Evidence map›Paper›PMID 36241620›Full record

ArticleNature communications2022

Hemipiperazines as peptide-derived molecular photoswitches with low-nanomolar cytotoxicity.

Susanne Kirchner, Anna-Lena Leistner, Peter Gödtel, Angelika Seliwjorstow, Sven Weber, Johannes Karcher, Martin Nieger, Zbigniew Pianowski

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.

0numbers the graph read from it
0cells of the map it votes in
14citing papers in PubMed
3.0field-weighted citation impact, top 8% 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

14 citing papers in PubMed, 43 citations in OpenAlex.

  1. Activated excited-state isomerisation in a hemipiperazine photoswitch.Chemical communications (Cambridge, England) · 2026
    Article
  2. Dynamic Control of Nucleic Acids Self-Assembly and Expression Using Photoswitches.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Review
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  11. Harnessing Light for G-Quadruplex Modulation: Dual Isomeric Effects of anThe journal of physical chemistry letters · 2024
    Article
  12. Review
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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

8 authors at 2 institutions in 2 countries.

Susanne KirchnerInstitute of Organic Chemistry, Karlsruhe Institute of Technology, 76131, Karlsruhe, Germany.ORCID 0000-0002-4681-7353
Anna-Lena LeistnerInstitute of Organic Chemistry, Karlsruhe Institute of Technology, 76131, Karlsruhe, Germany.ORCID 0000-0002-2147-9992
Peter GödtelInstitute of Organic Chemistry, Karlsruhe Institute of Technology, 76131, Karlsruhe, Germany.ORCID 0000-0001-6774-4360
Angelika SeliwjorstowInstitute of Organic Chemistry, Karlsruhe Institute of Technology, 76131, Karlsruhe, Germany.
Sven WeberInstitute of Organic Chemistry, Karlsruhe Institute of Technology, 76131, Karlsruhe, Germany.ORCID 0000-0001-8899-2013
Johannes KarcherInstitute of Organic Chemistry, Karlsruhe Institute of Technology, 76131, Karlsruhe, Germany.ORCID 0000-0002-1616-4312
Martin NiegerDepartment of Chemistry, University of Helsinki, FIN-00014, Helsinki, Finland.
Zbigniew PianowskiInstitute of Organic Chemistry, Karlsruhe Institute of Technology, 76131, Karlsruhe, Germany. pianowski@kit.edu.ORCID 0000-0002-2623-744X
Karlsruhe Institute of Technology · DEUniversity of Helsinki · FI

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Molecular photoswitches transform light energy into reversible structural changes. Their combination with known pharmacophores often allows for photomodulation of the biological activity. The effort to apply such compounds in photopharmacology as light-activated pro-drugs is, however, hampered by serious activity reduction upon pharmacophore modifications, or limited biostability. Here we report that a potent antimitotic agent plinabulin and its derivatives demonstrate up to 56-fold reversible activity photomodulation. Alternatively, irreversible photoactivation with cyan light can enhance the cytotoxicity up to three orders of magnitude-all without compromising the original activity level, as the original pharmacophore structure is unchanged. This occurs due to the presence of a peptide-derived photoswitchable motif hemipiperazine inside the plinabulin scaffold. Furthermore, we systematically describe photochromism of these thermally stable and biocompatible hemipiperazines, as well as a photoswitchable fluorophore derived from plinabulin. The latter may further expand the applicability of hemipiperazine photochromism towards super-resolution microscopy.

Indexed as

Antimitotic AgentsProdrugsPeptidesAntimitotic AgentsPeptidesProdrugs

Identifiers

PMID36241620
PMCPMC9568564
OpenAlexW4306160675

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.