European Journal of Medicinal Chemistry p. 406 - 413 (2015)
Update date:2022-08-29
Topics:
Tararov, Vitali I.
Tijsma, Aloys
Kolyachkina, Svetlana V.
Oslovsky, Vladimir E.
Neyts, Johan
Drenichev, Mikhail S.
Leyssen, Pieter
Mikhailov, Sergey N.
In this study, we demonstrate that N6-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 ?1/4M and a selectivity index (SI) of 5.7. The synthesis of analogs with modification of the N6-position did not result in a lower EC50 value. However, in particular with the synthesis of N6-(5-hexene-2-yne-1-yl)adenosine (EC50 Combining double low line 4.3 ± 1.5 ?1/4M), 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.
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