Evidence map›Paper›PMID 30170320›Full record

ArticleEuropean journal of medicinal chemistry2018

Structure-activity relationship studies of lipophilic teicoplanin pseudoaglycon derivatives as new anti-influenza virus agents.

Zsolt Szűcs, Viktor Kelemen, Son Le Thai, Magdolna Csávás, Erzsébet Rőth, Gyula Batta, Annelies Stevaert, Evelien Vanderlinden, Lieve Naesens, Pál Herczegh and 1 more

Open access · bronzeAbstract read
In one paragraph

Article in European journal of medicinal chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing papers in PubMed
1.6field-weighted citation impact, top 18% 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

13 citing papers in PubMed, 20 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Teicoplanin-A New Use for an Old Drug in the COVID-19 Era?Pharmaceuticals (Basel, Switzerland) · 2021
    Review
  5. Two Novel Semisynthetic Lipoglycopeptides Active againstPharmaceuticals (Basel, Switzerland) · 2021
    Article
  6. Article
  7. Recent advances in potential drug therapies combating COVID-19 and related coronaviruses-A perspective.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2021
    Review
  8. Observational
  9. Review
  10. Article
  11. Article
  12. Article
  13. 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

11 authors at 2 institutions in 2 countries.

Zsolt SzűcsDepartment of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary.
Viktor KelemenDepartment of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary.
Son Le ThaiDepartment of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary.
Magdolna CsávásDepartment of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary.
Erzsébet RőthDepartment of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary.
Gyula BattaDepartment of Organic Chemistry, University of Debrecen, H-4032 Debrecen, Hungary.
Annelies StevaertRega Institute for Medical Research, KU Leuven, B-3000 Leuven, Belgium.
Evelien VanderlindenRega Institute for Medical Research, KU Leuven, B-3000 Leuven, Belgium.
Lieve NaesensRega Institute for Medical Research, KU Leuven, B-3000 Leuven, Belgium. Electronic address: lieve.naesens@kuleuven.be.
Pál HerczeghDepartment of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary. Electronic address: herczeghp@gmail.com.
Anikó BorbásDepartment of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary. Electronic address: borbas.aniko@pharm.unideb.hu.
University of Debrecen · HURega Institute for Medical Research · BE

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Six series of semisynthetic lipophilic glycopeptide antibiotic derivatives were evaluated for in vitro activity against influenza A and B viruses. The new teicoplanin pseudoaglycon-derived lipoglycopeptides were prepared by coupling one or two side chains to the N-terminus of the glycopeptide core, using various conjugation methods. Three series of derivatives bearing two lipophilic groups were synthesized by attaching bis-alkylthio maleimides directly or through linkers of different lengths to the glycopeptide. Access to the fourth and fifth series of compounds was achieved by click chemistry, introducing single alkyl/aryl chains directly or through a tetraethylene glycol linker to the same position. A sixth group of semisynthetic derivatives was obtained by sulfonylation of the N-terminus. Of the 42 lipophilic teicoplanin pseudoaglycon derivatives tested, about half showed broad activity against influenza A and B viruses, with some of them having reasonable or no cytotoxicity. Minor differences in the side chain length as well as lipophilicity appeared to have significant impact on antiviral activity and cytotoxicity. Several lipoglycopeptides were also found to be active against human coronavirus.

Indexed as

Antiviral AgentsCell LineCell ProliferationCell SurvivalDose-Response Relationship, DrugHumansInfluenza A virusInfluenza B virusMicrobial Sensitivity TestsMolecular StructureStructure-Activity RelationshipTeicoplaninAntiviral AgentsTeicoplaninCoronavirusInfluenza virus inhibitorLipoglycopeptideMaleimideSulfonamideTeicoplanin

Identifiers

PMID30170320
PMCPMC7115582
OpenAlexW2888040953

What OpenQuestion holds

Textmetadata
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.