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Volumn 57, Issue 1, 2016, Pages 109-119

Cytochrome P450-derived epoxyeicosatrienoic acids and coronary artery disease in humans: A targeted metabolomics study

Author keywords

Arachidonic acid; AthErosclerosis; Eicosanoids; Heart; Inflammation; Pharmacometabolomics; Precision medicine

Indexed keywords

11,12 DIHYDROXYEICOSATRIENOIC ACID; 11,12 EPOXYEICOSATRIENOIC ACID; 14,15 DIHYDROXYEICOSATRIENOIC ACID; 14,15 EPOXY 5,8,11 ICOSATRIENOIC ACID; 5,6 DIHYDROXYEICOSATRIENOIC ACID; 8,9 DIHYDROXYEICOSATRIENOIC ACID; 8,9 EPOXYEICOSATRIENOIC ACID; BIOLOGICAL MARKER; CYTOCHROME P450; EPOXYICOSATRIENOIC ACID; ICOSANOID; LIPOXYGENASE; PROSTAGLANDIN SYNTHASE; UNCLASSIFIED DRUG; ARACHIDONIC ACID; ARACHIDONIC ACID DERIVATIVE; DIHOMO GAMMA LINOLENIC ACID; HYDROXYICOSATETRAENOIC ACID;

EID: 84956789017     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.M061697     Document Type: Article
Times cited : (55)

References (51)
  • 2
    • 84890962687 scopus 로고    scopus 로고
    • Molecular insights provide the critical path to disease mitigation
    • Waldman, S. A., and A. Terzic. 2014. Molecular insights provide the critical path to disease mitigation. Clin. Pharmacol. Ther. 95: 3-7.
    • (2014) Clin. Pharmacol. Ther. , vol.95 , pp. 3-7
    • Waldman, S.A.1    Terzic, A.2
  • 3
    • 33744520321 scopus 로고    scopus 로고
    • Cytochromes P450 as versatile biocatalysts
    • Bernhardt, R. 2006. Cytochromes P450 as versatile biocatalysts. J. Biotechnol. 124: 128-145.
    • (2006) J. Biotechnol. , vol.124 , pp. 128-145
    • Bernhardt, R.1
  • 4
    • 0035965327 scopus 로고    scopus 로고
    • Epoxygenase pathways of arachidonic acid metabolism
    • Zeldin, D. C. 2001. Epoxygenase pathways of arachidonic acid metabolism. J. Biol. Chem. 276: 36059-36062.
    • (2001) J. Biol. Chem. , vol.276 , pp. 36059-36062
    • Zeldin, D.C.1
  • 5
    • 74149087263 scopus 로고    scopus 로고
    • Cytochrome P450 epoxygenases, soluble epoxide hydrolase, and the regulation of cardiovascular inflammation
    • Deng, Y., K. N. Theken, and C. R. Lee. 2010. Cytochrome P450 epoxygenases, soluble epoxide hydrolase, and the regulation of cardiovascular inflammation. J. Mol. Cell. Cardiol. 48: 331-341.
    • (2010) J. Mol. Cell. Cardiol. , vol.48 , pp. 331-341
    • Deng, Y.1    Theken, K.N.2    Lee, C.R.3
  • 6
    • 84856747668 scopus 로고    scopus 로고
    • Epoxides and soluble epoxide hydrolase in cardiovascular physiology
    • Imig, J. D. 2012. Epoxides and soluble epoxide hydrolase in cardiovascular physiology. Physiol. Rev. 92: 101-130.
    • (2012) Physiol. Rev. , vol.92 , pp. 101-130
    • Imig, J.D.1
  • 7
    • 84904751780 scopus 로고    scopus 로고
    • Epoxyeicosatrienoic acids and cardioprotection: The road to translation
    • Oni-Orisan, A., N. Alsaleh, C. R. Lee, and J. M. Seubert. 2014. Epoxyeicosatrienoic acids and cardioprotection: the road to translation. J. Mol. Cell. Cardiol. 74: 199-208.
    • (2014) J. Mol. Cell. Cardiol. , vol.74 , pp. 199-208
    • Oni-Orisan, A.1    Alsaleh, N.2    Lee, C.R.3    Seubert, J.M.4
  • 9
    • 34247182994 scopus 로고    scopus 로고
    • CYP2J2 and CYP2C8 polymorphisms and coronary heart disease risk: The Atherosclerosis Risk in Communities (ARIC) study
    • Lee, C. R., K. E. North, M. S. Bray, D. J. Couper, G. Heiss, and D. C. Zeldin. 2007. CYP2J2 and CYP2C8 polymorphisms and coronary heart disease risk: the Atherosclerosis Risk in Communities (ARIC) study. Pharmacogenet. Genomics. 17: 349-358.
    • (2007) Pharmacogenet. Genomics. , vol.17 , pp. 349-358
    • Lee, C.R.1    North, K.E.2    Bray, M.S.3    Couper, D.J.4    Heiss, G.5    Zeldin, D.C.6
  • 10
    • 33745222033 scopus 로고    scopus 로고
    • Genetic variation in soluble epoxide hydrolase (EPHX2) and risk of coronary heart disease: The Atherosclerosis Risk in Communities (ARIC) study
    • Lee, C. R., K. E. North, M. S. Bray, M. Fornage, J. M. Seubert, J. W. Newman, B. D. Hammock, D. J. Couper, G. Heiss, and D. C. Zeldin. 2006. Genetic variation in soluble epoxide hydrolase (EPHX2) and risk of coronary heart disease: the Atherosclerosis Risk in Communities (ARIC) study. Hum. Mol. Genet. 15: 1640-1649.
    • (2006) Hum. Mol. Genet. , vol.15 , pp. 1640-1649
    • Lee, C.R.1    North, K.E.2    Bray, M.S.3    Fornage, M.4    Seubert, J.M.5    Newman, J.W.6    Hammock, B.D.7    Couper, D.J.8    Heiss, G.9    Zeldin, D.C.10
  • 11
    • 84878518571 scopus 로고    scopus 로고
    • Mass spectrometry based lipidomics: An overview of technological platforms
    • Köfeler, H. C., A. Fauland, G. N. Rechberger, and M. Trötzmüller. 2012. Mass spectrometry based lipidomics: an overview of technological platforms. Metabolites. 2: 19-38.
    • (2012) Metabolites. , vol.2 , pp. 19-38
    • Köfeler, H.C.1    Fauland, A.2    Rechberger, G.N.3    Trötzmüller, M.4
  • 12
    • 84901739636 scopus 로고    scopus 로고
    • 2011 ACCF/AHA/SCAI guideline for percutaneous coronary intervention: A report of the American College of Cardiology Foundation/American Heart Association Task Force on Practice Guidelines and the Society for Cardiovascular Angiography and Interventions
    • Levine, G. N., E. R. Bates, J. C. Blankenship, S. R. Bailey, J. A. Bittl, B. Cercek, C. E. Chambers, S. G. Ellis, R. A. Guyton, S. M. Hollenberg, et al.; American College of Cardiology Foundation, American Heart Association Task Force on Practice Guidelines, and Society for Cardiovascular Angiography and Interventions. 2013. 2011 ACCF/AHA/SCAI guideline for percutaneous coronary intervention: a report of the American College of Cardiology Foundation/American Heart Association Task Force on Practice Guidelines and the Society for Cardiovascular Angiography and Interventions. Catheter. Cardiovasc. Interv. 82: E266-E355.
    • (2013) Catheter. Cardiovasc. Interv. , vol.82 , pp. E266-E355
    • Levine, G.N.1    Bates, E.R.2    Blankenship, J.C.3    Bailey, S.R.4    Bittl, J.A.5    Cercek, B.6    Chambers, C.E.7    Ellis, S.G.8    Guyton, R.A.9    Hollenberg, S.M.10
  • 14
    • 80053919098 scopus 로고    scopus 로고
    • Endothelial expression of human cytochrome P450 epoxygenase CYP2C8 increases susceptibility to ischemiareperfusion injury in isolated mouse heart
    • Edin, M. L., Z. Wang, J. A. Bradbury, J. P. Graves, F. B. Lih, L. M. DeGraff, J. F. Foley, R. Torphy, O. K. Ronnekleiv, K. B. Tomer, et al. 2011. Endothelial expression of human cytochrome P450 epoxygenase CYP2C8 increases susceptibility to ischemiareperfusion injury in isolated mouse heart. FASEB J. 25: 3436-3447.
    • (2011) FASEB J. , vol.25 , pp. 3436-3447
    • Edin, M.L.1    Wang, Z.2    Bradbury, J.A.3    Graves, J.P.4    Lih, F.B.5    DeGraff, L.M.6    Foley, J.F.7    Torphy, R.8    Ronnekleiv, O.K.9    Tomer, K.B.10
  • 15
    • 0036740840 scopus 로고    scopus 로고
    • The simultaneous quantifi cation of cytochrome P450 dependent linoleate and arachidonate metabolites in urine by HPLC-MS/MS
    • Newman, J. W., T. Watanabe, and B. D. Hammock. 2002. The simultaneous quantifi cation of cytochrome P450 dependent linoleate and arachidonate metabolites in urine by HPLC-MS/MS. J. Lipid Res. 43: 1563-1578.
    • (2002) J. Lipid Res. , vol.43 , pp. 1563-1578
    • Newman, J.W.1    Watanabe, T.2    Hammock, B.D.3
  • 16
    • 84912567558 scopus 로고    scopus 로고
    • Quantitative assessment of moniliformin in cereals via alternative precipitation pathways, aided by LC-LIT-MS and LC-Q-TOF-MS
    • Lim, C. W., K. Y. Lai, J. F. Yeo, S. H. Tai, and S. H. Chan. 2015. Quantitative assessment of moniliformin in cereals via alternative precipitation pathways, aided by LC-LIT-MS and LC-Q-TOF-MS. Food Chem. 174: 372-379.
    • (2015) Food Chem. , vol.174 , pp. 372-379
    • Lim, C.W.1    Lai, K.Y.2    Yeo, J.F.3    Tai, S.H.4    Chan, S.H.5
  • 17
    • 78650742546 scopus 로고    scopus 로고
    • Activation of the acute inflammatory response alters cytochrome P450 expression and eicosanoid metabolism
    • Theken, K. N., Y. Deng, M. A. Kannon, T. M. Miller, S. M. Poloyac, and C. R. Lee. 2011. Activation of the acute inflammatory response alters cytochrome P450 expression and eicosanoid metabolism. Drug Metab. Dispos. 39: 22-29.
    • (2011) Drug Metab. Dispos. , vol.39 , pp. 22-29
    • Theken, K.N.1    Deng, Y.2    Kannon, M.A.3    Miller, T.M.4    Poloyac, S.M.5    Lee, C.R.6
  • 21
    • 0038518367 scopus 로고    scopus 로고
    • Coronary collaterals: An important and underexposed aspect of coronary artery disease
    • Koerselman, J., Y. van der Graaf, P. P. de Jaegere, and D. E. Grobbee. 2003. Coronary collaterals: an important and underexposed aspect of coronary artery disease. Circulation. 107: 2507-2511.
    • (2003) Circulation. , vol.107 , pp. 2507-2511
    • Koerselman, J.1    Graaf Der Y.Van2    De Jaegere, P.P.3    Grobbee, D.E.4
  • 22
    • 0036080081 scopus 로고    scopus 로고
    • P-450 metabolites of arachidonic acid in the control of cardiovascular function
    • Roman, R. J. 2002. P-450 metabolites of arachidonic acid in the control of cardiovascular function. Physiol. Rev. 82: 131-185.
    • (2002) Physiol. Rev. , vol.82 , pp. 131-185
    • Roman, R.J.1
  • 23
    • 0030051805 scopus 로고    scopus 로고
    • Identifi cation of epoxyeicosatrienoic acids as endotheliumderived hyperpolarizing factors
    • Campbell, W. B., D. Gebremedhin, P. F. Pratt, and D. R. Harder. 1996. Identifi cation of epoxyeicosatrienoic acids as endotheliumderived hyperpolarizing factors. Circ. Res. 78: 415-423.
    • (1996) Circ. Res. , vol.78 , pp. 415-423
    • Campbell, W.B.1    Gebremedhin, D.2    Pratt, P.F.3    Harder, D.R.4
  • 24
    • 0033588034 scopus 로고    scopus 로고
    • Anti-inflammatory properties of cytochrome P450 epoxygenase-derived eicosanoids
    • Node, K., Y. Huo, X. Ruan, B. Yang, M. Spiecker, K. Ley, D. C. Zeldin, and J. K. Liao. 1999. Anti-inflammatory properties of cytochrome P450 epoxygenase-derived eicosanoids. Science. 285: 1276-1279.
    • (1999) Science. , vol.285 , pp. 1276-1279
    • Node, K.1    Huo, Y.2    Ruan, X.3    Yang, B.4    Spiecker, M.5    Ley, K.6    Zeldin, D.C.7    Liao, J.K.8
  • 26
    • 70349636047 scopus 로고    scopus 로고
    • Soluble epoxide hydrolase as a therapeutic target for cardiovascular diseases
    • Imig, J. D., and B. D. Hammock. 2009. Soluble epoxide hydrolase as a therapeutic target for cardiovascular diseases. Nat. Rev. Drug Discov. 8: 794-805.
    • (2009) Nat. Rev. Drug Discov. , vol.8 , pp. 794-805
    • Imig, J.D.1    Hammock, B.D.2
  • 27
    • 0035119064 scopus 로고    scopus 로고
    • Regulation of cytochrome p450 by inflammatory mediators: Why and how?
    • Morgan, E. T. 2001. Regulation of cytochrome p450 by inflammatory mediators: why and how? Drug Metab. Dispos. 29: 207-212.
    • (2001) Drug Metab. Dispos. , vol.29 , pp. 207-212
    • Morgan, E.T.1
  • 28
    • 17644412023 scopus 로고    scopus 로고
    • Inflammation, atherosclerosis, and coronary artery disease
    • Hansson, G. K. 2005. Inflammation, atherosclerosis, and coronary artery disease. N. Engl. J. Med. 352: 1685-1695.
    • (2005) N. Engl. J. Med. , vol.352 , pp. 1685-1695
    • Hansson, G.K.1
  • 30
    • 0033551176 scopus 로고    scopus 로고
    • Proinflammatory mediators chronically downregulate the formation of the endothelium-derived hyperpolarizing factor in arteries via a nitric oxide/cyclic GMP-dependent mechanism
    • Kessler, P., R. Popp, R. Busse, and V. B. Schini-Kerth. 1999. Proinflammatory mediators chronically downregulate the formation of the endothelium-derived hyperpolarizing factor in arteries via a nitric oxide/cyclic GMP-dependent mechanism. Circulation. 99: 1878-1884.
    • (1999) Circulation. , vol.99 , pp. 1878-1884
    • Kessler, P.1    Popp, R.2    Busse, R.3    Schini-Kerth, V.B.4
  • 31
    • 0031808169 scopus 로고    scopus 로고
    • Metabolism of arachidonic acid to 20-hydroxy-5,8,11,14-eicosatetraenoic acid by P450 enzymes in human liver: Involvement of CYP4F2 and CYP4A11
    • Powell, P. K., I. Wolf, R. Jin, and J. M. Lasker. 1998. Metabolism of arachidonic acid to 20-hydroxy-5,8,11,14-eicosatetraenoic acid by P450 enzymes in human liver: involvement of CYP4F2 and CYP4A11. J. Pharmacol. Exp. Ther. 285: 1327-1336.
    • (1998) J. Pharmacol. Exp. Ther. , vol.285 , pp. 1327-1336
    • Powell, P.K.1    Wolf, I.2    Jin, R.3    Lasker, J.M.4
  • 34
    • 0242720683 scopus 로고    scopus 로고
    • Epoxyeicosatrienoic acids (EETs): Metabolism and biochemical function
    • Spector, A. A., X. Fang, G. D. Snyder, and N. L. Weintraub. 2004. Epoxyeicosatrienoic acids (EETs): metabolism and biochemical function. Prog. Lipid Res. 43: 55-90.
    • (2004) Prog. Lipid Res. , vol.43 , pp. 55-90
    • Spector, A.A.1    Fang, X.2    Snyder, G.D.3    Weintraub, N.L.4
  • 35
    • 70449483370 scopus 로고    scopus 로고
    • Impact of circulating esterifi ed eicosanoids and other oxylipins on endothelial function
    • Shearer, G. C., and J. W. Newman. 2009. Impact of circulating esterifi ed eicosanoids and other oxylipins on endothelial function. Curr. Atheroscler. Rep. 11: 403-410.
    • (2009) Curr. Atheroscler. Rep. , vol.11 , pp. 403-410
    • Shearer, G.C.1    Newman, J.W.2
  • 36
    • 61349180710 scopus 로고    scopus 로고
    • Lipoprotein lipase releases esterifi ed oxylipins from very low-density lipoproteins
    • Shearer, G. C., and J. W. Newman. 2008. Lipoprotein lipase releases esterifi ed oxylipins from very low-density lipoproteins. Prostaglandins Leukot. Essent. Fatty Acids. 79: 215-222.
    • (2008) Prostaglandins Leukot. Essent. Fatty Acids. , vol.79 , pp. 215-222
    • Shearer, G.C.1    Newman, J.W.2
  • 37
    • 84911920729 scopus 로고    scopus 로고
    • Effect of omega-3 fatty acid ethyl esters on the oxylipin composition of lipoproteins in hypertriglyceridemic, statin-treated subjects
    • Newman, J. W., T. L. Pedersen, V. R. Brandenburg, W. S. Harris, and G. C. Shearer. 2014. Effect of omega-3 fatty acid ethyl esters on the oxylipin composition of lipoproteins in hypertriglyceridemic, statin-treated subjects. PLoS One. 9: e111471.
    • (2014) PLoS One. , vol.9
    • Newman, J.W.1    Pedersen, T.L.2    Brandenburg, V.R.3    Harris, W.S.4    Shearer, G.C.5
  • 42
    • 0037450413 scopus 로고    scopus 로고
    • Cytochrome P450 epoxygenases and vascular tone: Novel role for HMG-CoA reductase inhibitors in the regulation of CYP 2C expression
    • Fisslthaler, B., U. R. Michaelis, V. Randriamboavonjy, R. Busse, and I. Fleming. 2003. Cytochrome P450 epoxygenases and vascular tone: novel role for HMG-CoA reductase inhibitors in the regulation of CYP 2C expression. Biochim. Biophys. Acta. 1619: 332-339.
    • (2003) Biochim. Biophys. Acta. , vol.1619 , pp. 332-339
    • Fisslthaler, B.1    Michaelis, U.R.2    Randriamboavonjy, V.3    Busse, R.4    Fleming, I.5
  • 44
    • 84903535662 scopus 로고    scopus 로고
    • Analysis of eicosanoids by LC-MS/MS and GC-MS/MS: A historical retrospect and a discussion
    • Tsikas, D., and A. A. Zoerner. 2014. Analysis of eicosanoids by LC-MS/MS and GC-MS/MS: a historical retrospect and a discussion. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 964: 79-88.
    • (2014) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. , vol.964 , pp. 79-88
    • Tsikas, D.1    Zoerner, A.A.2
  • 46
    • 84894491134 scopus 로고    scopus 로고
    • Next-generation medicines: Past regulatory experience and considerations for the future
    • Pacanowski, M. A., C. Leptak, and I. Zineh. 2014. Next-generation medicines: past regulatory experience and considerations for the future. Clin. Pharmacol. Ther. 95: 247-249.
    • (2014) Clin. Pharmacol. Ther. , vol.95 , pp. 247-249
    • Pacanowski, M.A.1    Leptak, C.2    Zineh, I.3
  • 47
    • 84858032383 scopus 로고    scopus 로고
    • Discovery of inhibitors of soluble epoxide hydrolase: A target with multiple potential therapeutic indications
    • Shen, H. C., and B. D. Hammock. 2012. Discovery of inhibitors of soluble epoxide hydrolase: a target with multiple potential therapeutic indications. J. Med. Chem. 55: 1789-1808.
    • (2012) J. Med. Chem. , vol.55 , pp. 1789-1808
    • Shen, H.C.1    Hammock, B.D.2
  • 49
    • 84923793795 scopus 로고    scopus 로고
    • Erratum
    • [Erratum. 2014. J. Med. Chem. 57: 9218.]
    • (2014) J. Med. Chem. , vol.57 , pp. 9218
  • 51
    • 84860396531 scopus 로고    scopus 로고
    • Development of a semi-automated LC/MS/MS method for the simultaneous quantitation of 14,15-epoxyeicosatrienoic acid, 14,15-dihydroxyeicosatrienoic acid, leukotoxin and leukotoxin diol in human plasma as biomarkers of soluble epoxide hydrolase activity in vivo
    • Zhu, P., B. Peck, H. Licea-Perez, J. F. Callahan, and C. Booth-Genthe. 2011. Development of a semi-automated LC/MS/MS method for the simultaneous quantitation of 14,15-epoxyeicosatrienoic acid, 14,15-dihydroxyeicosatrienoic acid, leukotoxin and leukotoxin diol in human plasma as biomarkers of soluble epoxide hydrolase activity in vivo. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 879: 2487-2493.
    • (2011) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. , vol.879 , pp. 2487-2493
    • Zhu, P.1    Peck, B.2    Licea-Perez, H.3    Callahan, J.F.4    Booth-Genthe, C.5


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