Evidence map›Paper›PMID 32358806›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020

Sterubin: Enantioresolution and Configurational Stability, Enantiomeric Purity in Nature, and Neuroprotective Activity in Vitro and in Vivo.

Julian Hofmann, Shaimaa Fayez, Matthias Scheiner, Matthias Hoffmann, Sabrina Oerter, Antje Appelt-Menzel, Pamela Maher, Tangui Maurice, Gerhard Bringmann, Michael Decker

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.

0numbers the graph read from it
0cells of the map it votes in
20citing papers in PubMed
–field-weighted citation impact
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

20 citing papers in PubMed.

  1. Chemical Composition ofMolecules (Basel, Switzerland) · 2026
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  5. Protective effect of sterubin against neurochemical and behavioral impairments in rotenone-induced Parkinson's disease.Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologica · 2024
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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

10 authors.

Julian HofmannPharmaceutical and Medicinal Chemistry, Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany.
Shaimaa FayezInstitute of Organic Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany.
Matthias ScheinerPharmaceutical and Medicinal Chemistry, Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany.
Matthias HoffmannPharmaceutical and Medicinal Chemistry, Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany.
Sabrina OerterDepartment for Tissue Engineering and Regenerative Medicine, University Hospital Würzburg, Röntgenring 11, 97070, Würzburg, Germany.
Antje Appelt-MenzelDepartment for Tissue Engineering and Regenerative Medicine, University Hospital Würzburg, Röntgenring 11, 97070, Würzburg, Germany.
Pamela MaherThe Salk Institute for Biological Studies, 10010 North Torrey Pines Rd., CA, 92037, La Jolla, USA.
Tangui MauriceMMDN, University of Montpellier, INSERM, EPHE, UMR-S1198, 34095, Montpellier, France.
Gerhard BringmannInstitute of Organic Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany.
Michael DeckerPharmaceutical and Medicinal Chemistry, Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany.ORCID http://orcid.org/0000-0002-6773-6245

Funding

Bavaria California Technolgy Center 3 [2018-2]Deutscher Akademischer Austauschdienst Projektbezogener Personenaustausch FrankreichPHC Procope
6 · The paper itself

Abstract

Alzheimer's disease (AD) is a neurological disorder with still no preventive or curative treatment. Flavonoids are phytochemicals with potential therapeutic value. Previous studies described the flavanone sterubin isolated from the Californian plant Eriodictyon californicum as a potent neuroprotectant in several in vitro assays. Herein, the resolution of synthetic racemic sterubin (1) into its two enantiomers, (R)-1 and (S)-1, is described, which has been performed on a chiral chromatographic phase, and their stereochemical assignment online by HPLC-ECD coupling. (R)-1 and (S)-1 showed comparable neuroprotection in vitro with no significant differences. While the pure stereoisomers were configurationally stable in methanol, fast racemization was observed in the presence of culture medium. We also established the occurrence of extracted sterubin as its pure (S)-enantiomer. Moreover, the activity of sterubin (1) was investigated for the first time in vivo, in an AD mouse model. Sterubin (1) showed a significant positive impact on short- and long-term memory at low dosages.

Indexed as

AnimalsChromatography, High Pressure LiquidEriodictyonFlavanonesFlavonoidsLuteolinMiceNeuroprotectionNeuroprotective AgentsStereoisomerismflavanoneFlavanonesFlavonoidsLuteolinNeuroprotective AgentsAlzheimer′s diseasechiral resolutioncircular dichroismEriodictyon californicumflavonoidssterubin

Identifiers

PMID32358806
PMCPMC7317536

What OpenQuestion holds

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LicenceCC BY-NC-ND
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.