthalmol Vis Sci. 1990;31:1738-1744.
28. Grasso E, Longo V, Coceani F, Giovanni GP. Cytochrome P450 expression and catalytic activity in coronary arteries and liver of cattle. Biochim Biophys Acta. 2005;1722:116-123.
29. Vernia S, Sanz-Gonzalez SM, Lopez-Garcia MP. Involvement of peroxynitrite on the early loss of p450 in short-term hepatocyte cultures. Adv Exp Med Biol. 2001;500:209-212.
30. Fradette C, Du Souich P. Effect of hypoxia on cytochrome P450 activity and expression. Curr Drug Metab. 2004;5:257-271.
31. Earley S, Pastuszyn A, Walker BR. Cytochrome p-450 epoxygenase products contribute to attenuated vasoconstriction after chronic hypoxia. Am J Physiol Heart Circ Physiol. 2003;285:H127-H136.
32. Pokreisz P, Fleming I, Kiss L, et al. Cytochrome P450 epoxygenase gene function in hypoxic pulmonary vasoconstriction and pulmonary vascular remodeling. Hypertension. 2006;47:762-770.
33. Jacobs ER, Zhu D, Gruenloh S, Lopez B, Medhora M. VEGF-induced relaxation of pulmonary arteries is mediated by endothelial cytochrome P-450 hydroxylase. Am J Physiol Lung Cell Mol Physiol. 2006;291:L369-L377.
34. Guo AM, Arbab AS, Falck JR, et al. Activation of vascular endothelial growth factor through reactive oxygen species mediates 20- hydroxyeicosatetraenoic acid-induced endothelial cell proliferation. J Pharmacol Exp Ther. 2007;321:18-27.
35. Capdevila JH, Falck JR. Biochemical and molecular characteristics of the cytochrome P450 arachidonic acid monooxygenase. Prostaglandins Other Lipid Médiat. 2000;62:271-292.
36. Ushio-Fukai M. Redox signaling in angiogenesis: role of NADPH oxidase. Cardiovasc Res. 2006;71:226-235.
37. Chen P, Guo M, Wygle D, et al. Inhibitors of cytochrome P450 4A suppress angiogenic responses. Am J Pathol. 2005;166:615-624.
38. Hardy P, Beauchamp M, Sennlaub F, et al. New insights into the retinal circulation: inflammatory lipid mediators in ischemic retinopathy. Prostaglandins Leukot Essent Fatty Acids. 2005;72:301-325.
39. 2 and generation of arachidonic acid. Circulation. 2003;108:1858-1864.
40. 2 receptor activation and cytochrome p450 products. Can J Physiol Pharmacol. 2007;85:404-412.
41. Sindhu RK, Koo JR, Sindhu KK, Ehdaie A, Farmand F, Roberts CK. Differential regulation of hepatic cytochrome P450 monooxygenases in streptozotocin-induced diabetic rats. Free Radic Res. 2006; 40:921-928.
42. Kamata K, Hosokawa M, Matsumoto T, Kobayashi T. Altered arachidonic acid-mediated responses in the perfused kidney of the streptozotocin-induced diabetic rat. J Smooth Muscle Res. 2006; 42:171-187.
43. Munzenmaier DH, Harder DR. Cerebral microvascular endothelial cell tube formation: role of astrocytic epoxyeicosatrienoic acid release. AmJ Physiol Heart Circ Physiol. 2000;278:H1163-H1167.
44. Zhang C, Harder DR. Cerebral capillary endothelial cell mitogenesis and morphogenesis induced by astrocytic epoxyeicosatrienoic acid. Stroke. 2002;33:2957-2964.