Cytochrome P450 metabolites of arachidonic acid: rapid incorporation and hydration of 14,15-epoxyeicosatrienoic acid in arterial smooth muscle cells
Arachidonic acid is converted to epoxyeicosatrienoic acids (EETs) by cytochrome P450 monooxygenases. EETs produce arterial vasodilatation, and recent evidence suggests that they are endothelium-derived hyperpolarizing factors. In porcine coronary arteries contracted with a thromboxane mimetic agent,...
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| Veröffentlicht in: | Prostaglandins, leukotrienes and essential fatty acids leukotrienes and essential fatty acids, 1997-10, Vol.57 (4), p.367-371 |
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| creator | Fang, X. Kaduce, T.L. Weintraub, N.L. Spector, A.A. |
| description | Arachidonic acid is converted to epoxyeicosatrienoic acids (EETs) by cytochrome P450 monooxygenases. EETs produce arterial vasodilatation, and recent evidence suggests that they are endothelium-derived hyperpolarizing factors. In porcine coronary arteries contracted with a thromboxane mimetic agent, we find that relaxation is rapidly initiated by exposure to 14,15-EET. The relaxation slowly increases in magnitude, resulting in a response which is sustained for more than 10 min. Cultured porcine aortic smooth muscle cells rapidly take up [
3H]14,15-EET. After 3 min, radioactivity is present in neutral lipids, phosphatidylcholine, and phosphatidylinositol. The cells also convert 14,15-EET to 14,15-dihydroxyeicosatrienoic acid (14,15-DHET), and some DHET is detected in the medium after only 1 min of incubation. Like 14,15-EET, 14,15-DHET produces relaxation of the contracted coronary artery rings. These findings suggest that the incorporation into phospholipids and conversion to 14,15-DHET can occur at a rate that is fast enough to modulate the vasorelaxation produced by 14,15-EET. |
| doi_str_mv | 10.1016/S0952-3278(97)90412-9 |
| format | Article |
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3H]14,15-EET. After 3 min, radioactivity is present in neutral lipids, phosphatidylcholine, and phosphatidylinositol. The cells also convert 14,15-EET to 14,15-dihydroxyeicosatrienoic acid (14,15-DHET), and some DHET is detected in the medium after only 1 min of incubation. Like 14,15-EET, 14,15-DHET produces relaxation of the contracted coronary artery rings. These findings suggest that the incorporation into phospholipids and conversion to 14,15-DHET can occur at a rate that is fast enough to modulate the vasorelaxation produced by 14,15-EET.</description><identifier>ISSN: 0952-3278</identifier><identifier>EISSN: 1532-2823</identifier><identifier>DOI: 10.1016/S0952-3278(97)90412-9</identifier><identifier>PMID: 9430380</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>8,11,14-Eicosatrienoic Acid - analogs & derivatives ; 8,11,14-Eicosatrienoic Acid - chemistry ; 8,11,14-Eicosatrienoic Acid - metabolism ; 8,11,14-Eicosatrienoic Acid - pharmacology ; Animals ; Arachidonic Acid - metabolism ; Arteries - drug effects ; Arteries - metabolism ; Biological and medical sciences ; Blood vessels and receptors ; Cytochrome P-450 Enzyme System - metabolism ; Fundamental and applied biological sciences. Psychology ; Hydroxyeicosatetraenoic Acids - metabolism ; Hydroxyeicosatetraenoic Acids - pharmacology ; Muscle Relaxation - drug effects ; Muscle, Smooth, Vascular - cytology ; Muscle, Smooth, Vascular - drug effects ; Muscle, Smooth, Vascular - metabolism ; Phospholipids - chemistry ; Swine ; Vertebrates: cardiovascular system</subject><ispartof>Prostaglandins, leukotrienes and essential fatty acids, 1997-10, Vol.57 (4), p.367-371</ispartof><rights>1997</rights><rights>1998 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c389t-d2d45557b039b9fef3fc4ef2aca50ad919c1868218f29e35f021cb14a492e38d3</citedby><cites>FETCH-LOGICAL-c389t-d2d45557b039b9fef3fc4ef2aca50ad919c1868218f29e35f021cb14a492e38d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0952-3278(97)90412-9$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>309,310,314,780,784,789,790,3550,23930,23931,25140,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=2117298$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9430380$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Fang, X.</creatorcontrib><creatorcontrib>Kaduce, T.L.</creatorcontrib><creatorcontrib>Weintraub, N.L.</creatorcontrib><creatorcontrib>Spector, A.A.</creatorcontrib><title>Cytochrome P450 metabolites of arachidonic acid: rapid incorporation and hydration of 14,15-epoxyeicosatrienoic acid in arterial smooth muscle cells</title><title>Prostaglandins, leukotrienes and essential fatty acids</title><addtitle>Prostaglandins Leukot Essent Fatty Acids</addtitle><description>Arachidonic acid is converted to epoxyeicosatrienoic acids (EETs) by cytochrome P450 monooxygenases. EETs produce arterial vasodilatation, and recent evidence suggests that they are endothelium-derived hyperpolarizing factors. In porcine coronary arteries contracted with a thromboxane mimetic agent, we find that relaxation is rapidly initiated by exposure to 14,15-EET. The relaxation slowly increases in magnitude, resulting in a response which is sustained for more than 10 min. Cultured porcine aortic smooth muscle cells rapidly take up [
3H]14,15-EET. After 3 min, radioactivity is present in neutral lipids, phosphatidylcholine, and phosphatidylinositol. The cells also convert 14,15-EET to 14,15-dihydroxyeicosatrienoic acid (14,15-DHET), and some DHET is detected in the medium after only 1 min of incubation. Like 14,15-EET, 14,15-DHET produces relaxation of the contracted coronary artery rings. These findings suggest that the incorporation into phospholipids and conversion to 14,15-DHET can occur at a rate that is fast enough to modulate the vasorelaxation produced by 14,15-EET.</description><subject>8,11,14-Eicosatrienoic Acid - analogs & derivatives</subject><subject>8,11,14-Eicosatrienoic Acid - chemistry</subject><subject>8,11,14-Eicosatrienoic Acid - metabolism</subject><subject>8,11,14-Eicosatrienoic Acid - pharmacology</subject><subject>Animals</subject><subject>Arachidonic Acid - metabolism</subject><subject>Arteries - drug effects</subject><subject>Arteries - metabolism</subject><subject>Biological and medical sciences</subject><subject>Blood vessels and receptors</subject><subject>Cytochrome P-450 Enzyme System - metabolism</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Hydroxyeicosatetraenoic Acids - metabolism</subject><subject>Hydroxyeicosatetraenoic Acids - pharmacology</subject><subject>Muscle Relaxation - drug effects</subject><subject>Muscle, Smooth, Vascular - cytology</subject><subject>Muscle, Smooth, Vascular - drug effects</subject><subject>Muscle, Smooth, Vascular - metabolism</subject><subject>Phospholipids - chemistry</subject><subject>Swine</subject><subject>Vertebrates: cardiovascular system</subject><issn>0952-3278</issn><issn>1532-2823</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc2KFDEUhYMoY8_oIwxkIaJgaX4qUxU3Is34AwMK6jrcSm7oSFWlTNJiv4cPbHq66K2rEO53Tm7OIeSas9ec8Zs335hWopGi61_o7qVmLReNfkA2XEnRiF7Ih2RzRh6Ty5x_MsYE5-0FudCtZLJnG_J3eyjR7lKckH5tFaMTFhjiGApmGj2FBHYXXJyDpWCDe0sTLMHRMNuYlpighDhTmB3dHdx6qzLevuKqwSX-OWCwMUNJAee4mlR1NS6YAow0TzGWHZ322Y5ILY5jfkIeeRgzPl3PK_Ljw-337afm7svHz9v3d42VvS6NE65VSnUDk3rQHr30tkUvwIJi4DTXlvc3veC9Fxql8vX3duAttFqg7J28Is9PvkuKv_aYi5lCPm4AM8Z9Np1WXHSSV1CdQJtizgm9WVKYIB0MZ-bYhrlvwxyjNroz920YXXXX6wP7YUJ3Vq3x1_mzdQ7ZwugTzDbkM1bL6oTuK_buhGEN43fAZLKtcVp0IaEtxsXwn0X-AZrWqIY</recordid><startdate>19971001</startdate><enddate>19971001</enddate><creator>Fang, X.</creator><creator>Kaduce, T.L.</creator><creator>Weintraub, N.L.</creator><creator>Spector, A.A.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>19971001</creationdate><title>Cytochrome P450 metabolites of arachidonic acid: rapid incorporation and hydration of 14,15-epoxyeicosatrienoic acid in arterial smooth muscle cells</title><author>Fang, X. ; Kaduce, T.L. ; Weintraub, N.L. ; Spector, A.A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c389t-d2d45557b039b9fef3fc4ef2aca50ad919c1868218f29e35f021cb14a492e38d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>8,11,14-Eicosatrienoic Acid - analogs & derivatives</topic><topic>8,11,14-Eicosatrienoic Acid - chemistry</topic><topic>8,11,14-Eicosatrienoic Acid - metabolism</topic><topic>8,11,14-Eicosatrienoic Acid - pharmacology</topic><topic>Animals</topic><topic>Arachidonic Acid - metabolism</topic><topic>Arteries - drug effects</topic><topic>Arteries - metabolism</topic><topic>Biological and medical sciences</topic><topic>Blood vessels and receptors</topic><topic>Cytochrome P-450 Enzyme System - metabolism</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Hydroxyeicosatetraenoic Acids - metabolism</topic><topic>Hydroxyeicosatetraenoic Acids - pharmacology</topic><topic>Muscle Relaxation - drug effects</topic><topic>Muscle, Smooth, Vascular - cytology</topic><topic>Muscle, Smooth, Vascular - drug effects</topic><topic>Muscle, Smooth, Vascular - metabolism</topic><topic>Phospholipids - chemistry</topic><topic>Swine</topic><topic>Vertebrates: cardiovascular system</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fang, X.</creatorcontrib><creatorcontrib>Kaduce, T.L.</creatorcontrib><creatorcontrib>Weintraub, N.L.</creatorcontrib><creatorcontrib>Spector, A.A.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Prostaglandins, leukotrienes and essential fatty acids</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fang, X.</au><au>Kaduce, T.L.</au><au>Weintraub, N.L.</au><au>Spector, A.A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytochrome P450 metabolites of arachidonic acid: rapid incorporation and hydration of 14,15-epoxyeicosatrienoic acid in arterial smooth muscle cells</atitle><jtitle>Prostaglandins, leukotrienes and essential fatty acids</jtitle><addtitle>Prostaglandins Leukot Essent Fatty Acids</addtitle><date>1997-10-01</date><risdate>1997</risdate><volume>57</volume><issue>4</issue><spage>367</spage><epage>371</epage><pages>367-371</pages><issn>0952-3278</issn><eissn>1532-2823</eissn><abstract>Arachidonic acid is converted to epoxyeicosatrienoic acids (EETs) by cytochrome P450 monooxygenases. EETs produce arterial vasodilatation, and recent evidence suggests that they are endothelium-derived hyperpolarizing factors. In porcine coronary arteries contracted with a thromboxane mimetic agent, we find that relaxation is rapidly initiated by exposure to 14,15-EET. The relaxation slowly increases in magnitude, resulting in a response which is sustained for more than 10 min. Cultured porcine aortic smooth muscle cells rapidly take up [
3H]14,15-EET. After 3 min, radioactivity is present in neutral lipids, phosphatidylcholine, and phosphatidylinositol. The cells also convert 14,15-EET to 14,15-dihydroxyeicosatrienoic acid (14,15-DHET), and some DHET is detected in the medium after only 1 min of incubation. Like 14,15-EET, 14,15-DHET produces relaxation of the contracted coronary artery rings. These findings suggest that the incorporation into phospholipids and conversion to 14,15-DHET can occur at a rate that is fast enough to modulate the vasorelaxation produced by 14,15-EET.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><pmid>9430380</pmid><doi>10.1016/S0952-3278(97)90412-9</doi><tpages>5</tpages></addata></record> |
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| subjects | 8,11,14-Eicosatrienoic Acid - analogs & derivatives 8,11,14-Eicosatrienoic Acid - chemistry 8,11,14-Eicosatrienoic Acid - metabolism 8,11,14-Eicosatrienoic Acid - pharmacology Animals Arachidonic Acid - metabolism Arteries - drug effects Arteries - metabolism Biological and medical sciences Blood vessels and receptors Cytochrome P-450 Enzyme System - metabolism Fundamental and applied biological sciences. Psychology Hydroxyeicosatetraenoic Acids - metabolism Hydroxyeicosatetraenoic Acids - pharmacology Muscle Relaxation - drug effects Muscle, Smooth, Vascular - cytology Muscle, Smooth, Vascular - drug effects Muscle, Smooth, Vascular - metabolism Phospholipids - chemistry Swine Vertebrates: cardiovascular system |
| title | Cytochrome P450 metabolites of arachidonic acid: rapid incorporation and hydration of 14,15-epoxyeicosatrienoic acid in arterial smooth muscle cells |
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