Evidence map›Paper›PMID 31598174›Full record

ArticleBeilstein journal of organic chemistry2019

Azologization and repurposing of a hetero-stilbene-based kinase inhibitor: towards the design of photoswitchable sirtuin inhibitors.

Christoph W Grathwol, Nathalie Wössner, Sören Swyter, Adam C Smith, Enrico Tapavicza, Robert K Hofstetter, Anja Bodtke, Manfred Jung, Andreas Link

Open access · diamondAbstract read
In one paragraph

Article in Beilstein journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing papers in PubMed
0.8field-weighted citation impact, top 31% 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

9 citing papers in PubMed, 15 citations in OpenAlex.

  1. Article
  2. TURBOMOLE: Today and Tomorrow.Journal of chemical theory and computation · 2023
    Review
  3. A Chemoselective Polarity-Mismatched Photocatalytic C(spAngewandte Chemie (International ed. in English) · 2023
    Article
  4. Review
  5. Article
  6. Article
  7. Article
  8. Article
  9. Crystal structure of benzo[Acta crystallographica. Section E, Crystallographic communications · 2019
    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 2 countries.

Christoph W GrathwolInstitute of Pharmacy, University of Greifswald, Friedrich-Ludwig-Jahn-Str. 17, 17489 Greifswald, Germany.ORCID https://orcid.org/0000-0003-0232-3279
Nathalie WössnerInstitute of Pharmaceutical Sciences, University of Freiburg, Albertstr. 25, 79104 Freiburg, Germany.
Sören SwyterInstitute of Pharmaceutical Sciences, University of Freiburg, Albertstr. 25, 79104 Freiburg, Germany.
Adam C SmithDepartment of Chemistry and Biochemistry, California State University Long Beach, 1250 Bellflower Boulevard, Long Beach, CA, 90840 USA.
Enrico TapaviczaDepartment of Chemistry and Biochemistry, California State University Long Beach, 1250 Bellflower Boulevard, Long Beach, CA, 90840 USA.ORCID https://orcid.org/0000-0002-0640-0297
Robert K HofstetterInstitute of Pharmacy, University of Greifswald, Friedrich-Ludwig-Jahn-Str. 17, 17489 Greifswald, Germany.ORCID https://orcid.org/0000-0002-1077-9703
Anja BodtkeInstitute of Pharmacy, University of Greifswald, Friedrich-Ludwig-Jahn-Str. 17, 17489 Greifswald, Germany.
Manfred JungInstitute of Pharmaceutical Sciences, University of Freiburg, Albertstr. 25, 79104 Freiburg, Germany.ORCID https://orcid.org/0000-0002-6361-7716
Andreas LinkInstitute of Pharmacy, University of Greifswald, Friedrich-Ludwig-Jahn-Str. 17, 17489 Greifswald, Germany.ORCID https://orcid.org/0000-0003-1262-6636
Universität Greifswald · DEUniversity of Freiburg · DECalifornia State University, Long Beach · US

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The use of light as an external trigger to change ligand shape and as a result its bioactivity, allows the probing of pharmacologically relevant systems with spatiotemporal resolution. A hetero-stilbene lead resulting from the screening of a compound that was originally designed as kinase inhibitor served as a starting point for the design of photoswitchable sirtuin inhibitors. Because the original stilbenoid structure exerted unfavourable photochemical characteristics it was remodelled to its heteroarylic diazeno analogue. By this intramolecular azologization, the shape of the molecule was left unaltered, whereas the photoswitching ability was improved. As anticipated, the highly analogous compound showed similar activity in its thermodynamically stable stretched-out (

Indexed as

azo compoundsepigeneticsphotoswitchsirtuinsstilbenes

Identifiers

PMID31598174
PMCPMC6774072
OpenAlexW2973986991

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.