Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides

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

doi:10.1016/j.bmcl.2013.04.083

Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides

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

Entomology

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

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 (K_I = 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 language	English (US)
Pages (from-to)	3818-3821
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	13
DOIs	https://doi.org/10.1016/j.bmcl.2013.04.083
State	Published - Jul 1 2013

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

Access to Document

10.1016/j.bmcl.2013.04.083

Fingerprint Dive into the research topics of 'Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides'. Together they form a unique fingerprint.

Cite this

@article{55eb0b1521cd4ae88a61a0241469cdc2,

title = "Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides",

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.",

keywords = "Competitive inhibition, Epoxy-eicosatrienoic acids, Fulvestrant, Soluble epoxide hydrolase, X-ray structure",

author = "Christophe Morisseau and Svitlana Pakhomova and Hwang, {Sung Hee} and Newcomer, {Marcia E.} and Hammock, {Bruce D.}",

year = "2013",

month = jul,

day = "1",

doi = "10.1016/j.bmcl.2013.04.083",

language = "English (US)",

volume = "23",

pages = "3818--3821",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Limited",

number = "13",

}

TY - JOUR

T1 - Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides

AU - Morisseau, Christophe

AU - Pakhomova, Svitlana

AU - Hwang, Sung Hee

AU - Newcomer, Marcia E.

AU - Hammock, Bruce D.

PY - 2013/7/1

Y1 - 2013/7/1

N2 - 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.

AB - 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.

KW - Competitive inhibition

KW - Epoxy-eicosatrienoic acids

KW - Fulvestrant

KW - Soluble epoxide hydrolase

KW - X-ray structure

UR - http://www.scopus.com/inward/record.url?scp=84878865138&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84878865138&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2013.04.083

DO - 10.1016/j.bmcl.2013.04.083

M3 - Article

C2 - 23684894

AN - SCOPUS:84878865138

VL - 23

SP - 3818

EP - 3821

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 13

ER -

Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this