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Title: In vitro Anti-HMPV activity of new synthetic phenytoin derivatives
Authors: Mendes, Gabriella
Aspesi, Geisa H.
Arruda, Ana L. A.
Romanos, Maria T. V.
Andrade, Carlos Kleber Zago de
Assunto:: Fenitoína
Agentes antivirais
Issue Date: Jan-2016
Publisher: Sociedade Brasileira de Química
Citation: MENDES, Gabriella et al. In vitro Anti-HMPV activity of new synthetic phenytoin derivatives. Journal of the Brazilian Chemical Society, São Paulo, v. 27, n. 1, p. 2-9, jan. 2016. Disponível em: <>. Acesso em: 5 mar. 2018. doi:
Abstract: New derivatives of synthetic 5,5-diphenylhydantoin (phenytoin) were prepared by N-alkylation with 1,3-dibromopropane. Subsequent treatment with sodium azide led to the respective azide. Reaction of the azide with phenylacetylene and 2-hydroxy-3-butyne and oxidation of the resulting alcohol with MnO2 resulted in three triazolic compounds that were evaluated in vitro for their antiviral activity against human metapneumovirus (HMPV). 5,5-Diphenyl-3-[3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl]imidazolidine-2,4-dione was the most active of the three compounds tested, with selectivity index of 129.87, even higher than ribavirin, the control substance. The three compounds showed activity in the early stages of viral replication presenting virucidal activity and binding to cellular receptors, preventing the adsorption of viral particles. These compounds showed higher activity in both experiments, inhibiting 98.3% of infection as virucidal and 98.9% when interacting with cellular receptors. Furthermore, they showed 73.8% of activity during the penetration of HMPV particles into cells. The derivative 3-{3-[4-(1-hydroxyethyl)-1H-1,2,3-triazol-1-yl]propyl}-5,5-diphenylimidazolidine-2,4-dione presented a mild anti-HMPV activity, with selectivity index of 2.74. 3-[3-(4-acetyl-1H-1,2,3-triazol-1-yl)propyl]-5,5-diphenylimidazolidine-2,4-dione inhibited less than 50% of HMPV replication.
Licença:: Journal of the Brazilian Chemical Society - This is an Open Access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0). Fonte: Acesso em: 5 mar. 2018.
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