Evidence map›Paper›PMID 30072653›Full record

ArticleMolecules (Basel, Switzerland)2018

Synthesis and Cytoprotective Characterization of 8-Hydroxyquinoline Betti Products.

Iván Kanizsai, Ramóna Madácsi, László Hackler, Márió Gyuris, Gábor J Szebeni, Orsolya Huzián, László G Puskás

Open access · goldAbstract read
In one paragraph

Article in Molecules (Basel, Switzerland), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
0.7field-weighted citation impact, top 29% 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

8 citing papers in PubMed, 17 citations in OpenAlex.

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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

7 authors.

Iván KanizsaiAvidin Ltd., Alsó kikötő sor. 11D, H-6726 Szeged, Hungary. i.kanizsai@avidinbiotech.com.ORCID 0000-0003-0109-7097
Ramóna MadácsiAvidin Ltd., Alsó kikötő sor. 11D, H-6726 Szeged, Hungary. r.madacsi@avicorbiotech.com.
László HacklerAvidin Ltd., Alsó kikötő sor. 11D, H-6726 Szeged, Hungary. hackler@avidinbiotech.com.
Márió GyurisAvidin Ltd., Alsó kikötő sor. 11D, H-6726 Szeged, Hungary. gyuris.mario@gmail.com.
Gábor J SzebeniAvidin Ltd., Alsó kikötő sor. 11D, H-6726 Szeged, Hungary. g.szebeni@avidinbiotech.com.ORCID 0000-0002-6998-5632
Orsolya HuziánAvicor Ltd., Alsó kikötő sor. 11D, H-6726 Szeged, Hungary. o.huzian@avicorbiotech.com.
László G PuskásAvidin Ltd., Alsó kikötő sor. 11D, H-6726 Szeged, Hungary. laszlo@avidinbiotech.com.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The 8-hydroxyquinoline pharmacophore scaffold has been shown to possess a range of activities as metal chelation, enzyme inhibition, cytotoxicity, and cytoprotection. Based on our previous findings we set out to optimize the scaffold for cytoprotective activity for its potential application in central nervous system related diseases. A 48-membered Betti-library was constructed by the utilization of formic acid mediated industrial-compatible coupling with sets of aromatic primary amines such as anilines, oxazoles, pyridines, and pyrimidines, with (hetero)aromatic aldehydes and 8-hydroxiquinoline derivatives. After column chromatography and re-crystallization, the corresponding analogues were obtained in yields of 13⁻90%. The synthesized analogs were optimized with the utilization of a cytoprotection assay with chemically induced oxidative stress, and the most active compounds were further tested in orthogonal assays, a real time cell viability method, a fluorescence-activated cell sorting (FACS)-based assay measuring mitochondrial membrane potential changes, and gene expression analysis. The best candidates showed potent, nanomolar activity in all test systems and support the need for future studies in animal models of central nervous system (CNS) disorders.

Indexed as

AldehydesAniline CompoundsCell DeathCell LineCell SurvivalCytoprotectionGene Expression RegulationHumansHypoxiaInhibitory Concentration 50Membrane Potential, MitochondrialOxidative StressOxyquinolineStructure-Activity RelationshipAldehydesanilineAniline CompoundsOxyquinoline8-HQ8-hydroxyquinolineBetti-reactioncytoprotectionHIF1AMannich-reactionmitochondrial membrane potentialmulticomponent reactionmultitarget directed ligandneurodegenerationphenotypic screening

Identifiers

PMID30072653
PMCPMC6222637
OpenAlexW2887425009

What OpenQuestion holds

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LicenceCC BY
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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.