Tigliane diterpenes from Croton mauritianus as inhibitors of chikungunya virus replication.

Nina Corlay (1) , Leen Delang (2) , Emmanuelle Girard-Valenciennes (3) , Johan Neyts (2) , Patricia Clerc (3) , Jacqueline Smadja (3) , Françoise Guéritte (1) , Pieter Leyssen (2) , Marc Litaudon (1)

1 ICSN - Institut de Chimie des Substances Naturelles
2 Rega Institute for Medical Research [Leuven, België]
3 LCSNSA - Laboratoire de Chimie des Substances Naturelles et des Sciences des Aliments

A bioassay-guided purification of an EtOAc extract of the leaves of Croton mauritianus using a chikungunya virus-cell-based assay led to the isolation of 12-O-decanoylphorbol-13-acetate (1) and the new 12-O-decanoyl-7-hydroperoxy-phorbol-5-ene-13-acetate (2), along with loliolide, vomifoliol, dehydrovomifoliol, annuionone D and bluemol C. The planar structure and the relative configuration of compound 2 were elucidated based on spectroscopic analysis, including 1D- and 2D-NMR experiments, mass spectrometry, and comparison with literature data. Compounds 1 and 2 inhibited chikungunya virus-induced cell death in cell culture with EC50s of 2.4±0.3 and 4.0±0.8 μM, respectively.

Domaines: Chimie organique

Nina Corlay, Leen Delang, Emmanuelle Girard-Valenciennes, Johan Neyts, Patricia Clerc, et al.. Tigliane diterpenes from Croton mauritianus as inhibitors of chikungunya virus replication.. Fitoterapia, 2014, 97, pp.87-91. ⟨10.1016/j.fitote.2014.05.015⟩. ⟨hal-01071226⟩