Evidence map›Paper›PMID 30362739›Full record

ArticleJournal of natural products2018

Stereoselective Synthesis of the Isomers of Notoincisol A: Assigment of the Absolute Configuration of this Natural Product and Biological Evaluation.

Lukas Rycek, Vincenzo Ticli, Jakob Pyszkowski, Simone Latkolik, Xin Liu, Atanas G Atanasov, Theresa Steinacher, Rudolf Bauer, Daniela Schuster, Verena M Dirsch and 3 more

Open access · hybridAbstract read
In one paragraph

Article in Journal of natural products, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact, top 90% 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

1 citing paper in PubMed, 6 citations in OpenAlex.

  1. 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

13 authors at 5 institutions in 2 countries.

Lukas RycekInstitute of Applied Synthetic Chemistry , TU Wien , Getreidemarkt 9/163-OC , 1060 Vienna , Austria.
Vincenzo TicliInstitute of Applied Synthetic Chemistry , TU Wien , Getreidemarkt 9/163-OC , 1060 Vienna , Austria.
Jakob PyszkowskiDepartment of Molecular Neurosciences , Medical University of Vienna , Spitalgasse 4 , 1090 Vienna , Austria.
Simone LatkolikDepartment of Pharmacognosy , University of Vienna , Althanstrasse 14 , 1090 Vienna , Austria.
Xin LiuInstitute of Pharmaceutical Sciences , University of Graz , Universitätsplatz 4 , 8010 Graz , Austria.
Atanas G AtanasovDepartment of Pharmacognosy , University of Vienna , Althanstrasse 14 , 1090 Vienna , Austria.
Theresa SteinacherInstitute of Pharmacy/Pharmaceutical Chemistry , University of Innsbruck , Innrain 80-82 , 6020 Innsbruck , Austria.
Rudolf BauerInstitute of Pharmaceutical Sciences , University of Graz , Universitätsplatz 4 , 8010 Graz , Austria.ORCID 0000-0002-0057-5547
Daniela SchusterInstitute of Pharmacy/Pharmaceutical Chemistry , University of Innsbruck , Innrain 80-82 , 6020 Innsbruck , Austria.
Verena M DirschDepartment of Pharmacognosy , University of Vienna , Althanstrasse 14 , 1090 Vienna , Austria.ORCID 0000-0002-9261-5293
Michael SchnürchInstitute of Applied Synthetic Chemistry , TU Wien , Getreidemarkt 9/163-OC , 1060 Vienna , Austria.ORCID 0000-0003-2946-9294
Margot ErnstDepartment of Molecular Neurosciences , Medical University of Vienna , Spitalgasse 4 , 1090 Vienna , Austria.
Marko D MihovilovicInstitute of Applied Synthetic Chemistry , TU Wien , Getreidemarkt 9/163-OC , 1060 Vienna , Austria.ORCID 0000-0002-5438-8368
TU Wien · ATUniversity of Vienna · ATMedical University of Vienna · ATUniversität Innsbruck · ATUniversity of Graz · AT

Funding

Austrian Science Fund FWF W 1232
6 · The paper itself

Abstract

The total syntheses of all stereoisomers of notoincisol A, a recently isolated natural product with potential anti-inflammatory activity, are reported. The asymmetric synthesis was conducted employing a lipase-mediated kinetic resolution, which enables easy access to all required chiral building blocks with the aim of establishing the absolute configuration of the naturally occurring isomer. This was achieved by comparison of optical properties of the isolated compound with the synthetic derivatives obtained. Moreover, an assessment of the biological activity on PPARγ (peroxisome proliferator-activated receptor gamma) as a prominent receptor related to inflammation is reported. Only the natural isomer was found to activate the PPARγ receptor, and this phenomenon could be explained based on molecular docking studies. In addition, the pharmacological profiles of the isomers were determined using the GABA

Indexed as

Allosteric RegulationBiological ProductsHEK293 CellsHumansMolecular Docking SimulationMolecular StructurePolyynesPPAR gammaStereoisomerismBiological ProductsPolyynesPPAR gamma

Identifiers

PMID30362739
PMCPMC6256351
OpenAlexW2898481330

What OpenQuestion holds

Textmetadata
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.