N-Benzyllinoleamide

N-Benzyl linoleamide is an inhibitor of soluble epoxide hydrolase (sEH; IC₅₀s = 0.155, 0.041, and 0.044 ?M for the human, rat, and mouse enzymes, respectively).¹ It is selective for sEH over fatty acid amide hydrolase (FAAH; IC₅₀ = 10.8 ?M for the human enzyme). N-Benzyl linoleamide also inhibits the production of NF-κB (IC₅₀ = 8.80 ?M) and activates nuclear factor erythroid 2-related factor 2 (Nrf2; EC₅₀ = 35.24 ?M in a transactivation assay) in Neuro2a murine neuroblastoma cells.² It increases the paw withdrawal threshold in a mouse model of LPS-induced inflammatory pain when administered at a dose of 100 mg/kg.¹

1.Singh, N., Barnych, B., Morisseau, C., et al.N?Benzyl-linoleamide, a constituent of Lepidium meyenii (maca), is an orally bioavailable soluble epoxide hydrolase inhibitor that alleviates inflammatory painJ. Nat. Prod.83(12)3689-3697(2020) 2.Ticona, L.A., Pérez, V.T., Serban, A.M., et al.Design, synthesis and pharmacological evaluation of N-benzyl linoleamide analogues from Tropaeolum tuberosum as NF-κB inhibitors and Nrf2 activatorsChemistrySelect5(38)11825-11836(2020)