Novel 3-(1H-indol-3-yl)-2-[3-(4-methoxyphenyl)ureido]- propanamides as selective agonists of human formyl-peptide receptor 2

Novel 3-(1H-indol-3-yl)-2-[3-(4-methoxyphenyl)ureido]- propanamides as selective agonists of human formyl-peptide receptor 2

Bibliographic Details
Parent link:Bioorganic & Medicinal Chemistry
Vol. 23, Iss. 14.— 2015.— [P. 3913–3924]
Corporate Author: Национальный исследовательский Томский политехнический университет (ТПУ) Институт физики высоких технологий (ИФВТ) Кафедра биотехнологии и органической химии (БИОХ)
Other Authors: Lacivita E. Enza, Schepetkin (Shchepyotkin) I. A. Igor Aleksandrovich, Madia L. Stama, Kirpotina L. N. Liliya Nikolaevna, Colabufo N. A. Nicola, Perrone R. Roberto, Khlebnikov A. I. Andrey Ivanovich, Quinn M. T. Mark, Leopoldo M. Marcello
Summary:Title screen
N-Formyl peptide receptors (FPRs) are G protein-coupled receptors (GPCRs) that play critical roles in inflammatory reactions, and FPR-specific interactions can possibly be used to facilitate the resolution of pathological inflammatory reactions. We here report the synthesis and biological evaluation of six pairs of chiral ureidopropanamido derivatives as potent and selective formyl peptide receptor-2 (FPR2) agonists that were designed starting from our lead agonist (S)-3-(1H-indol-3-yl)-2-[3-(4-methoxyphenyl)ureido]-N-[[1-(5-methoxy-2-pyridinyl)cyclohexyl]methyl]propanamide ((S)-9a). The new compounds were obtained in overall yields considerably higher than (S)-9a. Several of the new compounds showed agonist properties comparable to that of (S)-9a along with higher selectivity over FPR1. Molecular modeling was used to define chiral recognition by FPR2. In vitro metabolic stability of selected compounds was also assessed to obtain preliminary insight on drug-like properties of this class of compounds.
Режим доступа: по договору с организацией-держателем ресурса
Published: 2015
Subjects:
электронный ресурс
труды учёных ТПУ
метаболические процессы
Online Access:http://dx.doi.org/10.1016/j.bmc.2014.12.007
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=644681

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