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

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...

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Bibliographic Details
Published in:Phytochemistry letters 2015-06, Vol.12, p.313-319
Main Authors: Techer, S., Girard-Valenciennes, E., Retailleau, P., Neyts, J., Guéritte, F., Leyssen, P., Litaudon, M., Smadja, J., Grondin, I.
Format: Article
Language:English
Subjects:
Chemical Sciences
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Summary: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.
ISSN:1874-3900
DOI:10.1016/j.phytol.2015.04.023