Evidence map›Paper›PMID 26007174›Full record

ArticleMolecules (Basel, Switzerland)2015

Synthesis and Biological Evaluation of N-Alkyl-3-(alkylamino)-pyrazine-2-carboxamides.

Lucia Semelkova, Klara Konecna, Pavla Paterova, Vladimir Kubicek, Jiri Kunes, Lucie Novakova, Jan Marek, Lieve Naesens, Matus Pesko, Katarina Kralova and 2 more

Open access · goldAbstract read
In one paragraph

Article in Molecules (Basel, Switzerland), 2015. 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 30% 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, 20 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

12 authors at 4 institutions in 3 countries.

Lucia SemelkovaFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. semelkol@faf.cuni.cz.
Klara KonecnaFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. konecna@faf.cuni.cz.
Pavla PaterovaFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. pavla.paterova@fnhk.cz.
Vladimir KubicekFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. kubicek@faf.cuni.cz.
Jiri KunesFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. kunes@faf.cuni.cz.
Lucie NovakovaFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. novakoval@faf.cuni.cz.
Jan MarekFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. marej1aa@faf.cuni.cz.
Lieve NaesensLaboratory of Virology and Chemotherapy, Rega Institute KU Leuven, Minderbroedersstraat 10, Leuven B-3000, Belgium. lieve.naesens@rega.kuleuven.be.
Matus PeskoDepartment of Environmental Ecology, Faculty of Natural Sciences, Comenius University, Mlynska Dolina CH-2, Bratislava 84215, Slovakia. matus.pesko@gmail.com.
Katarina KralovaInstitute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska Dolina CH-2, Bratislava 84215, Slovakia. kralova@fns.uniba.sk.
Martin DolezalFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. dolezalm@faf.cuni.cz.
Jan ZitkoFaculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 50005, Czech Republic. jan.zitko@faf.cuni.cz.
Charles University · CZComenius University Bratislava · SKInstitute of Chemistry of the Slovak Academy of Sciences · SKRega Institute for Medical Research · BE

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A series of N-alkyl-3-(alkylamino)pyrazine-2-carboxamides and their N-alkyl-3-chloropyrazine-2-carboxamide precursors were prepared. All compounds were characterized by analytical methods and tested for antimicrobial and antiviral activity. The antimycobacterial MIC values against Mycobacterium tuberculosis H37Rv of the most effective compounds, 3-(hexylamino)-, 3-(heptylamino)- and 3-(octylamino)-N-methyl-pyrazine-2-carboxamides 14‒16, was 25 μg/mL. The compounds inhibited photosystem 2 photosynthetic electron transport (PET) in spinach chloroplasts. This activity was strongly connected with the lipophilicity of the compounds. For effective PET inhibition longer alkyl chains in the 3-(alkylamino) substituent in the N-alkyl-3-(alkylamino)pyrazine-2-carboxamide molecule were more favourable than two shorter alkyl chains.

Indexed as

Antitubercular AgentsBacterial ProteinsChloroplastsElectron TransportFatty Acid SynthasesMicrobial Sensitivity TestsMycobacterium tuberculosisPyrazinamidePyrazinesSpinacia oleraceaStructure-Activity RelationshipAntitubercular AgentsBacterial Proteinsfatty acid synthase I, mycobacteriaFatty Acid SynthasesPyrazinamidePyrazinesalkylationaminodehalogenationantimycobacterial activityinhibition of photosynthetic electron transportpyrazinamidepyrazinestructure-activity relationships

Identifiers

PMID26007174
PMCPMC6272192
OpenAlexW1561079272

What OpenQuestion holds

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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.