Tonantzitlolones from Stillingia lineata ssp. lineata as potential inhibitors of chikungunya virus

Abstract : With the purpose of discovering new chemical classes of molecules, in particular those with selective antiviral activity, extracts from plants growing in Reunion Island were systematically evaluated in a chikungunya virus-cell-based assay. The entire ethyl acetate extract obtained from the stem bark of Stillingia lineata ssp. lineata (Euphorbiaceae) exhibited selective antiviral activity against the chikungunya virus with an EC50 < 0.8 μg/mL, whereas only a weak cytotoxic effect was observed on the host cells. A phytochemical investigation of this extract led to the isolation of tonantzitlolone A and tonantzitlolone B (1 and 2), together with the new 4′-hydroxytonantzitlolone, named tonantzitlolone C (3), which has an uncommon C15-flexibilane skeleton, as well as in the new ent-12α-hydroxy-3,7-dioxoisopimara-8,15-diene (4). Subsequent evaluation for inhibition of chikungunya virus replication in cellulo demonstrated that the 4′-acetoxytonantzitlolone (2) was endowed with antiviral activity against CHIKV.
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Sophie Techer, Emmanuelle Girard-Valenciennes, P. Retailleau, J. Neyts, F. Guéritte, et al.. Tonantzitlolones from Stillingia lineata ssp. lineata as potential inhibitors of chikungunya virus. Phytochemistry Letters, Elsevier, 2015, 12, pp.313-319. ⟨10.1016/j.phytol.2015.04.023⟩. ⟨hal-01178980⟩

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