Flacourtosides A-F, Phenolic Glycosides Isolated from Flacourtia ramontchi. - Archive ouverte HAL Access content directly
Journal Articles Journal of Natural Products Year : 2012

Flacourtosides A-F, Phenolic Glycosides Isolated from Flacourtia ramontchi.

Mélanie Bourjot
  • Function : Author
Pieter Leyssen
  • Function : Author
Cécilia Eydoux
Jean-Claude Guillemot
  • Function : Author
Bruno Canard
Philippe Rasoanaivo
  • Function : Author


In an effort to identify novel inhibitors of chikungunya (CHIKV) and dengue (DENV) virus replication, a systematic study with 820 ethyl acetate extracts of madagascan plants was performed in a virus-cell-based assay for CHIKV, and a DENV NS5 RNA-dependent RNA polymerase (RdRp) assay. The extract obtained from the stem bark of Flacourtia ramontchi was selected for its significant activity in both assays. Six new phenolic glycosides, named flacourtosides A-F (1-6), phenolic glycosides itoside H, xylosmin, scolochinenoside D, and poliothrysoside, and betulinic acid 3β-caffeate were obtained using the bioassay-guided isolation process. Their structures were elucidated by comprehensive analyses of NMR spectroscopic and mass spectrometric data. Even though several extracts and fractions showed significant selective antiviral activity in the CHIKV virus-cell-based assay, none of the purified compounds did. However, in the DENV RNA polymerase assay, significant inhibition was observed with betulinic acid 3β-caffeate (IC(50) = 0.85 ± 0.1 μM) and to a lesser extent for the flacourtosides A and E (1 and 5, respectively), and scolochinenoside D (IC(50) values ∼10 μM).
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Dates and versions

hal-00694429 , version 1 (04-05-2012)



Mélanie Bourjot, Pieter Leyssen, Cécilia Eydoux, Jean-Claude Guillemot, Bruno Canard, et al.. Flacourtosides A-F, Phenolic Glycosides Isolated from Flacourtia ramontchi.. Journal of Natural Products, 2012, 75 (4), pp.752-8. ⟨10.1021/np300059n⟩. ⟨hal-00694429⟩
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