Molecules p. 8687 - 8711 (2015)
Update date:2022-08-17
Topics:
Semelkova, Lucia
Konecna, Klara
Paterova, Pavla
Kubicek, Vladimir
Kunes, Jiri
Novakova, Lucie
Marek, Jan
Naesens, Lieve
Pesko, Matus
Kralova, Katarina
Dolezal, Martin
Zitko, Jan
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-methylpyrazine-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.
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