Peptidyl-urea based inhibitors of soluble epoxide hydrolases
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Acknowledgments
This study was supported in part by NIEHS Grant ES02710, NIEHS Superfund Grant P42 ES04699, NIEHS Center Grant P30 ES05707, and NHLBI STTR Grant R41 HL078016.
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Anti-nociceptive efficacy of the soluble epoxide hydrolase inhibitor t-TUCB in horses with mechanically induced lameness
2022, Research in Veterinary ScienceCitation Excerpt :Lameness was subsequently assessed at 1, 3, 6, 12, and 24 h following each treatment administration. Synthesis of t-TUCB (EicOsis, Davis, CA) was performed as previously described (Jones et al., 2006; Morisseau et al., 2006; Tsai et al., 2010). Prior to each experiment, t-TUCB was dissolved in dimethyl sulfoxide (DMSO) (Sigma Aldrich, St. Louis, MO) to a concentration of 100 mg/ml, filter-sterilized with 0.2 μm pore size sterilizing-grade membranes, and stored as previously described (Guedes et al., 2018).
Prospective for cytochrome P450 epoxygenase cardiovascular and renal therapeutics
2018, Pharmacology and TherapeuticsPain Management in Horses
2017, Veterinary Clinics of North America - Equine PracticeCitation Excerpt :Cytochrome P450 epoxygenases mediate another pathway of arachidonic and other polyunsaturated fatty acid metabolism (see Fig. 15). This pathway results in the production of endogenous bioactive lipids known as epoxy-fatty acids (EpFAs), which are subsequently inactivated by the action of the enzyme-soluble epoxide hydrolase (sEH).70–76 In rodent inflammatory and neuropathic pain models, pharmacologic inhibition of sEH stabilizes EpFAs and produces antinociception in both the peripheral and central nervous systems.76–84
Use of a soluble epoxide hydrolase inhibitor as an adjunctive analgesic in a horse with laminitis
2013, Veterinary Anaesthesia and AnalgesiaCitation Excerpt :Dose (0.1 mg kg−1) and frequency of administration (once daily) were selected to produce plasma concentrations within the range of approximately 2500 nmol L−1 (peak) and 30 nmol L−1 (trough). Concentrations in this range are expected to be sufficient to inhibit the equine sEH in vivo on the basis of previous studies in other species (Inceoglu et al. 2006, 2008; Morisseau et al. 2006; Tsai et al. 2010; Ulu et al. 2011) and the in vitro potency against the equine sEH (unpublished data). The drug was dissolved in dimethyl sulfoxide (DMSO) to a final concentration of 10 mg mL−1, filter‐sterilized with 0.2 μm pore size sterilizing‐grade membranes, and administered intravenously as a bolus by hand over a period of approximately 1 minute.
Comparative efficacy of 3 soluble epoxide hydrolase inhibitors in rat neuropathic and inflammatory pain models
2013, European Journal of PharmacologyCitation Excerpt :Early sEH inhibitors were successful in vitro but their formulation was problematic for use in vivo. The physical and chemical properties of the inhibitors have been systematically optimized (Morisseau et al., 1999, 2006; Shen and Hammock, 2012) and demonstrate improvements in bioefficacy (Hwang et al., 2007; Tsai et al., 2010). Direct application of epoxy-fatty acids including epoxyeicosatrienoic acids also mediates pain relief in rats (Inceoglu et al., 2006; Morisseau et al., 2010).
Screening a library of 1600 adamantyl ureas for anti-Mycobacterium tuberculosis activity in vitro and for better physical chemical properties for bioavailability
2012, Bioorganic and Medicinal ChemistryCitation Excerpt :On the other hand, it was encouraging to note the divergence of inhibition of epoxide hydrolase inhibition activity and inhibition of the growth of M. tuberculosis and to see that adamantyl ureas containing polar components in their structure were able to penetrate the highly impermeable mycobacterial cell wall. Most of chemicals used in the library were synthesized for their ability to inhibit the human soluble epoxide hydrolase14,15,17,18,21–28; few were of commercial origins (Chem Service Inc., West Chester, PA; and Sigma Chemical Co, St Louis, MO). The library was prepared in 2 mL deep well polypropylene 96-well assay blocks (Fisher Scientific, Santa Clara, CA; #07200700).