Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties

G. M. Butov, V. V. Burmistrov, D. V. Danilov, A. D. Averin, C. Morisseau, S. Kodani, B. D. Hammock

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Adamantyl-containing 1,3-disubstituted ureas, bisureas, and biscarbamates containing different spacers between the ureylene or the carbamate groups and the adamantyl radical were synthesized. Their inhibitory activity against soluble epoxide hydrolases of mammals and humans (sEH, E.C. 3.3.2.10) was studied. The compounds were found to possess high inhibitory activity on the level of 0.8—2.7 nmol L–1. A relationship between the inhibitor structure and its activity was established.

Original languageEnglish (US)
Pages (from-to)2299-2305
Number of pages7
JournalRussian Chemical Bulletin
Volume65
Issue number9
DOIs
StatePublished - Sep 1 2016

Fingerprint

Epoxide Hydrolases
Mammals
Carbamates
Urea

Keywords

  • adamantane
  • carbamate
  • diurea
  • inhibition
  • isocyanate
  • soluble epoxide hydrolase
  • urea

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Butov, G. M., Burmistrov, V. V., Danilov, D. V., Averin, A. D., Morisseau, C., Kodani, S., & Hammock, B. D. (2016). Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties. Russian Chemical Bulletin, 65(9), 2299-2305. https://doi.org/10.1007/s11172-016-1581-y

Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties. / Butov, G. M.; Burmistrov, V. V.; Danilov, D. V.; Averin, A. D.; Morisseau, C.; Kodani, S.; Hammock, B. D.

In: Russian Chemical Bulletin, Vol. 65, No. 9, 01.09.2016, p. 2299-2305.

Research output: Contribution to journalArticle

Butov, GM, Burmistrov, VV, Danilov, DV, Averin, AD, Morisseau, C, Kodani, S & Hammock, BD 2016, 'Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties', Russian Chemical Bulletin, vol. 65, no. 9, pp. 2299-2305. https://doi.org/10.1007/s11172-016-1581-y
Butov GM, Burmistrov VV, Danilov DV, Averin AD, Morisseau C, Kodani S et al. Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties. Russian Chemical Bulletin. 2016 Sep 1;65(9):2299-2305. https://doi.org/10.1007/s11172-016-1581-y
Butov, G. M. ; Burmistrov, V. V. ; Danilov, D. V. ; Averin, A. D. ; Morisseau, C. ; Kodani, S. ; Hammock, B. D. / Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties. In: Russian Chemical Bulletin. 2016 ; Vol. 65, No. 9. pp. 2299-2305.
@article{fb1ad7958b744ff69dd65679289d30f7,
title = "Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties",
abstract = "Adamantyl-containing 1,3-disubstituted ureas, bisureas, and biscarbamates containing different spacers between the ureylene or the carbamate groups and the adamantyl radical were synthesized. Their inhibitory activity against soluble epoxide hydrolases of mammals and humans (sEH, E.C. 3.3.2.10) was studied. The compounds were found to possess high inhibitory activity on the level of 0.8—2.7 nmol L–1. A relationship between the inhibitor structure and its activity was established.",
keywords = "adamantane, carbamate, diurea, inhibition, isocyanate, soluble epoxide hydrolase, urea",
author = "Butov, {G. M.} and Burmistrov, {V. V.} and Danilov, {D. V.} and Averin, {A. D.} and C. Morisseau and S. Kodani and Hammock, {B. D.}",
year = "2016",
month = "9",
day = "1",
doi = "10.1007/s11172-016-1581-y",
language = "English (US)",
volume = "65",
pages = "2299--2305",
journal = "Bulletin of the Academy of Sciences of the USSR Division of Chemical Science",
issn = "1066-5285",
publisher = "Springer New York",
number = "9",

}

TY - JOUR

T1 - Synthesis of epoxide hydrolase sEH inhibitors and study of its inhibitory properties

AU - Butov, G. M.

AU - Burmistrov, V. V.

AU - Danilov, D. V.

AU - Averin, A. D.

AU - Morisseau, C.

AU - Kodani, S.

AU - Hammock, B. D.

PY - 2016/9/1

Y1 - 2016/9/1

N2 - Adamantyl-containing 1,3-disubstituted ureas, bisureas, and biscarbamates containing different spacers between the ureylene or the carbamate groups and the adamantyl radical were synthesized. Their inhibitory activity against soluble epoxide hydrolases of mammals and humans (sEH, E.C. 3.3.2.10) was studied. The compounds were found to possess high inhibitory activity on the level of 0.8—2.7 nmol L–1. A relationship between the inhibitor structure and its activity was established.

AB - Adamantyl-containing 1,3-disubstituted ureas, bisureas, and biscarbamates containing different spacers between the ureylene or the carbamate groups and the adamantyl radical were synthesized. Their inhibitory activity against soluble epoxide hydrolases of mammals and humans (sEH, E.C. 3.3.2.10) was studied. The compounds were found to possess high inhibitory activity on the level of 0.8—2.7 nmol L–1. A relationship between the inhibitor structure and its activity was established.

KW - adamantane

KW - carbamate

KW - diurea

KW - inhibition

KW - isocyanate

KW - soluble epoxide hydrolase

KW - urea

UR - http://www.scopus.com/inward/record.url?scp=85019035268&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85019035268&partnerID=8YFLogxK

U2 - 10.1007/s11172-016-1581-y

DO - 10.1007/s11172-016-1581-y

M3 - Article

AN - SCOPUS:85019035268

VL - 65

SP - 2299

EP - 2305

JO - Bulletin of the Academy of Sciences of the USSR Division of Chemical Science

JF - Bulletin of the Academy of Sciences of the USSR Division of Chemical Science

SN - 1066-5285

IS - 9

ER -