Evidence map›Paper›PMID 27598302›Full record

ArticleThe Journal of organic chemistry2016

Artificial Macrocycles by Ugi Reaction and Passerini Ring Closure.

Eman M M Abdelraheem, Katarzyna Kurpiewska, Justyna Kalinowska-Tłuścik, Alexander Dömling

Open access · greenAbstract read
In one paragraph

Article in The Journal of organic chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.

0numbers the graph read from it
0cells of the map it votes in
18citing papers in PubMed
4.2field-weighted citation impact, top 6% 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

18 citing papers in PubMed, 44 citations in OpenAlex.

  1. Article
  2. Multicomponent Macrocyclic IL-17a Modifier.ACS medicinal chemistry letters · 2022
    Article
  3. LIMO: Latent Inceptionism for Targeted Molecule Generation.Proceedings of machine learning research · 2022
    Article
  4. Article
  5. Review
  6. Review
  7. Design of indole- and MCR-based macrocycles as p53-MDM2 antagonists.Beilstein journal of organic chemistry · 2019
    Article
  8. Artificial Macrocycles.Synlett : accounts and rapid communications in synthetic organic chemistry · 2018
    Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Two-Step Synthesis of Complex Artificial Macrocyclic Compounds.Angewandte Chemie (International ed. in English) · 2017
    Article
  16. With unprotected amino acids to tetrazolo peptidomimetics.Chemical communications (Cambridge, England) · 2017
    Article
  17. Article
  18. 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

4 authors at 3 institutions in 3 countries.

Eman M M AbdelraheemDepartment of Drug Design, University of Groningen , A. Deusinglaan 1, 9713 AV Groningen, The Netherlands.
Katarzyna KurpiewskaFaculty of Chemistry, Jagiellonian University , 3 Ingardena Street, 30-060 Kraków, Poland.
Justyna Kalinowska-TłuścikFaculty of Chemistry, Jagiellonian University , 3 Ingardena Street, 30-060 Kraków, Poland.
Alexander DömlingDepartment of Drug Design, University of Groningen , A. Deusinglaan 1, 9713 AV Groningen, The Netherlands.
Jagiellonian University · PLSohag University · EGUniversity of Groningen · NL

Funding

Real-time discovery of inhibitors among billion compounds for preview and downloadR01GM097082 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI CAMACHO, CARLOS J. · 2011 to 2020
$2.5M
NIGMS NIH HHS R01 GM097082
6 · The paper itself

Abstract

Artificial macrocycles can be convergently synthesized by a sequence of an Ugi multicomponent reaction (MCR) followed by an intramolecular Passerini MCR used to close the macrocycle. Significantly, in this work, the first intramolecular macrocyclization through a Passerini reaction is described. We describe 21 macrocycles of a size of 15-20. The resulting macrocyclic depsipeptides are model compounds for natural products and could find applications in drug discovery.

Indexed as

Carbon-13 Magnetic Resonance SpectroscopyCyclizationMacrocyclic CompoundsModels, ChemicalProton Magnetic Resonance SpectroscopySpectrometry, Mass, Electrospray IonizationMacrocyclic Compounds

Identifiers

PMID27598302
PMCPMC6280654
OpenAlexW2507135441

What OpenQuestion 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 OpenQuestion graph.