Peptidyl-urea based inhibitors of soluble epoxide hydrolases

Christophe Morisseau, John W. Newman, Hsing Ju Tsai, Preston A. Baecker, Bruce D. Hammock

Research output: Contribution to journalArticle

24 Scopus citations

Abstract

We prepared a series of amino acid derived cyclohexyl and adamantyl ureas and tested them as inhibitors of the human soluble epoxide hydrolase, and obtained very potent compounds (KI = 15 nM) that are >10-fold more soluble than previously described sEH inhibitors. While our lead compound 2 showed low apparent bioavailability in dogs and rats, this series of compounds revealed that sEH inhibitor structures could accept large groups that could lead to better orally available drugs.

Original languageEnglish (US)
Pages (from-to)5439-5444
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume16
Issue number20
DOIs
StatePublished - Oct 15 2006

Keywords

  • Cardiovascular diseases
  • Soluble epoxide hydrolase inhibitors

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

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    Morisseau, C., Newman, J. W., Tsai, H. J., Baecker, P. A., & Hammock, B. D. (2006). Peptidyl-urea based inhibitors of soluble epoxide hydrolases. Bioorganic and Medicinal Chemistry Letters, 16(20), 5439-5444. https://doi.org/10.1016/j.bmcl.2006.07.073