Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides

Christophe Morisseau, Svitlana Pakhomova, Sung Hee Hwang, Marcia E. Newcomer, Bruce D. Hammock

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The soluble epoxide hydrolase (sEH) is a key enzyme in the metabolism of epoxy-fatty acids, signaling molecules involved in numerous biologies. Toward finding novel inhibitors of sEH, a library of known drugs was tested for inhibition of sEH. We found that fulvestrant, an anticancer agent, is a potent (KI = 26 nM) competitive inhibitor of sEH. From this observation, we found that alkyl-sulfoxides represent a new kind of pharmacophore for the inhibition of sEH.

Original languageEnglish (US)
Pages (from-to)3818-3821
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number13
DOIs
StatePublished - Jul 1 2013

Fingerprint

Sulfoxides
Epoxide Hydrolases
Metabolism
Antineoplastic Agents
Libraries
Fatty Acids
fulvestrant
Molecules
Enzymes
Pharmaceutical Preparations

Keywords

  • Competitive inhibition
  • Epoxy-eicosatrienoic acids
  • Fulvestrant
  • Soluble epoxide hydrolase
  • X-ray structure

ASJC Scopus subject areas

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

Cite this

Morisseau, C., Pakhomova, S., Hwang, S. H., Newcomer, M. E., & Hammock, B. D. (2013). Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides. Bioorganic and Medicinal Chemistry Letters, 23(13), 3818-3821. https://doi.org/10.1016/j.bmcl.2013.04.083

Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides. / Morisseau, Christophe; Pakhomova, Svitlana; Hwang, Sung Hee; Newcomer, Marcia E.; Hammock, Bruce D.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 23, No. 13, 01.07.2013, p. 3818-3821.

Research output: Contribution to journalArticle

Morisseau, C, Pakhomova, S, Hwang, SH, Newcomer, ME & Hammock, BD 2013, 'Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides', Bioorganic and Medicinal Chemistry Letters, vol. 23, no. 13, pp. 3818-3821. https://doi.org/10.1016/j.bmcl.2013.04.083
Morisseau, Christophe ; Pakhomova, Svitlana ; Hwang, Sung Hee ; Newcomer, Marcia E. ; Hammock, Bruce D. / Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides. In: Bioorganic and Medicinal Chemistry Letters. 2013 ; Vol. 23, No. 13. pp. 3818-3821.
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