Epoxyeicosatrienoic acids, 20-hydroxyeicosatetraenoic acid, and renal microvascular function

Prostaglandins and Other Lipid Mediators

Volumn 104-105, Issue , 2013, Pages 2-7

  Imig, John D ^a  

^a MEDICAL COLLEGE OF WISCONSIN   (United States)

Author keywords

Afferent arteriole; Eicosatrienoic acid; Hydroxysatetraenoic acid; Hypertension; Kidney

Indexed keywords

20 HYDROXYICOSATETRAENOIC ACID; 20 HYDROXYICOSATETRAENOIC ACID AGONIST; CALCIUM ACTIVATED POTASSIUM CHANNEL; CYTOCHROME P450; ENDOTHELIUM DERIVED RELAXING FACTOR; EPOXIDE HYDROLASE; EPOXYICOSATRIENOIC ACID; EPOXYICOSATRIENOIC ACID AGONIST; UNCLASSIFIED DRUG; UNSATURATED FATTY ACID;

ANTIHYPERTENSIVE ACTIVITY; ARTERIOLE; CARDIOVASCULAR AUTOREGULATION; CONFERENCE PAPER; GENETIC ANALYSIS; HUMAN; HYPERTENSION; KIDNEY BLOOD FLOW; METABOLISM; MICROVASCULATURE; NONHUMAN; SMOOTH MUSCLE FIBER; VASOCONSTRICTION; VASODILATATION;

8,11,14-EICOSATRIENOIC ACID; ARACHIDONIC ACID; CYTOCHROME P-450 ENZYME SYSTEM; ENDOTHELIAL CELLS; ENDOTHELIUM, VASCULAR; EPOXIDE HYDROLASES; HUMANS; HYDROXYEICOSATETRAENOIC ACIDS; HYPERTENSION, RENAL; KIDNEY; LARGE-CONDUCTANCE CALCIUM-ACTIVATED POTASSIUM CHANNELS; MICROCIRCULATION; SMALL MOLECULE LIBRARIES; VASOCONSTRICTION; VASODILATION;

EID: 84879685602     PISSN: 10988823     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.prostaglandins.2013.01.002     Document Type: Conference Paper

References (70)

1. J.H. Capdevila, and J.R. Falck The CYP P450 arachidonic acid monooxygenases: from cell signaling to blood pressure regulation Biochem Biophys Res Commun 285 2001 571 576 (Pubitemid 32924808)
2. A.A. Spector, X. Fang, G.D. Snyder, and N.L. Weintraub Epoxyeicosatrienoic acids (EETs): metabolism and biochemical function Prog Lipid Res 43 2004 55 90 (Pubitemid 37433867)
3. H.R. Jacobson, S. Corona, and J.H. Capdevila Effects of epoxyeicosatrienoic acids on ion transport in the rabbit cortical collecting tubule P. Braquet, R.P. Garay, J.C. Frohlich, S. Nicosia, Prostaglandins, and membrane ion transport 1985 Raven Press New York 311 318
4. +)ATPase Nature 314 1985 620 622 (Pubitemid 15080837)
5. K.G. Proctor, J.R. Falck, and J. Capdevila Intestinal vasodilation by epoxyeicosatrienoic acids: arachidonic acid metabolites produced by a cytochrome P450 monooxygenase Circ Res 60 1987 50 59 (Pubitemid 17056930)
6. R.F. Furchgott, and P.M. Vanhoutte Endothelium-derived relaxing and contracting factors FASEB J 3 1989 2007 2018 (Pubitemid 19187609)
7. R. Busse, G. Edwards, M. Félétou, I. Fleming, P.M. Vanhoutte, and A.H. Weston EDHF: bringing the concepts together Trends Pharmacol Sci 23 2002 374 380
8. W.B. Campbell, D. Gebremedhin, P.F. Pratt, and D.R. Harder Identification of epoxyeicosatrienoic acids as endothelium-derived hyperpolarizing factors Circ Res 78 1996 415 423 (Pubitemid 26072547)
9. B. Fisslthaler, R. Popp, and L. Kiss Cytochrome P450 2C is an EDHF synthase in coronary arteries Nature 401 1999 493 497 (Pubitemid 29470209)
10. S.L. Archer, F.S. Gragasin, and X. Wu Endothelium-derived hyperpolarizing factor in human internal mammary artery is 11,12-epoxyeicosatrienoic acid and causes relaxation by activating smooth muscle BK(Ca) channels Circulation 107 2003 769 776 (Pubitemid 36222608)
11. Y.H. Ma, D. Gebremedhin, and M.L. Schwartzman 20-Hydroxyeicosatertraenoic acid is an endogenous vasoconstrictor of canine renal arcuate arteries Circ Res 72 1993 126 136
12. J.D. Imig, A.-P. Zou, D.E. Stec, D.R. Harder, J.R. Falck, and R.J. Roman Formation and actions of 20-hydroxyeicosatetraenoic acid in the renal microcirculation Am J Physiol Regul Integr Comp Physiol 270 1996 R217 R227
13. R.J. Roman P-450 metabolites of arachidonic acid in the control of cardiovascular function Physiol Rev 82 2002 131 185 (Pubitemid 34654217)
14. J.H. Capdevila, J.R. Falck, and J.D. Imig Roles of the cytochrome P450 arachidonic acid monooxygenases in the control of systemic blood pressure and experimental hypertension Kidney Int 72 2007 683 689 (Pubitemid 47373784)
15. M.L. Schwartzman, J.L. da Silva, F. Lin, M. Nishimura, and N.G. Abraham Cytochrome P450 4A expression and arachidonic acid omega-hydrolxylation in the kidney of the spontaneously hypertensive rat Nephron 73 1996 652 663 (Pubitemid 26258202)
16. J.D. Imig, J.R. Falck, D. Gebremedhin, D.R. Harder, and R.J. Roman Elevated renovascular tone in young spontaneously hypertensive rats: role of cytochrome P450 Hypertension 22 1993 357 364 (Pubitemid 23254084)
17. J.D. Imig, A.-P. Zou, P.R. Ortiz de Montellano, Z. Sui, and R.J. Roman Cytochrome P450 inhibitors alter the afferent arteriolar response to elevations in perfusion pressure Am J Physiol Heart Circ Physiol 266 1994 H1879 H1885 (Pubitemid 24172127)
18. A.-P. Zou, J.D. Imig, P.R. Ortiz de Montellano, Z. Sui, and R.J. Roman Inhibition of renal vascular 20-HETE impairs autoregulation of renal blood flow Am J Physiol Renal Physiol 266 1994 F275 F282
19. A.-P. Zou, J.D. Imig, P.R. Ortiz de Montellano, Z. Sui, J.R. Falck, and R.J. Roman Effect of P-450 ω-hydroxylase metabolites of arachidonic acid on tubuloglomerular feedback Am J Physiol Renal Physiol 266 1994 F934 F941
20. M.H. Wang, E. Brand-Schieber, and B.A. Zand Cytochrome P450-derived arachidonic acid metabolism in the rat kidney: characterization of selective inhibitors J Pharmacol Exp Ther 284 1998 966 973 (Pubitemid 28130824)
21. J.D. Imig, J.R. Falck, and E.W. Inscho Contribution of cytochrome P450 epoxygenase and hydroxylase pathways to afferent arteriolar autoregulatory responsiveness Br J Pharmacol 127 1999 1399 1405 (Pubitemid 29358940)
22. E.W. Inscho, A.K. Cook, and L.G. Navar Pressure-mediated vasoconstriction of juxtamedullary afferent arterioles involves P2-purinoceptor activation Am J Physiol Renal Fluid Electrolyte Physiol 271 1996 F1077 F1085 (Pubitemid 26406006)
23. E.W. Inscho, A.K. Cook, J.D. Imig, C. Vial, and R.J. Evans Physiological role for P2X1 receptors in renal microvascular autoregulatory behavior J Clin Invest 112 2003 1895 1905 (Pubitemid 38063713)
24. X. Zhao, J.R. Falck, V.R. Gopal, E.W. Inscho, and J.D. Imig P2X receptor stimulated calcium responses in preglomerular smooth muscle cells involves 20-hydroxyeicosatetraenoic acid J Pharmacol Exp Ther 311 2004 1211 1217 (Pubitemid 39612729)
25. X. Zhao, E.W. Inscho, M. Bondlela, J.R. Falck, and J.D. Imig The CYP450 hydroxylase pathway contributes to P2X receptor-mediated afferent arteriolar vasoconstriction Am J Physiol Heart Circ Physiol 281 2001 H2089 H2096
26. J.D. Imig Epoxide hydrolase and epoxygenase metabolites as therapeutic targets for renal diseases Am J Physiol Renal Physiol 289 2005 F496 F503 (Pubitemid 41208461)
27. J.D. Imig, L.G. Navar, R.J. Roman, K.K. Reddy, and J.R. Falck Actions of epoxygenase metabolites on the preglomerular vasculature J Am Soc Nephrol 7 1996 2364 2370 (Pubitemid 27465940)
28. +-channel activity Am J Physiol Renal Physiol 270 1996 F822 F832 (Pubitemid 26178768)
29. J.D. Imig, J.R. Falck, S. Wei, and J.H. Capdevila Epoxygenase metabolites contribute to the nitric oxide-independent afferent arteriolar vasodilation to bradykinin J Vasc Res 38 2001 247 255 (Pubitemid 32588837)
30. E. Bussemaker, R. Popp, and B. Fisslthaler Aged spontaneously hypertensive rats exhibit a selective loss of EDHF-mediated relaxation in the renal artery Hypertension 42 2003 562 568 (Pubitemid 37237354)
31. J.V. Mombouli, and P.M. Vanhoutte Endothelium-derived hyperpolarizing factor(s) and the potentiation of kinins by converting enzyme Am J Hypertens 8 1995 19S 27S
32. H. Matsuda, K. Hayashi, and S. Wakino Role of endothelium-derived hyperpolarizing factor in ACE inhibitor-induced renal vasodilation in vivo Hypertension 43 2004 603 609 (Pubitemid 38282435)
33. 2A receptors Br J Pharmacol 141 2004 441 448 (Pubitemid 38297007)
34. V. Sudhahar, S. Shaw, and J.D. Imig Epoxyeicosatrienoic acid analogs and vascular function Curr Med Chem 17 2010 1181 1190
35. J.D. Imig, E.W. Inscho, P.C. Deichmann, K.M. Reddy, and J.R. Falck Afferent arteriolar vasodilation to the sulfonimide analog of 11,12-epoxyeicosatrienoic acid involves protein kinase A Hypertension 33 1999 408 413 (Pubitemid 29065693)
36. J.K. Chen, J.R. Falck, K.M. Reddy, J. Capdevila, and R.C. Harris Epoxyeicosatrienoic acids and their sulfonimide derivatives stimulate tyrosine phosphorylation and induce mitogenesis in renal epithelial cells J Biol Chem 273 1998 29254 29261 (Pubitemid 28507627)
37. J.R. Falck, U.M. Krishna, and Y.K. Reddy Comparison of vasodilatory properties of 14,15-EET analogs: structural requirements for dilation Am J Physiol Heart Circ Physiol 284 2003 H337 H349 (Pubitemid 36076302)
38. + channels Microcirculation 15 2008 137 150 (Pubitemid 351228638)
39. 2+-activated K+ channels contribute to 11,12-epoxyeicosatrienoic acid analog mediated mesenteric arterial relaxation Prostaglandins Other Lipid Mediat 83 2007 50 61 (Pubitemid 46149401)
40. H. Watanabe, J. Vriens, J. Prenen, G. Droogmans, T. Voets, and B. Nilius Anandamide and arachidonic acid use epoxyeicosatrienoic acids to activate TRPV4 channels Nature 424 2003 434 438 (Pubitemid 36917492)
41. 2+ signaling complex with ryanodine receptors and BKCa channels Circ Res 97 2006 1270 1279
42. 2+ signaling and hyperpolarization in endothelial cells Arterioscler Thromb Vasc Biol 27 2007 2612 2618 (Pubitemid 350158913)
43. A.E. Loot, R. Popp, B. Fisslthaler, J. Vriens, B. Nilius, and I. Fleming Role of cytochrome P450-dependent transient receptor potential V4 activation in flow-induced vasodilatation Cardiovasc Res 80 2008 445 452
44. P.L. Li, and W.B. Campbell Epoxyeicosatrienoic acids activate K+ channels in coronary smooth muscle through a guanine nucleotide binding protein Circ Res 80 1997 877 884 (Pubitemid 27230063)
45. P.L. Li, C.L. Chen, R. Bortell, and W.B. Campbell 11,12- Epoxyeicosatrienoic acid stimulates endogenous mono-ADP-ribosylation in bovine coronary arterial smooth muscle Circ Res 85 1999 349 356 (Pubitemid 29398867)
46. P.L. Li, D.X. Zhang, Z.D. Ge, and W.B. Campbell Role of ADP-ribose in 11,12-EET-induced activation of K(Ca) channels in coronary arterial smooth muscle cells Am J Physiol Heart Circ Physiol 282 2002 H1229 H1236 (Pubitemid 34654873)
47. W. Yang, V.R. Tuniki, S. Anjaiah, J.R. Falck, C.J. Hillard, and W.B. Campbell Characterization of epoxyeicosatrienoic acid binding site in U937 membranes using a novel radiolabeled agonist, 20-125i-14,15-epoxyeicosa-8(Z)- enoic acid J Pharmacol Exp Ther 324 2008 1019 1027 (Pubitemid 351397827)
48. K.M. Gauthier, J.R. Falck, L.M. Reddy, and W.B. Campbell 14,15-EET analogs: characterization of structural requirements for agonist and antagonist activity in bovine coronary arteries Pharmacol Res 49 2004 515 524 (Pubitemid 38338661)
49. K.M. Gauthier, C. Deeter, and U.M. Krishna 14,15-Epoxyeicosa-5(Z)-enoic acid: a selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries Circ Res 90 2002 1028 1036 (Pubitemid 34633870)
50. I.A. Bukhari, A.J. Shah, and K.M. Gauthier 11,12,20-Trihydroxy-eicosa- 8(Z)-enoic acid: a selective inhibitor of 11,12-EET induced relaxations of bovine coronary and rat mesenteric arteries Am J Physiol Heart Circ Physiol 302 2012 H1574 H1583
51. K. Athirakul, J.A. Bradbury, and J.P. Graves Increased blood pressure in mice lacking cytochrome P450 2J5 FASEB J 22 2008 4096 4108
52. C.R. Lee, J.D. Imig, and M.L. Edin Endothelial expression of human cytochrome P450 epoxygenases lowers blood pressure and attenuates hypertension-induced renal injury in mice FASEB J 24 2010 3770 3781
53. J.D. Imig, B.T. Pham, E.A. LeBlanc, J.R. Falck, and E.W. Inscho Cytochrome P450 and cyclooxygenase metabolites contribute to the endothelin-1 afferent arteriolar vasoconstrictor and calcium responses Hypertension 35 2000 307 312 (Pubitemid 30054191)
54. M. Manhiani, J.E. Quigley, and S.F. Knight Soluble epoxide hydrolase gene deletion attenuates renal injury and inflammation with DOCA-salt hypertension Am J Physiol Renal Physiol 297 2009 F740 F748
55. C.J. Sinal, M. Miyata, M. Tohkin, K. Nagata, J.R. Bend, and F.J. Gonzalez Targeted disruption of soluble epoxide hydrolase reveals a role in blood pressure regulation J Biol Chem 275 2000 40504 40510 (Pubitemid 32064687)
56. X. Zhao, D.M. Pollock, E.W. Inscho, D.C. Zeldin, and J.D. Imig Decreased renal cytochrome P450 2C enzymes and impaired vasodilation are associated with salt-sensitive hypertension Hypertension 41 2003 709 714 (Pubitemid 36314579)
57. K. Nakagawa, V.J. Holla, and Y. Wei Salt-sensitive hypertension is associated with dysfunctional Cyp4a10 gene and kidney epithelial sodium channel J Clin Invest 116 2006 1696 1702
58. X. Zhao, T. Yamamoto, and J.W. Newman Soluble epoxide hydrolase inhibition protects the kidney from hypertension-induced damage J Am Soc Nephrol 15 2004 1244 1253 (Pubitemid 38526005)
59. J.D. Imig, X. Zhao, J.H. Capdevila, C. Morisseau, and B.D. Hammock Soluble epoxide hydrolase inhibition lowers arterial blood pressure in angiotensin II hypertension Hypertension 39 2002 690 694 (Pubitemid 34165207)
60. J.D. Imig, X. Zhao, J.R. Falck, S. Wei, and J.H. Capdevila Enhanced renal microvascular reactivity to angiotensin II in hypertension is ameliorated by the sulfonimide analog of 11,12-epoxyeicosatrienoic acid J Hypertens 19 2001 983 992 (Pubitemid 32436964)
61. J.D. Imig, and B.D. Hammock Soluble epoxide hydrolase as a therapeutic target for cardiovascular diseases Nat Rev Drug Discov 8 2009 794 805
62. O. Jung, R.P. Brandes, and I.H. Kim Soluble epoxide hydrolase is a main effector of angiotensin II-induced hypertension Hypertension 45 2005 759 765 (Pubitemid 40418378)
63. J.J. Olearczyk, J.E. Quigley, and B.C. Mitchell Administration of a substituted adamantyl urea inhibitor of soluble epoxide hydrolase protects the kidney from damage in hypertensive Goto-Kakizaki rats Clin Sci (Lond) 116 2009 61 70
64. K. Sodhi, K. Inoue, and K.H. Gotlinger Epoxyeicosatrienoic acid agonist rescues the metabolic syndrome phenotype of HO-2-null mice J Pharmacol Exp Ther 331 2009 906 916
65. J.D. Imig, A. Elmarakby, and K. Nithipatikom Development of epoxyeicosatrienoic acid analogs with in vivo anti-hypertensive actions Front Vasc Physiol 1 2010 157
66. J.D. Imig Targeting epoxides for organ damage in hypertension J Cardiovasc Pharmacol 56 2010 329 335
67. P. Minuz, H. Jiang, and C. Fava Altered release of cytochrome P450 metabolites of arachidonic acid in renovascular disease Hypertension 51 2008 1379 1385 (Pubitemid 351555953)
68. V.R. Holla, F. Adas, and J.D. Imig Alterations in the regulation of androgen-sensitive Cyp 4a monooxygenases cause hypertension Proc Natl Acad Sci USA 98 2001 5211 5216 (Pubitemid 32397108)
69. K. Sodhi, C.C. Wu, and J. Cheng CYP4A2-induced hypertension is 20-HETE and angiotensin II-dependent Hypertension 56 2010 871 878
70. V. Certikova Chabova, A. Walkowska, and E. Kompanowska-Jezierska Combined inhibition of 20-hydroxyeicosatetraenoic acid formation and of epoxyeicosatrienoic acids degradation attenuates hypertension and hypertension-induced end-organ damage in Ren-2 transgenic rats Clin Sci (Lond) 118 2010 617 632