Evidence map›Paper›PMID 32592289›Full record

ArticleChemistry, an Asian journal2020

Antiproliferative Activity of Functionalized Histidine-derived Au(I) bis-NHC Complexes for Bioconjugation.

Christian H G Jakob, Bruno Dominelli, Eva M Hahn, Tobias O Berghausen, Teresa Pinheiro, Fernanda Marques, Robert M Reich, João D G Correia, Fritz E Kühn

Open access · hybridAbstract read
In one paragraph

Article in Chemistry, an Asian journal, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
1.8field-weighted citation impact, top 16% 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

5 citing papers in PubMed, 25 citations in OpenAlex.

  1. Reaction Behavior of [1,3-Diethyl-4,5-diphenyl-1Journal of medicinal chemistry · 2023
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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

9 authors at 2 institutions in 2 countries.

Christian H G JakobMolecular Catalysis, Catalysis Research Center and Department of Chemistry Department Technische Universität München, Lichtenbergstrasse 4, D-85748, Garching bei München, Germany.
Bruno DominelliMolecular Catalysis, Catalysis Research Center and Department of Chemistry Department Technische Universität München, Lichtenbergstrasse 4, D-85748, Garching bei München, Germany.
Eva M HahnMolecular Catalysis, Catalysis Research Center and Department of Chemistry Department Technische Universität München, Lichtenbergstrasse 4, D-85748, Garching bei München, Germany.
Tobias O BerghausenMolecular Catalysis, Catalysis Research Center and Department of Chemistry Department Technische Universität München, Lichtenbergstrasse 4, D-85748, Garching bei München, Germany.
Teresa PinheiroInstitute for Bioengineering and Biosciences, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais 1, 1049-001, Lisboa, Portugal.
Fernanda MarquesCentro de Ciências e Tecnologias Nucleares, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, CTN, Estrada Nacional 10 (km 139,7), 2695-066, Bobadela LRS, Portugal.
Robert M ReichMolecular Catalysis, Catalysis Research Center and Department of Chemistry Department Technische Universität München, Lichtenbergstrasse 4, D-85748, Garching bei München, Germany.
João D G CorreiaCentro de Ciências e Tecnologias Nucleares, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, CTN, Estrada Nacional 10 (km 139,7), 2695-066, Bobadela LRS, Portugal.
Fritz E KühnMolecular Catalysis, Catalysis Research Center and Department of Chemistry Department Technische Universität München, Lichtenbergstrasse 4, D-85748, Garching bei München, Germany.ORCID http://orcid.org/0000-0002-4156-780X
Technical University of Munich · DEUniversity of Lisbon · PT

Funding

FCT 007317FCT UID/BIO/04565/2020Fundação para a Ciência e Tecnologia (FCT), Portugal PTDC/QUI-NUC/30147/2017Fundação para a Ciência e Tecnologia (FCT), Portugal UID/Multi/04349/2019TUM graduate
6 · The paper itself

Abstract

A series of histidine derived Au(I) bis-NHC complexes bearing different ester, amide and carboxylic acid functionalities as well as wingtip substituents is synthesized and characterized. The stability in aqueous media, in vitro cytotoxicity in a set of cancer cell lines (MCF7, PC3 and A2780/A2780cisR) along with the cellular uptake are evaluated. Stability tests suggest hydrolysis of the ester within 8 h, which might lead to deactivation. Furthermore, the bis-NHC system shows a sufficient stability against cysteine and the thiol containing peptide GSH. The benzyl ester and amide show the highest activity comparable to the benchmark compound cisplatin, with the ester only displaying a slightly lower cytotoxicity than the amide. A cellular uptake study revealed that the benzyl ester and the amide could have different intracellular distribution profiles but both complexes induce perturbations of the cellular physiological processes. The simple modifiability and high stability of the complexes provides a promising system for upcoming post modifications to enable targeted cancer therapy.

Indexed as

Antineoplastic AgentsCell LineCell ProliferationCoordination ComplexesDose-Response Relationship, DrugDrug Screening Assays, AntitumorGoldHeterocyclic CompoundsHistidineHumansMethaneMolecular StructureOptical ImagingStructure-Activity RelationshipAntineoplastic AgentscarbeneCoordination ComplexesGoldHeterocyclic CompoundsHistidineMethaneAmino acidAnti-cancerGoldMedicinal ChemistryN-Heterocyclic Carbenes

Identifiers

PMID32592289
PMCPMC7689731
OpenAlexW3037274241

What OpenQuestion holds

Textmetadata
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.