ArticleMolecules (Basel, Switzerland)2010
Synthesis, antimycobacterial, antifungal and photosynthesis-inhibiting activity of chlorinated N-phenylpyrazine-2-carboxamides.
Article in Molecules (Basel, Switzerland), 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- TargetingACS omega · 2026Article
- Insight into antistaphylococcal effect of chlorinated 1-hydroxynaphthalene-2-carboxanilides.ADMET & DMPK · 2025Article
- Critical view on antimicrobial, antibiofilm and cytotoxic activities of quinazolin-4(3Heliyon · 2024Article
- Study of Biological Activities and ADMET-Related Properties of Novel ChlorinatedInternational journal of molecular sciences · 2022Article
- Facile Synthesis of 5-Aryl-Molecules (Basel, Switzerland) · 2021Article
- Photosynthesis-Inhibiting Activity ofMolecules (Basel, Switzerland) · 2021Article
- Design, Synthesis and Evaluation ofMolecules (Basel, Switzerland) · 2018Article
- Synthesis and characterization of novel iminobenzoates with terminal pyrazine moieties.Chemistry Central journal · 2018Article
- Halogenated 1-Hydroxynaphthalene-2-Carboxanilides Affecting Photosynthetic Electron Transport in Photosystem II.Molecules (Basel, Switzerland) · 2017Article
- Synthesis and Antifungal Screening of 2-{[1-(5-Alkyl/arylalkylpyrazin-2-yl)ethylidene]hydrazono}-1,3-thiazolidin-4-ones.Molecules (Basel, Switzerland) · 2016Article
- Novel pyrazine analogs of chalcones: synthesis and evaluation of their antifungal and antimycobacterial activity.Molecules (Basel, Switzerland) · 2015Article
- New potentially active pyrazinamide derivatives synthesized under microwave conditions.Molecules (Basel, Switzerland) · 2014Article
- N-substituted 5-amino-6-methylpyrazine-2,3-dicarbonitriles: microwave-assisted synthesis and biological properties.Molecules (Basel, Switzerland) · 2014Article
- Substituted N-benzylpyrazine-2-carboxamides: synthesis and biological evaluation.Molecules (Basel, Switzerland) · 2012Article
- Investigating the spectrum of biological activity of substituted quinoline-2-carboxamides and their isosteres.Molecules (Basel, Switzerland) · 2012Article
- Synthesis and characterization of (Z)-5-arylmethylidene-rhodanines with photosynthesis-inhibiting properties.Molecules (Basel, Switzerland) · 2011Article
- Investigating spectrum of biological activity of 4- and 5-chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides.Molecules (Basel, Switzerland) · 2011Article
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9 authors.
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No grant is acknowledged in the PubMed record.
Abstract
A series of sixteen pyrazinamide analogues with the -CONH- linker connecting the pyrazine and benzene rings was synthesized by the condensation of chlorides of substituted pyrazinecarboxylic acids with ring-substituted (chlorine) anilines. The prepared compounds were characterized and evaluated for their antimycobacterial and antifungal activity, and for their ability to inhibit photosynthetic electron transport (PET). 6-Chloro-N-(4-chlorophenyl)pyrazine-2-carboxamide manifested the highest activity against Mycobacterium tuberculosis strain H37Rv (65% inhibition at 6.25 μg/mL). The highest antifungal effect against Trichophyton mentagrophytes, the most susceptible fungal strain tested, was found for 6-chloro-5-tert-butyl-N-(3,4-dichlorophenyl)pyrazine-2-carboxamide (MIC=62.5 μmol/L). 6-chloro-5-tert-butyl-N-(4-chlorophenyl)pyrazine-2-carboxamide showed the highest PET inhibition in spinach chloroplasts (Spinacia oleracea L.) chloroplasts (IC50=43.0 μmol/L). For all the compounds, the relationships between the lipophilicity and the chemical structure of the studied compounds as well as their structure-activity relationships are discussed.
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