Pharmacokinetic optimization of four soluble epoxide hydrolase inhibitors for use in a murine model of inflammation

British Journal of Pharmacology
Jun-Yan LiuBruce D Hammock

Abstract

Early soluble epoxide hydrolase inhibitors (sEHIs) such as 12-(3-adamantan-1-yl-ureido)-dodecanoic acid (AUDA) are effective anti-hypertensive and anti-inflammatory agents in various animal models. However, their poor metabolic stability and limited water solubility make them difficult to use pharmacologically. Here we present the evaluation of four sEHIs for improved pharmacokinetic properties and the anti-inflammatory effects of one sEHI. The pharmacokinetic profiles of inhibitors were determined following p.o. (oral) administration and serial bleeding in mice. Subsequently the pharmacokinetics of trans-4-[4-(3-adamantan-1-yl-ureido)-cyclohexyloxy]-benzoic acid (t-AUCB), the most promising inhibitor, was further studied following s.c. (subcutaneous), i.v. (intravenous) injections and administration in drinking water. Finally, the anti-inflammatory effect of t-AUCB was evaluated by using a lipopolysaccharide (LPS)-treated murine model. Better pharmacokinetic parameters (higher C(max), longer t(1/2) and greater AUC) were obtained from the tested inhibitors, compared with AUDA. Oral bioavailability of t-AUCB (0.1 mg.kg(-1)) was 68 +/- 22% (n = 4), and giving t-AUCB in drinking water is recommended as a feasible, effective and ea...Continue Reading

References

Jun 19, 1987·European Journal of Pharmacology·M A CarrollJ C McGiff
Aug 4, 1999·Proceedings of the National Academy of Sciences of the United States of America·C MorisseauB D Hammock
Mar 31, 2000·Trends in Pharmacological Sciences·W B Campbell
May 15, 2002·Biochemical Pharmacology·Christophe MorisseauBruce D Hammock
Nov 26, 2003·Progress in Lipid Research·Arthur A SpectorNeal L Weintraub
Jun 8, 2004·Current Drug Metabolism·A Sarkis, R J Roman
Feb 3, 2005·Proceedings of the National Academy of Sciences of the United States of America·Kevin R SmithBruce D Hammock
Mar 8, 2005·Progress in Lipid Research·John W NewmanBruce D Hammock
May 13, 2005·Journal of Medicinal Chemistry·In-Hae KimBruce D Hammock
Jun 21, 2005·Analytical Biochemistry·Paul D JonesBruce D Hammock
Jul 5, 2005·Proceedings of the National Academy of Sciences of the United States of America·Kara R SchmelzerBruce D Hammock
Aug 12, 2005·American Journal of Physiology. Renal Physiology·John D Imig
Oct 14, 2005·The Journal of Pharmacology and Experimental Therapeutics·Benjamin B DavisRobert H Weiss
Jan 18, 2006·FASEB Journal : Official Publication of the Federation of American Societies for Experimental Biology·Liming JinR Clinton Webb
Feb 24, 2006·Hypertension·Ingrid Fleming, Rudi Busse
Jun 15, 2006·The Journal of Pharmacology and Experimental Therapeutics·Jeffrey J OlearczykJohn D Imig
Jul 11, 2006·Pharmacology & Therapeutics·Reem H Elbekai, Ayman O S El-Kadi
Jul 22, 2006·Circulation Research·John M SeubertDarryl C Zeldin
Jul 28, 2006·Bioorganic & Medicinal Chemistry Letters·Paul D JonesBruce D Hammock
Aug 16, 2006·Bioorganic & Medicinal Chemistry Letters·Christophe MorisseauBruce D Hammock
Sep 5, 2006·Proceedings of the National Academy of Sciences of the United States of America·Kara R SchmelzerBruce D Hammock
Sep 12, 2006·Cardiovascular Drug Reviews·John D Imig
Nov 30, 2006·Proceedings of the National Academy of Sciences of the United States of America·Danyan XuNipavan Chiamvimonvat
Dec 1, 2006·The Journal of Biological Chemistry·Ayala LuriaBruce D Hammock
Dec 14, 2006·Prostaglandins & Other Lipid Mediators·Bora InceogluBruce D Hammock
Dec 14, 2006·Prostaglandins & Other Lipid Mediators·John M SeubertGarrett J Gross
Apr 19, 2007·Journal of Cerebral Blood Flow and Metabolism : Official Journal of the International Society of Cerebral Blood Flow and Metabolism·Wenri ZhangNabil J Alkayed
Jul 10, 2007·Journal of Medicinal Chemistry·Sung Hee HwangBruce D Hammock
May 2, 2008·British Journal of Pharmacology·S P H AlexanderJ A Peters
Aug 1, 2007·Current Protocols in Toxicology·Christophe Morisseau, Bruce D Hammock

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Citations

Sep 15, 2010·Proceedings of the National Academy of Sciences of the United States of America·Jun-Yan LiuBruce D Hammock
May 17, 2011·Proceedings of the National Academy of Sciences of the United States of America·Ayala LuriaBruce D Hammock
Oct 16, 2010·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Katherine N ThekenCraig R Lee
May 5, 2010·The Journal of Pharmacology and Experimental Therapeutics·Pengcheng LuoMong-Heng Wang
Aug 7, 2012·American Journal of Physiology. Heart and Circulatory Physiology·Kathleen GuglielminoFlorin Despa
Mar 18, 2011·American Journal of Physiology. Regulatory, Integrative and Comparative Physiology·Alexandra SporkováLudek Cervenka
Aug 13, 2011·American Journal of Physiology. Regulatory, Integrative and Comparative Physiology·Ahmed A ElmarakbyJohn D Imig
Jan 8, 2013·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Jun-Yan LiuBruce D Hammock
Dec 10, 2015·Inflammation Research : Official Journal of the European Histamine Research Society ... [et Al.]·Ina WillenbergNils Helge Schebb
Jun 21, 2011·Biochemical and Biophysical Research Communications·Benjamin B DavisKent E Pinkerton
Apr 3, 2010·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Hsing-Ju TsaiBruce D Hammock
Jun 14, 2014·The Journal of Pain : Official Journal of the American Pain Society·Karen WagnerBruce D Hammock
May 4, 2010·Cardiovascular Therapeutics·Hong QiuNipavan Chiamvimonvat
Apr 5, 2014·The Journal of Pharmacy and Pharmacology·Ayush ShresthaSung H Hwang
Apr 4, 2016·Journal of Experimental & Clinical Cancer Research : CR·Junyang LiYouwu Fan
Feb 18, 2016·Journal of Chemical Information and Modeling·Birgit WaltenbergerHermann Stuppner
May 30, 2015·Prostaglandins & Other Lipid Mediators·Clothilde RocheJeremy Bellien
Jan 2, 2013·European Journal of Pharmacology·Karen WagnerBruce D Hammock
Sep 17, 2016·European Journal of Pain : EJP·K WagnerB D Hammock
Jun 24, 2017·Pharmacology & Therapeutics·Karen M WagnerBruce D Hammock
Aug 1, 2013·Journal of Cerebral Blood Flow and Metabolism : Official Journal of the International Society of Cerebral Blood Flow and Metabolism·Sari A JouihanNabil J Alkayed
Nov 7, 2016·American Journal of Physiology. Lung Cellular and Molecular Physiology·Martin WeplerWarren M Zapol
May 8, 2018·Proceedings of the National Academy of Sciences of the United States of America·Qian RenKenji Hashimoto
Feb 23, 2019·American Journal of Physiology. Gastrointestinal and Liver Physiology·Liu YaoYi Zhu
Jul 4, 2019·Diabetes & Vascular Disease Research : Official Journal of the International Society of Diabetes and Vascular Disease·Yann SavinaJeremy Bellien
Mar 13, 2015·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Sean D Kodani, Bruce D Hammock

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