Evidence map›Paper›PMID 24677631›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2014

Expanding the palette of phenanthridinium cations.

Andrew G Cairns, Hans Martin Senn, Michael P Murphy, Richard C Hartley

Open access · bronzeAbstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
1.1field-weighted citation impact, top 23% 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

4 citing papers in PubMed, 11 citations in OpenAlex.

  1. Concerted Nucleophilic Aromatic Substitution Reactions.Angewandte Chemie (International ed. in English) · 2019
    Review
  2. Article
  3. Article
  4. Review
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 2 institutions in 1 country.

Andrew G Cairns
Hans Martin Senn
Michael P Murphy
Richard C Hartley
University of Glasgow · GBMRC Mitochondrial Biology Unit · GB

Funding

Biotechnology and Biological Sciences Research Council BB/D526310/1Biotechnology and Biological Sciences Research Council BB/I012826/1Medical Research Council MC_U105663142
6 · The paper itself

Abstract

5,6-Disubstituted phenanthridinium cations have a range of redox, fluorescence and biological properties. Some properties rely on phenanthridiniums intercalating into DNA, but the use of these cations as exomarkers for the reactive oxygen species (ROS), superoxide, and as inhibitors of acetylcholine esterase (AChE) do not require intercalation. A versatile modular synthesis of 5,6-disubstituted phenanthridiniums that introduces diversity by Suzuki–Miyaura coupling, imine formation and microwave-assisted cyclisation is presented. Computational modelling at the density functional theory (DFT) level reveals that the novel displacement of the aryl halide by an acyclic N-alkylimine proceeds by an S(N)Ar mechanism rather than electrocyclisation. It is found that the displacement of halide is concerted and there is no stable Meisenheimer intermediate, provided the calculations consistently use a polarisable solvent model and a diffuse basis set.

Indexed as

CationsComputer SimulationCyclizationDNAFluorescent DyesIntercalating AgentsModels, ChemicalMolecular StructurePhenanthridinesCationsDNAFluorescent DyesIntercalating AgentsPhenanthridinesphenanthridinium

Identifiers

PMID24677631
PMCPMC4164275
OpenAlexW2155636552

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.