Epoxyeicosatrienoic acids constrict isolated pressurized rabbit pulmonary arteries

American Journal of Physiology - Lung Cellular and Molecular Physiology

Volumn 278, Issue 2 22-2, 2000, Pages

  Zhu, Daling ^a   Bousamra II, Michael ^a   Zeldin, Darryl C ^d   Falck, John R ^b   Townsley, Mary ^c   Harder, David R ^a   Roman, Richard J ^a   Jacobs, Elizabeth R ^a,e  

^a MEDICAL COLLEGE OF WISCONSIN   (United States)

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

^c UNIVERSITY OF SOUTH ALABAMA COLLEGE OF MEDICINE   (United States)

^d NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

^e Cardiovascular Research Center   (United States)

Author keywords

Arachidonic acid; Cytochrome P 450; Eicosanoid metabolism; Pulmonary vascular tone; Vasodilator

Indexed keywords

15 HYDROXY 11ALPHA,9ALPHA EPOXYMETHANOPROSTA 5,13 DIENOIC ACID; 7 [3 [(4 PHENYLSEMICARBAZIDO)METHYL] 7 OXABICYCLO[2.2.1]HEPT 2 YL] 5 HEPTENOIC ACID; ARACHIDONIC ACID; CYTOCHROME P450 ISOENZYME; ENZYME INHIBITOR; IBUPROFEN; ICOSATRIENOIC ACID; INDOMETACIN; PHENYLEPHRINE;

ANIMAL TISSUE; ARTICLE; BLOOD VESSEL REACTIVITY; BLOOD VESSEL TONE; CONCENTRATION RESPONSE; CONTROLLED STUDY; LUNG VASOCONSTRICTION; MICROSOME; NONHUMAN; PRIORITY JOURNAL; PROSTAGLANDIN METABOLISM; PULMONARY ARTERY; RABBIT; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; VASCULAR ENDOTHELIUM;

EID: 0034014269     PISSN: 10400605     EISSN: None     Source Type: Journal    
DOI: 10.1152/ajplung.2000.278.2.l335     Document Type: Article

References (48)

1. Alkayed, N. J., E. K. Birks, A. G. Hudetz, R. J. Roman, and D. R. Harder. Inhibition of brain P-450 arachidonic acid epoxygenase decreases baseline cerebral blood flow. Am. J. Physiol. Heart Circ. Physiol. 271: H1541-H1546, 1996.
2. Alkayed, N. J., E. K. Birks, J. Narayanan, K. A. Petrie, A. E. Kohler-Cabot, and D. R. Harder. Role of P-450 arachidonic acid epoxygenase in the response of cerebral blood flow to glutamate in rats. Stroke 28: 1066-1072, 1997.
3. Altiere R. J., J. A. Kiritsy-Roy, and J. D. Catravas. Acetylcholine-induced contractions in isolated rabbit pulmonary arteries: role of thromboxane A2. J. Pharmacol Exp. Ther. 236: 535-451, 1986.
4. Amruthesh, S. C., J. R. Falck, and E. F. Ellis. Brain synthesis and cerebrovascular action of epoxygenase metabolites of arachidonic acid. J. Neurochem. 58: 503-510, 1992.
5. Bailey, J. R., W. Bryant, J. Whiting, and K. Salata. Characterization of 11-HETE and 15-HETE together with prostacyclin, as major products of the cyclooxygenase pathway in cultured rat aorta smooth muscle cells. J. Lipid Res. 24: 1419-1428, 1983.
6. Birks, E. K., M. Bousamra, K. Presberg, J. A. Marsh, R. M. Effros, and E. R. Jacobs. Human pulmonary arteries dilate to 20-HETE, an endogenous eicosanoid of lung tissue. Am. J. Physiol. Lung Cell. Mol. Physiol. 272: L823-L829, 1997.
7. Bradford, M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72: 248-254, 1976.
8. Capdevila, J. H., D. Zedlin, K. Makta, A. Karar, and J. R. Falck. Cytochrome P450 and the metabolism of arachidonic acid and oxygenated eicosanoids. In: Cytochrome P450: Structure, Mechanism, and Biochemistry, edited by Ortiz de Montellano. New York: Plenum, 1995, p. 443-471.
9. Carroll, M. A., M. Balazy, P. Margiotta, J. R. Falck, and J. C. McGiff. Renal vasodilator activity of 5,6-epoxyeicosatrienoic acid depends upon conversion by cyclooxygenase and release of prostaglandins. J. Biol. Chem. 268: 12260-12266, 1993.
10. Carroll, M. A., and J. C. McGiff. Renal cytochrome P450-dependent eicosanoids. Adv. Exp. Biol. 407: 255-260, 1997.
11. Corey, E. J., H. Niwa, and J. R. Falck. Selective epoxidation of eicosa-cis-5,8,11,14-tetraenoic (arachidonic) acid and eicosa-cis-8,11,14-trienoic acid. J. Am. Chem. Soc. 101: 1586-1587, 1979.
12. Cowley, A. W., and R. J. Roman. The role of the kidney in hypertension. JAMA 275: 1581-1589, 1996.
13. Devereux, T. R., B. A. Domin, and R. M. Philpot. Xenobiotic metabolism by isolated pulmonary cells. Pharmacol. Ther. 41: 243-256, 1989.
14. Ellis, E. F., R. J. Police, L. Yancey, J. S. McKinney, and S. C. Amruthesh. Dilation of cerebral arterioles by cytochrome P-450 metabolites of arachidonic acid. Am. J. Physiol. Heart Circ. Physiol. 259: H1171-H1177, 1990.
15. Gebremedhin, D., Y.-H. Ma, J. R. Falck, R. J. Roman, M. VanRollins, and D. R. Harder. Role of cytochrome P-450 enzymes and metabolites of arachidonic acid in the control of vascular tone. J. Vasc. Res. 32: 79-92, 1992.
16. 2+ pool-depleted cells is mediated by specific epoxyeicosatrienoic acids derived from arachidonic acid. J. Biol. Chem. 272: 29547-29553, 1997.
17. Guyton, J. R., D. T. Dao, and K. L. Kindsay. Endothelial denudation and myointimal thickening in the rat carotid artery induced by the passage of bubbles. Exp. Mol. Pathol. 40: 340-348, 1984.
18. Harder, D. R., W. B. Campbell, and R. J. Roman. Role of cytochrome P-450 enzymes and metabolites of arachidonic acid in the control of vascular tone. J. Vasc. Res. 32: 79-92, 1995.
19. Harder, D. R., D. Gebremedhin, J. Narayanan, C. Jefcoate, J. R. Falck, W. B. Campbell, and R. J. Roman. Formation and action of a P-450 metabolite of arachidonic acid in cat cerebral microvessels. Am. J. Physiol. Heart Circ. Physiol. 266: H2098-H2107, 1994.
20. Hoebel, B. G., and W. F. Graier. 11,12-Epoxyeicosatrienoic acid stimulates tyrosine kinase activity in porcine aortic endothelial cells. Eur. J. Pharmacol. 346: 115-117, 1998.
21. Holtzman, M. J. Arachidonic acid metabolism: implications of biological chemistry for lung function and disease. Am. Rev. Respir. Dis. 143: 188-203, 1991.
22. Jacobs, E. R., R. M. Effros, J. R. Falck, K. M. Reddy, W. B. Campbell, and D. Zhu. Airway synthesis of 20-HETE: metabolism by cyclooxygenase to a bronchodilator. Am. J. Physiol. Lung Cell. Mol. Physiol. 276: L280-L288, 1999.
23. Juncos, L. A., S. Ito, C. O. A. Carretero, and J. L. Garvin. Removal of endothelium-dependent relaxation by antibody and complement in afferent arterioles. Hypertension 231, Suppl.: 154-159, 1994.
24. Knickle, L. C., and J. R. Bend. Bioactivation of arachidonic acid by the cytochrome P450 monochrome oxygenases of guinea pig lung: the orthologe of cytochrome P450 2B4 is solely responsible for formation of epoxyeicosatetraenoic acids. Mol. Pharmacol. 45: 1273-1280, 1993.
25. McGiff, J. C. Cytochrome P450 metabolism of arachidonic acid. Annu. Rev. Pharmacol. Toxicol. 31: 339-369, 1991.
26. Meade, E. A., W. L. Smith, and D. L. DeWitt. Differential inhibition of prostaglandin endoperoxide synthase (cyclooxygenase) isozymes by aspirin and other nonsteroidal anti-inflammatory drugs. J. Biol. Chem. 268: 6610-6614, 1993.
27. Muerhoff, A. S., D. E. Williams, M. T. Leithauser, V. E. Jackson, M. R. Waterman, and B. S. S. Masters. Regulation of the induction of a cytochrome P-450 prostaglandin ω hydroxylase by pregnancy in rabbit lung. Proc. Natl. Acad. Sci. USA 84: 7911-7914, 1987.
28. Nebert, D. W., and R. A. McKinnon. Cytochrome P450: evolution and functional diversity. Prog. Liver Dis. 12: 63-97, 1994.
29. Nguyen, X., M. H. Wang, K. M. Reddy, and J. R. Falck. Kinetic profile of the rat CYP4A isoforms: arachidonic acid metabolism and isoform-specific inhibitors. Am. J. Physiol. Regulatory Integrative Comp. Physiol. 276: R1691-R1700, 1999.
30. 1 and (6)-epoxy-PGH. FEES Lett. 172: 279-293, 1984.
31. Peri, K. G., D. R. Varma, and S. Chemtob. Stimulation of prostaglandin G/H synthase-2 expression by arachidonic acid monooxygenase product, 14,15-epoxyeicosatrienoic acid. FEBS Lett. 416: 269-272, 1997.
32. Powell, W. S., and S. Solomon. Formation of 20-hydroxyprostaglandins by lungs of pregnant rabbits. J. Biol. Chem. 253: 4609-4616, 1978.
33. Roman, L. J., C. N. A. Palmer, J. E. Clark, A. S. Muerhoff, K. J. Griffin, E. F. Johnson, and B. S. S. Masters. Expression of rabbit cytochromes P4504A which catalyze the ω-hydroxylation of arachidonic acid, fatty acids, and prostaglandins. Arch. Biochem. Biophys. 307: 57-65, 1993.
34. Rosolowsky, M., and W. B. Campbell. Role of PGI2 and epoxyeicosatrienoic acids in relaxation of bovine coronary arteries to arachidonic acid. Am. J. Physiol. Heart Circ. Physiol. 264: H327-H335, 1993.
35. Rosolowsky, M., J. R. Falck, J. T. Willerson, and W. B. Campbell. Synthesis of lipoxygenase and epoxygenase products of arachidonic acid by normal and stenosed canine coronary arteries. Circ. Res. 66: 608-621, 1990.
36. Sakairi, Y., H. R. Jacobson, T. D. Noland, J. H. Capdevila, J. R. Falck, and M. D. Breyer. 5,6-EET inhibits ion transport in collecting duct by stimulated endogenous prostaglandin synthesis. Am. J. Physiol. Renal Fluid Electrolyte Physiol. 268: F931-F939, 1995.
37. Shimoda, L. A., N. A. Norins, and J.A. Madden. Flow-induced responses in cat isolated pulmonary arteries. J. Appl. Physiol. 83: 1617-1622, 1997.
38. Stephenson, A. J., R. S. Sprague, and A. J. Lonigro. 5,6-Epoxyeicosatrienoic acid reduces increase in pulmonary vascular resistance in the dog. Am. J. Physiol. Heart Circ. Physiol. 275: H100-H109, 1998.
39. Stephenson, A. J., R. S. Sprague, N. L. Weintraub, L. McMurdo, and A. J. Lonigro. Inhibition of cytochrome P-450 attenuates hypoxemia of acute lung injury in dogs. Am. J. Physiol. Heart Circ. Physiol. 275: H1355-H1362, 1998.
40. Takahashi, K., J. Capdevila, A. Karara, J. R. Falck, H. R. Jacobson, and K. F. Badr. Cytochrome P-450 arachidonate metabolites in rat kidney: characterization and hemodynamic responses. Am. J. Physiol. Renal Fluid Electrolyte Physiol. 258: F781-F789, 1990.
41. Tan, J. Z., G. Kaley, and G. H. Gurtner. Nitric oxide and prostaglandins mediate vasodilation to 5,6-EET in rabbit lung. Adv. Exp. Med. Biol. 407: 561-566, 1997.
42. Wang, M. H., E. Brand-Schieber, B. A. Zand, X. Nguyen, J. R. Falck, N. Blau, and M. L. Schwartzman. Cytochrome P450-derived arachidonic acid metabolism in the rat kidney: characterization of selective inhibitors. J. Pharmacol. Exp. Ther. 284: 966-973, 1998.
43. Williams, D. E., S. E. Hale, R. T. Okita, and B. S. S. Masters. A prostaglandin ω-hydroxylase cytochrome P-450 (P-450PGω) purified from lungs of pregnant rabbits. J. Biol. Chem. 259: 14600-14608, 1984.
44. Zeldin, D. C., J. Foley, X. Ma, J. E. Boyle, J. M. S. Pascual, C. R. Moomaw, K. B. Tomer, C. Steenbergen, and S. Wu. CYP2J subfamily P450s in the lung: expression, localization and potential functional significance. Mol. Pharmacol. 50: 1111-1117, 1996.
45. Zeldin, D. C., J. D. Plitman, J. Kobaytashi, R. F. Miller, J. R. Snapper, J. R. Falck, J. L. Szarek, R. M. Philpot, and J. H. Capdevila. The rabbit pulmonary cytochrome P450 arachidonic acid metabolic pathway: characterization and significance. J. Clin. Invest. 95: 2150-2160, 1995.
46. Zhang, J. Y., C. Prakash, K. Yamashita, and I. A. Blair. Regiospecific and enantioselective metabolism of 8,9-epoxyeicosatrienoic acid by cyclooxygenase. Biochem. Biophys. Res. Commun. 183: 138-143, 1992.
47. Zhu, D., R. M. Effros, D. R. Harder, R. J. Roman, and E. R. Jacobs. Tissue sources of cP450 4A and 20-HETE synthesis in rabbit lungs. Am. J. Respir. Cell Mol. Biol. 19: 121-128, 1998.
48. + channel activity. Am. J. Physiol. Renal Fluid Electrolyte Physiol. 270: F822-F832, 1996.