Evidence map›Paper›PMID 34912566›Full record

ArticleOrganic chemistry frontiers : an international journal of organic chemistry2019

Hybrid ligands with calixarene and thiodigalactoside groups: galectin binding and cytotoxicity.

Hao Zhang, Hans Ippel, Michelle C Miller, Tse J Wong, Arjan W Griffioen, Kevin H Mayo, Roland J Pieters

Open access · hybridAbstract read
In one paragraph

Article in Organic chemistry frontiers : an international 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 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
0.3field-weighted citation impact, top 44% 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

2 citing papers in PubMed, 4 citations in OpenAlex.

  1. Review
  2. 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

7 authors at 4 institutions in 2 countries.

Hao ZhangDepartment of Chemical Biology & Drug Discovery, Utrecht Institute for Pharmaceutical Sciences, Utrecht University P.O. Box 80082 NL-3508 TB Utrecht The Netherlands r.j.pieters@uu.nl.
Hans IppelDepartment of Biochemistry and the Cardiovascular Research Institute Maastricht (CARIM), Maastricht University Maastricht The Netherlands.
Michelle C MillerDepartment of Biochemistry, Molecular Biology & Biophysics, University of Minnesota Minneapolis MN 55455 USA.
Tse J WongAngiogenesis Laboratory, Amsterdam University Medical Center, location VUMC, Cancer Center Amsterdam Amsterdam The Netherlands.
Arjan W GriffioenAngiogenesis Laboratory, Amsterdam University Medical Center, location VUMC, Cancer Center Amsterdam Amsterdam The Netherlands.
Kevin H MayoDepartment of Biochemistry, Molecular Biology & Biophysics, University of Minnesota Minneapolis MN 55455 USA.
Roland J PietersDepartment of Chemical Biology & Drug Discovery, Utrecht Institute for Pharmaceutical Sciences, Utrecht University P.O. Box 80082 NL-3508 TB Utrecht The Netherlands r.j.pieters@uu.nl.ORCID https://orcid.org/0000-0003-4723-3584
Amsterdam University Medical Centers · NLUniversity of Minnesota · USUtrecht University · NLMaastricht University · NL

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Galectins have diverse functions and are involved in many biological processes because of their complex intra- and extracellular activities. Selective and potent inhibitors for galectins will be valuable tools to investigate the biological functions of these proteins. Therefore, we describe here the synthesis of galectin inhibitors with a potential "chelate effect". These compounds are designed to bind to two different binding sites on galectins simultaneously. In this paper a series of asymmetric "hybrid" compounds are prepared, which combine two galectin ligands (1) a substituted thiodigalactoside derivative and (2) an antagonist calixarene-based therapeutic agent. NMR spectroscopy was used to evaluate the interactions of these compounds with Galectin-1 and -3. In addition, cellular experiments were conducted to compare the cytotoxic effects of the hybrids with those of a calixarene derivative. While only the thiodigalactoside part of the hybrids showed strong binding, the calixarene part was responsible for observed cytoxoxicity effects, suggesting that the calixarene moiety may also be addressing a non-galectin target.

Identifiers

PMID34912566
PMCPMC8612729
OpenAlexW2957704149

What OpenQuestion holds

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LicenceCC BY-NC
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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.