Evidence map›Paper›PMID 25549897›Full record

ArticleBioorganic & medicinal chemistry2015

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

Enza Lacivita, Igor A Schepetkin, Madia L Stama, Liliya N Kirpotina, Nicola A Colabufo, Roberto Perrone, Andrei I Khlebnikov, Mark T Quinn, Marcello Leopoldo

Open access · greenAbstract read
In one paragraph

Article in Bioorganic & medicinal chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
0.9field-weighted citation impact, top 28% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

8 citing papers in PubMed, 17 citations in OpenAlex.

  1. Review
  2. Phytochemical Constituents ofInternational journal of analytical chemistry · 2023
    Article
  3. Review
  4. Chemotactic Ligands that Activate G-Protein-Coupled Formylpeptide Receptors.International journal of molecular sciences · 2019
    Review
  5. Article
  6. Article
  7. Review
  8. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

9 authors at 3 institutions in 3 countries.

Enza LacivitaDipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari 'Aldo Moro', via Orabona, 4, 70125 Bari, Italy.
Igor A SchepetkinDepartment of Microbiology and Immunology, Montana State University, Bozeman, MT 59717, USA.
Madia L StamaDipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari 'Aldo Moro', via Orabona, 4, 70125 Bari, Italy.
Liliya N KirpotinaDepartment of Microbiology and Immunology, Montana State University, Bozeman, MT 59717, USA.
Nicola A ColabufoDipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari 'Aldo Moro', via Orabona, 4, 70125 Bari, Italy.
Roberto PerroneDipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari 'Aldo Moro', via Orabona, 4, 70125 Bari, Italy.
Andrei I KhlebnikovDepartment of Chemistry, Altai State Techical University, Barnaul, Russia; Department of Biotechnology and Organic Chemistry, Tomsk Polytechnic University, Tomsk 634050, Russia.
Mark T QuinnDepartment of Microbiology and Immunology, Montana State University, Bozeman, MT 59717, USA.
Marcello LeopoldoDipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari 'Aldo Moro', via Orabona, 4, 70125 Bari, Italy. Electronic address: marcello.leopoldo@uniba.it.
University of Bari Aldo Moro · ITMontana State University · USTomsk Polytechnic University · RU

Funding

Pilot Grants ProgramP30GM110732 · NIGMS · MONTANA STATE UNIVERSITY - BOZEMAN · PI QUINN, MARK T · 2014 to 2018
$5.4M
NIGMS NIH HHS GM110732NIGMS NIH HHS P30 GM110732
6 · The paper itself

Abstract

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.

Indexed as

AmidesAnimalsCalciumChemistry Techniques, SyntheticDrug Evaluation, PreclinicalDrug StabilityHL-60 CellsHumansMice, Inbred BALB CMicrosomes, LiverNeutrophil ActivationRatsReceptors, Formyl PeptideReceptors, LipoxinSpecies SpecificityStereoisomerismAmidesCalciumFPR2 protein, humanReceptors, Formyl PeptideReceptors, LipoxinCa(2+) mobilizationChiral agonistFormyl peptide receptorMetabolic stabilityNeutrophilUreidopropanamide

Identifiers

PMID25549897
PMCPMC4466095
OpenAlexW2007749067

What Socratic holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the Socratic graph.