Evidence map›Paper›PMID 36499470›Full record

ArticleInternational journal of molecular sciences2022

Adamantane-Substituted Purine Nucleosides: Synthesis, Host-Guest Complexes with β-Cyclodextrin and Biological Activity.

Jana Rudolfová, Vladimír Kryštof, Marek Nečas, Robert Vícha, Michal Rouchal

Abstract read
In one paragraph

Article in International journal of molecular sciences, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
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

1 citing paper in PubMed.

  1. Mitigating Mucoadhesion of β-Cyclodextrins via PEGylation: Insights fromInternational journal of molecular sciences · 2025
    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

5 authors.

Jana RudolfováDepartment of Chemistry, Faculty of Technology, Tomas Bata University in Zlín, Vavrečkova 5669, 760 01 Zlín, Czech Republic.
Vladimír KryštofDepartment of Experimental Biology, Palacký University, Šlechtitelů 27, 783 71 Olomouc, Czech Republic.ORCID 0000-0001-5838-2118
Marek NečasDepartment of Chemistry, Faculty of Science, Masaryk University, Kotlářská 2, 602 00 Brno, Czech Republic.ORCID 0000-0002-9365-5713
Robert VíchaDepartment of Chemistry, Faculty of Technology, Tomas Bata University in Zlín, Vavrečkova 5669, 760 01 Zlín, Czech Republic.ORCID 0000-0002-5229-9863
Michal RouchalDepartment of Chemistry, Faculty of Technology, Tomas Bata University in Zlín, Vavrečkova 5669, 760 01 Zlín, Czech Republic.ORCID 0000-0002-0117-4040

Funding

Czech Science Foundation 21-06553SEuropean Regional Development Fund-Project "UP CIISB" CZ.02.1.01./0.0/0.0/18_046/0015974Internal Founding Agency of Tomas Bata University in Zlín IGA/FT2018/001Internal Founding Agency of Tomas Bata University in Zlín IGA/FT/2019/007
6 · The paper itself

Abstract

Purine nucleosides represent an interesting group of nitrogen heterocycles, showing a wide range of biological effects. In this study, we designed and synthesized a series of 6,9-disubstituted and 2,6,9-trisubstituted purine ribonucleosides via consecutive nucleophilic aromatic substitution, glycosylation, and deprotection of the ribofuranose unit. We prepared eight new purine nucleosides bearing unique adamantylated aromatic amines at position 6. Additionally, the ability of the synthesized purine nucleosides to form stable host-guest complexes with β-cyclodextrin (β-CD) was confirmed using nuclear magnetic resonance (NMR) and mass spectrometry (ESI-MS) experiments. The in vitro antiproliferative activity of purine nucleosides and their equimolar mixtures with β-CD was tested against two types of human tumor cell line. Six adamantane-based purine nucleosides showed an antiproliferative activity in the micromolar range. Moreover, their effect was only slightly suppressed by the presence of β-CD, which was probably due to the competitive binding of the corresponding purine nucleoside inside the β-CD cavity.

Indexed as

Adamantanebeta-CyclodextrinsCell Line, TumorHumansNucleosidesPurine NucleosidesAdamantanebeta-CyclodextrinsNucleosidesPurine Nucleosidesadamantaneantiproliferative activityglycosylationnucleosidepurineβ-cyclodextrin

Identifiers

PMID36499470
PMCPMC9739181

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Registered trials

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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.