Study of chemoselectivity of multicomponent heterocyclizations involving 3-amino-1,2,4-triazole and pyruvic acids as key reagents and biological activity of the reaction products

Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Three-component reactions involving 3-amino-1,2,4-triazole, aldehydes, including salicylic aldehydes, and pyruvic acids were studied in detail. The reaction pathway and products of the heterocyclizations could be changed by variation o...

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Veröffentlicht in:European Journal of Organic Chemistry 2015-06, Vol.20 (20), p.4481-4492
Hauptverfasser: Murlykina, M.V, Sakhno, Ya I, Desenko, S.M, Shishkina, S.V, Shishkin, O.V, Sysoiev, D.O, Kornet, M.N, Schols, Dominique, Goeman, J, van der Eycken, J, Van der Eycken, Erik, Chebanov, V.A
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Sprache:eng
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Zusammenfassung:Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Three-component reactions involving 3-amino-1,2,4-triazole, aldehydes, including salicylic aldehydes, and pyruvic acids were studied in detail. The reaction pathway and products of the heterocyclizations could be changed by variation of the reaction parameters. The broad antimicrobial activity of the products was also studied. Compound 9d showed specific anti-influenza virus (A/H1N1) activity, with an IC 50 of 0.57 μM and a CC 50 of >100 μM. The chemoselectivity of switchable three-component heterocyclizations involving 3-amino-1,2,4-triazole, aldehydes, and pyruvic acids were studied. The antimicrobial and antiviral activity of the products was screened.
ISSN:1434-193X