Design, Synthesize and Biological Evaluation of Novel Urea Soluble Epoxide Hydrolase Inhibitors

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REZAEI ELHAM; HEDAYATI MAHDI; HOGHOOGHI RAD LALEH; TABATABAI SAYYED ABBAS

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Paper Information

Journal: Nashrieh Shimi va Mohandesi Shimi Iran Year:2019 | Volume:38 | Issue:2 (92) Page(s): 321-330

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Information Journal Paper

Title

Design, Synthesize and Biological Evaluation of Novel Urea Soluble Epoxide Hydrolase Inhibitors

Author(s)

REZAEI ELHAM | HEDAYATI MAHDI | HOGHOOGHI RAD LALEH | TABATABAI SAYYED ABBAS | Issue Writer Certificate

Keywords

InhibitorQ1

Antihypertensive agentsQ1

Soluble epoxide hydrolaseQ1

UreaQ1

OxadiazoleQ1

Abstract

Soluble epoxide hydrolase (sEH) enzyme converts Epoxyeicosatrienoic acids (EETs), substrates formed by epoxygenases from arachidonic acid, to the corresponding diols. EETs have a wide range of physiological effects. Among them, vasodilatory actions in vascular conduit, renal afferent arterioles, and coronary vessels are more considerable and lead to the regulation of blood pressure and myocardial perfusion. In addition, EETs modulate adhesion molecule expression, platelet aggregation, vascular smooth muscle cell migration, and thrombolytic properties, which could be involved in a protective mechanism against athero 5 sclerosis. Therefore, sEH inhibition that leads to the accumulation of active EETs, provides a novel approach to the treatment of hypertension and atherosclerosis. Since the most reported potent sEH Inhibitors have limited pharmacokinetic profile, they aren’ t useful for clinical application. The effort to achieve to sEH Inhibitors with proper potency and enhanced pharmacokinetic properties is still continuous. In this study, new Urea-based compounds with Oxadiazole ring against sEH enzyme were developed. The designed compounds showed a high affinity to the active site of the sEH enzyme and were synthesized in good yield and characterized by IR, Mass, and 1HNMR. Some novel compounds had comparable in vitro sEH Inhibitory activity to 12-(3-Adamantan-1-yl-ureido)-dodecanoicacid (AUDA), a potent Urea-based sEH Inhibitor.

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APA: Copy

REZAEI, ELHAM, HEDAYATI, MAHDI, HOGHOOGHI RAD, LALEH, & TABATABAI, SAYYED ABBAS. (2019). Design, Synthesize and Biological Evaluation of Novel Urea Soluble Epoxide Hydrolase Inhibitors. NASHRIEH SHIMI VA MOHANDESI SHIMI IRAN (PERSIAN), 38(2 (92) ), 321-330. SID. https://sid.ir/paper/388640/en

Vancouver: Copy

REZAEI ELHAM, HEDAYATI MAHDI, HOGHOOGHI RAD LALEH, TABATABAI SAYYED ABBAS. Design, Synthesize and Biological Evaluation of Novel Urea Soluble Epoxide Hydrolase Inhibitors. NASHRIEH SHIMI VA MOHANDESI SHIMI IRAN (PERSIAN)[Internet]. 2019;38(2 (92) ):321-330. Available from: https://sid.ir/paper/388640/en

IEEE: Copy

ELHAM REZAEI, MAHDI HEDAYATI, LALEH HOGHOOGHI RAD, and SAYYED ABBAS TABATABAI, “Design, Synthesize and Biological Evaluation of Novel Urea Soluble Epoxide Hydrolase Inhibitors,” NASHRIEH SHIMI VA MOHANDESI SHIMI IRAN (PERSIAN), vol. 38, no. 2 (92) , pp. 321–330, 2019, [Online]. Available: https://sid.ir/paper/388640/en

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