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Eur J Med Chem ; 90: 406-13, 2015 Jan 27.
Artigo em Inglês | MEDLINE | ID: mdl-25461889

RESUMO

In this study, we demonstrate that N(6)-isopentenyladenosine, which essentially is a plant cytokinin-like compound, exerts a potent and selective antiviral effect on the replication of human enterovirus 71 with an EC50 of 1.0 ± 0.2 µM and a selectivity index (SI) of 5.7. The synthesis of analogs with modification of the N(6)-position did not result in a lower EC50 value. However, in particular with the synthesis of N(6)-(5-hexene-2-yne-1-yl)adenosine (EC50 = 4.3 ± 1.5 µM), the selectivity index was significantly increased: because of a reduction in the adverse effect of this compound on the host cells, an SI > 101 could be calculated. With this study, we for the first time provide proof that a compound class that is based on the plant cytokinin skeleton offers an interesting starting point for the development of novel antivirals against mammalian viruses, in the present context in particular against enterovirus 71.


Assuntos
Antivirais/farmacologia , Enterovirus Humano A/efeitos dos fármacos , Isopenteniladenosina/farmacologia , Plantas/química , Replicação Viral/efeitos dos fármacos , Antivirais/síntese química , Antivirais/química , Relação Dose-Resposta a Droga , Humanos , Isopenteniladenosina/síntese química , Isopenteniladenosina/química , Testes de Sensibilidade Microbiana , Estrutura Molecular , Relação Estrutura-Atividade
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