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Epoxyeicosatrienoic

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https://www.readbyqxmd.com/read/29451034/cytochrome-p450-in-the-central-nervous-system-as-a-therapeutic-target-in-neurodegenerative-diseases
#1
Cynthia Navarro-Mabarak, Rafael Camacho-Carranza, Jesús Javier Espinosa-Aguirre
Cytochromes P450 (CYPs) constitute a family of enzymes that can be found in the endoplasmic reticulum (ER), mitochondria or the cell surface of the cells. CYPs are characterized by carrying out the oxidation of organic compounds and they are mainly recognized as mediators of the biotransformation of xenobiotics to polar hydrophilic metabolites that can be eliminated from the organism. However, these enzymes play a key role in many other physiological processes, being involved in diverse indispensable metabolic pathways since they metabolize many endogenous substrates...
February 16, 2018: Drug Metabolism Reviews
https://www.readbyqxmd.com/read/29440332/downregulated-serum-14-15-epoxyeicosatrienoic-acid-is-associated-with-abdominal-aortic-calcification-in-patients-with-primary-aldosteronism
#2
Pinming Liu, Shaoling Zhang, Jingwei Gao, Ying Lin, Guangzi Shi, Wanbing He, Rhian M Touyz, Li Yan, Hui Huang
Patients with primary aldosteronism (PA) have increased risk of target-organ damage, among which vascular calcification is an important indicator of cardiovascular mortality. 14, 15-Epoxyeicosatrienoic acid (14, 15-EET) has been shown to have beneficial effects in vascular remodeling. However, whether 14, 15-EET associates with vascular calcification in PA is unknown. Thus, we aimed to investigate the association between 14, 15-EET and abdominal aortic calcification (AAC) in patients with PA. Sixty-nine patients with PA and 69 controls with essential hypertension, matched for age, sex, and blood pressure, were studied...
February 12, 2018: Hypertension
https://www.readbyqxmd.com/read/29438227/sensitization-of-transient-receptor-potential-vanilloid-4-and-increasing-its-endogenous-ligand-5-6-epoxyeicosatrienoic-acid-in-rats-with-monoiodoacetate-induced-osteoarthritis
#3
Mikie Hinata, Sunao Imai, Takao Sanaki, Junji Tsuchida, Takeshi Yoshioka, Kenichi Higashino, Miyuki Yamamoto, Masayuki Imai, Masahiko Soga, Narumi Horita, Isao Fukuda, Minoru Ikeda, Shoji Yamane, Atsushi Morita, Toshiyuki Kanemasa, Gaku Sakaguchi, Minoru Hasegawa, Masabumi Minami, Yasuhide Morioka
Transient receptor potential vanilloid 4 (TRPV4) receptor modulates pain, and this has been noted in several animal models. However, the involvement of TRPV4 in osteoarthritic (OA) pain remains poorly understood. The present study assessed the functional changes in TRPV4 and the expression of its endogenous ligand 5,6-epoxyeicosatrienoic acid (5,6-EET) in a rat monoiodoacetate (MIA)-induced OA pain model (MIA rats). MIA-treated rats showed reduced grip strength as compared with sham-treated rats, and this loss in function could be recovered by the intra-articular administration of a TRPV4 antagonist (HC067047 or GSK2193874)...
February 9, 2018: Pain
https://www.readbyqxmd.com/read/29433675/plant-natural-product-plumbagin-presents-potent-inhibitory-effect-on-human-cytochrome-p450-2j2-enzyme
#4
Jian Lu, Daozhi Liu, Xiaojing Zhou, Ang Chen, Zhenran Jiang, Xiyun Ye, Mingyao Liu, Xin Wang
BACKGROUND: Cytochrome P450 2J2 (CYP2J2) is not only highly expressed in many kinds of human tumors, but also promotes tumor cell growth via regulating the metabolism of arachidonic acids. CYP2J2 inhibitors can significantly reduce proliferation, migration and promote apoptosis of tumor cells by inhibiting epoxyeicosatrienoic acids (EETs) biosynthesis. Therefore screening CYP2J2 inhibitors is a significant way for the development of anti-cancer drug. PURPOSE: The aim of this study was to identify a new CYP2J2 inhibitor from fifty natural compounds obtained from plants...
January 15, 2018: Phytomedicine: International Journal of Phytotherapy and Phytopharmacology
https://www.readbyqxmd.com/read/29427791/cyp2j2-derived-eets-attenuated-ethanol-induced-myocardial-dysfunction-through-inducing-autophagy-and-reducing-apoptosis
#5
Chi Zhou, Jin Huang, Qing Li, Chenao Zhan, Xizhen Xu, Xu Zhang, Ding Ai, Yi Zhu, Zheng Wen, Dao Wen Wang
Chronic excessive drinking leads to myocardial contractile dysfunction and dilated cardiomyopathy, where ethanol toxicity plays an essential role. Cytochrome P450 (CYP) epoxygenases metabolize arachidonic acids to form epoxyeicosatrienoic acids (EETs), which exert beneficial roles in the cardiovascular system, but their role in alcoholic cardiomyopathy is elusive. This study was designed to evaluate the effects and mechanisms of CYP2J2 gene delivery on ethanol-induced myocardial dysfunction with focus on autophagy and apoptosis...
February 7, 2018: Free Radical Biology & Medicine
https://www.readbyqxmd.com/read/29426357/14-15-eet-induces-breast-cancer-cell-emt-and-cisplatin-resistance-by-up-regulating-integrin-%C3%AE-v%C3%AE-3-and-activating-fak-pi3k-akt-signaling
#6
Jing Luo, Jian-Feng Yao, Xiao-Fei Deng, Xiao-Dan Zheng, Min Jia, Yue-Qin Wang, Yan Huang, Jian-Hua Zhu
BACKGROUND: 14,15-epoxyeicosatrienoic acid (14,15-EET) is an important lipid signaling molecule involved in the regulation of tumor metastasis, however, the role and molecular mechanisms of 14,15-EET activity in breast cancer cell epithelial-mesenchymal transition (EMT) and drug resistance remain enigmatic. METHODS: The 14, 15-EET level in serum and in tumor or non-cancerous tissue from breast cancer patients was measured by ELISA. qRT-PCR and western blot analyses were used to examine expression of integrin αvβ3...
February 9, 2018: Journal of Experimental & Clinical Cancer Research: CR
https://www.readbyqxmd.com/read/29385569/dronedarone-induced-cardiac-mitochondrial-dysfunction-and-its-mitigation-by-epoxyeicosatrienoic-acids
#7
Aneesh Karkhanis, Jacqueline Wen Hui Leow, Thilo Hagen, Eric Chun Yong Chan
Dronedarone and amiodarone are structurally similar antiarrhythmic drugs. Dronedarone worsens cardiac adverse effects with unknown causes while amiodarone has no cardiac adversity. Dronedarone induces preclinical mitochondrial toxicity in rat liver and exhibits clinical hepatotoxicity. Here, we further investigated the relative potential of the antiarrhythmic drugs in causing mitochondrial injury in cardiomyocytes. Differentiated rat H9c2 cardiomyocytes were treated with dronedarone, amiodarone and their respective metabolites namely N-desbutyldronedarone (NDBD) and N-desethylamiodarone (NDEA)...
January 27, 2018: Toxicological Sciences: An Official Journal of the Society of Toxicology
https://www.readbyqxmd.com/read/29363071/lc-ms-ms-analysis-of-the-epoxides-and-diols-derived-from-the-endocannabinoid-arachidonoyl-ethanolamide
#8
Amy A Rand, Patrick O Helmer, Bora Inceoglu, Bruce D Hammock, Christophe Morisseau
Liquid chromatography-tandem mass spectrometry (LC-MS/MS) is a useful tool to characterize the behavior of natural lipids within biological matrices. We report a LC-MS/MS method developed specifically to analyze CYP products of the arachidonoyl ethanolamide (anandamide, AEA), the epoxyeicosatrienoic acid ethanolamides (EET-EAs) and their hydrolyzed metabolites, and the dihydroxyeicosatrienoic acid ethanolamides (DHET-EAs). This method was used to measure EET-EA biotransformation to DHET-EAs by two human epoxide hydrolases: the soluble EH (sEH) and the microsomal EH (mEH)...
2018: Methods in Molecular Biology
https://www.readbyqxmd.com/read/29361048/role-of-the-cytochrome-p-450-epoxyeicosatrienoic-acids-pathway-in-the-pathogenesis-of-renal-dysfunction-in-cirrhosis
#9
Michael M Yeboah, Md Abdul Hye Khan, Marla A Chesnik, Melissa Skibba, Lauren L Kolb, John D Imig
Background: Hepatorenal syndrome (HRS) is a life-threatening complication of advanced liver cirrhosis that is characterized by hemodynamic alterations in the kidney and other vascular beds. Cytochrome P(CYP)-450 enzymes metabolize arachidonic acid to epoxyeicosatrienoic acids (EETs) and 20-hydroxyeicosatetraenoic acids. These eicosanoids regulate blood pressure, vascular tone and renal tubular sodium transport under both physiological and pathophysiological states. Methods: Experiments were performed to investigate the role of the CYP system in the pathogenesis of renal dysfunction during cirrhosis...
January 19, 2018: Nephrology, Dialysis, Transplantation
https://www.readbyqxmd.com/read/29345370/inhibition-of-soluble-epoxide-hydrolase-attenuates-eosinophil-recruitment-and-food-allergen-induced-gastrointestinal-inflammation
#10
Idil Bastan, Xiao Na Ge, Mythili Dileepan, Yana G Greenberg, Alonso G Guedes, Sung Hee Hwang, Bruce D Hammock, Robert J Washabau, Savita P Rao, P Sriramarao
Prevalence of food allergies in the United States is on the rise. Eosinophils are recruited to the intestinal mucosa in substantial numbers in food allergen-driven gastrointestinal (GI) inflammation. Soluble epoxide hydrolase (sEH) is known to play a pro-inflammatory role during inflammation by metabolizing anti-inflammatory epoxyeicosatrienoic acids (EETs) to pro-inflammatory diols. We investigated the role of sEH in a murine model of food allergy and evaluated the potential therapeutic effect of a highly selective sEH inhibitor (trans-4-{4-[3-(4-trifluoromethoxyphenyl)-ureido]-cyclohexyloxy}-benzoic acid [t-TUCB])...
January 17, 2018: Journal of Leukocyte Biology
https://www.readbyqxmd.com/read/29343610/cyp2j2-expression-in-adult-ventricular-myocytes-protects-against-external-and-drug-induced-ros-toxicity
#11
Eric A Evangelista, Rozenn Lemaitre, Nona Sotoodehnia, Sina Gharib, Rheem A Totah
CYP2J2 is a drug metabolizing enzyme that is highly expressed in adult ventricular myocytes. It is responsible for the bioactivation of arachidonic acid (AA) into epoxyeicosatrienoic acids (EETs). EETs are biologically active signaling compounds that protect against disease progression, particularly in cardiovascular diseases. As a drug-metabolizing enzyme, CYP2J2 is susceptible to drug interactions that could lead to cardiotoxicity. Previously, CYP2J2 has been shown to be resistant to induction by canonical CYP inducers such as phenytoin and rifampin...
January 17, 2018: Drug Metabolism and Disposition: the Biological Fate of Chemicals
https://www.readbyqxmd.com/read/29318723/endothelium-specific-cyp2j2-overexpression-attenuates-age-related-insulin-resistance
#12
Yan Yang, Ruolan Dong, Zhihui Chen, Danli Hu, Menglu Fu, Ying Tang, Dao Wen Wang, Xizhen Xu, Ling Tu
Ample evidences demonstrate that cytochrome P450 epoxygenase-derived epoxyeicosatrienoic acids (EETs) exert diverse biological activities, which include potent vasodilatory, anti-inflammatory, and cardiovascular protective effects. In this study, we investigated the effects of endothelium-specific CYP2J2 overexpression on age-related insulin resistance and metabolic dysfunction. Endothelium-specific targeting of the human CYP epoxygenase, CYP2J2, transgenic mice (Tie2-CYP2J2-Tr mice) was utilized. The effects of endothelium-specific CYP2J2 overexpression on aging-associated obesity, inflammation, and peripheral insulin resistance were evaluated by assessing metabolic parameters in young (3 months old) and aged (16 months old) adult male Tie2-CYP2J2-Tr mice...
January 10, 2018: Aging Cell
https://www.readbyqxmd.com/read/29311641/blockade-of-soluble-epoxide-hydrolase-attenuates-post-ischemic-neuronal-hyperexcitation-and-confers-resilience-against-stroke-with-trkb-activation
#13
Li-Hsin Chang, Hui-Ching Lin, Shiang-Suo Huang, I-Chih Chen, Kai-Wen Chu, Chun-Lien Chih, Yao-Wen Liang, Yi-Chung Lee, You-Yin Chen, Yi-Hsuan Lee, I-Hui Lee
Inhibition and deletion of soluble epoxide hydrolase (sEH) has been suggested to ameliorate infarction in experimental ischemic stroke possibly via vasoactive epoxyeicosatrienoic acids. However, it is unknown whether the neuroprotective mechanisms involve alteration of post-ischemic neuronal transmission and neurotrophic signaling. We used a permanent middle cerebral artery occlusion (MCAO) model in adult wild-type mice with the sEH inhibitor 12-(3-adamantan-1-yl-ureido)dodecanoic acid (AUDA) post-treatment and in sEH knockout (sEH KO) mice...
January 8, 2018: Scientific Reports
https://www.readbyqxmd.com/read/29298899/epoxide-hydrolase-1-ephx1-hydrolyzes-epoxyeicosanoids-and-impairs-cardiac-recovery-after-ischemia
#14
Matthew L Edin, Behin Gholipour Hamedani, Artiom Gruzdev, Joan P Graves, Fred B Lih, Samuel J Arbes, Rohanit Singh, Anette C Orjuela Leon, J Alyce Bradbury, Laura M DeGraff, Samantha L Hoopes, Michael Arand, Darryl Zeldin
Stimuli such as inflammation or hypoxia induce cytochrome P450 epoxygenase-mediated production of arachidonic acid-derived epoxyeicosatrienoic acids (EETs). EETs have cardioprotective, vasodilatory, angiogenic, anti-inflammatory, and analgesic effects, which are diminished by EET hydrolysis yielding biologically less active dihydroxyeicosatrienoic acids (DHETs). Previous in vitro assays have suggested that epoxide hydrolase 2 (EPHX2) is responsible for nearly all EET hydrolysis; EPHX1, which exhibits slow EET hydrolysis in vitro, is thought to contribute only marginally to EET hydrolysis...
January 3, 2018: Journal of Biological Chemistry
https://www.readbyqxmd.com/read/29290096/protective-effect-of-fenofibrate-against-ischemia-reperfusion-induced-cardiac-arrhythmias-in-isolated-rat-hearts
#15
Ishfaq A Bukhari, Abdulrahman A Almotrefi, Osama Y Mohamed, Abeer A Al-Masri, Saeed Ahmed Sheikh
Fenofibrate is a peroxisome proliferator-activated receptor (PPAR)-α activator that lowers triglycerides and influences cytochrome P-450 (CYP-450) epoxygenase dependent arachidonic acid (AA) metabolism. CYP-450 epoxygenase metabolizes AA to epoxyeicosatrienoic acids (EETs). EETs have coronary dilating, cardiac and renal protective properties. Fibrates possess similar properties due to their CYP-450 epoxygenase inducing properties that leads to increase in endogenous EETs production. In the current investigations fenofibrate (100 mg/kg, orally) for two weeks decreased ischemia/reperfusion (I/R)-induced premature ventricular contractions (PVCs), ventricular tachycardia (VT) and ventricular fibrillation (VF) in the isolated rat hearts...
December 31, 2017: Fundamental & Clinical Pharmacology
https://www.readbyqxmd.com/read/29285425/active-maintenance-of-endothelial-cells-prevents-kidney-fibrosis
#16
Seung Hee Yang, Yong Chul Kim, Jung Nam An, Jin Hyuk Kim, Juhoh Lee, Hee-Yoon Lee, Joo-Youn Cho, Jin Ho Paik, Yun Kyu Oh, Chun Soo Lim, Yon Su Kim, Jung Pyo Lee
Background: Soluble epoxide hydrolase (sEH) expressed by endothelial cells catalyzes the metabolism of epoxyeicosatrienoic acids (EETs), which are vasoactive agents. Methods: We used a unilateral ureteral obstruction mouse model of kidney fibrosis to determine whether inhibition of sEH activity reduces fibrosis, the final common pathway for chronic kidney disease. Results: sEH activity was inhibited by continuous release of the inhibitor 12-(3-adamantan-1-ylureido)-dodecanoic acid (AUDA) for 1 or 2 weeks...
December 2017: Kidney Research and Clinical Practice
https://www.readbyqxmd.com/read/29285421/epoxyeicosatrienoic-acid-activation-moderates-endothelial-mesenchymal-transition-to-reduce-obstructive-nephropathy
#17
EDITORIAL
Babu J Padanilam
No abstract text is available yet for this article.
December 2017: Kidney Research and Clinical Practice
https://www.readbyqxmd.com/read/29279315/two-pools-of-epoxyeicosatrienoic-acids-in-humans-alterations-in-salt-sensitive-normotensive-subjects
#18
Fernando Elijovich, Ginger L Milne, Nancy J Brown, Michal Laniado-Schwartzman, Cheryl L Laffer
We measured epoxyeicosatrienoic acids (EETs) and dihydroxyeicosatrienoic acids (DHETs) in 21 normotensive subjects classified as salt resistant (13) or salt sensitive (8) with an inpatient protocol of salt loading (460 mEq Na+/24 hours, HiNa) and depletion (10 mEq Na+/24 hours+furosemide 40 mg×3, LoNa). No urine EETs were detected; hence, enzyme linked innumosorbent assay 14,15-DHETs (dihydroxyeicosatrienoic acids) were considered the total converted 14,15-urine pool. We report ultra-performance liquid chromatography/tandem mass spectrometry plasma EETs, DHETs, and their sum (plasma total pool) for the 3 regioisomers (8,9-, 11,12-, 14,15-) and their sum (08,15-)...
December 26, 2017: Hypertension
https://www.readbyqxmd.com/read/29232926/differential-effects-of-seh-inhibitors-on-the-proliferation-and-migration-of-vascular-smooth-muscle-cells
#19
Hyo Seon Kim, Sang Kyum Kim, Keon Wook Kang
Epoxyeicosatrienoic acid (EET) is a cardioprotective metabolite of arachidonic acid. It is known that soluble epoxide hydrolase (sEH) is involved in the metabolic degradation of EET. The abnormal proliferation and migration of vascular smooth muscle cells (VSMCs) play important roles in the pathogenesis of atherosclerosis and restenosis. Thus, the present study investigated the effects of the sEH inhibitor 12-(((tricyclo(3.3.1.13,7)dec-1-ylamino)carbonyl)amino)-dodecanoic acid (AUDA) on platelet-derived growth factor (PDGF)-induced proliferation and migration in rat VSMCs...
December 11, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/29200270/arachidonic-acid-metabolism-by-human-cardiovascular-cyp2j2-is-modulated-by-doxorubicin
#20
William R Arnold, Javier L Baylon, Emad Tajkhorshid, Aditi Das
Doxorubicin (DOX) is a chemotherapeutic that is used in the treatment of a wide variety of cancers. However, it causes cardiotoxicity partly due to the formation of reactive oxygen species (ROS). CYP2J2 is a human cytochrome P450 that is highly expressed in cardiomyocytes. It converts arachidonic acid (AA) into four different regioisomers of epoxyeicosatrienoic acids (EETs). Using kinetic analyses we show that AA metabolism by CYP2J2 is modulated by DOX. We show that cytochrome P450 reductase (CPR), the redox partner of CYP2J2, metabolizes DOX to 7-deoxydoxorubicin aglycone (7-de-aDOX)...
December 4, 2017: Biochemistry
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