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Study of the Chemoselectivity of Multicomponent Heterocyclizations Involving 3-Amino-1,2,4-triazole and Pyruvic Acids as Key Reagents, and Biological Activity of the Reaction Products

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2015

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Murlykina, Maryna V.
Sakhno, Yana I.
Desenko, Sergey M.
Shishkina, Svetlana V.
Shishkin, Oleg V.
Kornet, Maryna N.
Schols, Dominique
Goeman, Jan L.
Van der Eycken, Johan
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https://doi.org/10.1002/ejoc.201500469
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European Journal of Organic Chemistry. 2015, 2015(20), pp. 4481-4492. ISSN 1434-193X. eISSN 0365-5490. Available under: doi: 10.1002/ejoc.201500469

Zusammenfassung

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 IC50 of 0.57 μM and a CC50 of >100 μM.

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540 Chemie

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Multicomponent reactions, Microwave chemistry, Cyclization, Nitrogen heterocycles, Antiviral agents

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ISO 690MURLYKINA, Maryna V., Yana I. SAKHNO, Sergey M. DESENKO, Svetlana V. SHISHKINA, Oleg V. SHISHKIN, Dmytro SYSOIEV, Maryna N. KORNET, Dominique SCHOLS, Jan L. GOEMAN, Johan VAN DER EYCKEN, Erik V. VAN DER EYCKEN, Valentin A. CHEBANOV, 2015. Study of the Chemoselectivity of Multicomponent Heterocyclizations Involving 3-Amino-1,2,4-triazole and Pyruvic Acids as Key Reagents, and Biological Activity of the Reaction Products. In: European Journal of Organic Chemistry. 2015, 2015(20), pp. 4481-4492. ISSN 1434-193X. eISSN 0365-5490. Available under: doi: 10.1002/ejoc.201500469
BibTex
@article{Murlykina2015Study-32599,
  year={2015},
  doi={10.1002/ejoc.201500469},
  title={Study of the Chemoselectivity of Multicomponent Heterocyclizations Involving 3-Amino-1,2,4-triazole and Pyruvic Acids as Key Reagents, and Biological Activity of the Reaction Products},
  number={20},
  volume={2015},
  issn={1434-193X},
  journal={European Journal of Organic Chemistry},
  pages={4481--4492},
  author={Murlykina, Maryna V. and Sakhno, Yana I. and Desenko, Sergey M. and Shishkina, Svetlana V. and Shishkin, Oleg V. and Sysoiev, Dmytro and Kornet, Maryna N. and Schols, Dominique and Goeman, Jan L. and Van der Eycken, Johan and Van der Eycken, Erik V. and Chebanov, Valentin A.}
}
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