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Bourjot M.,CNRS Natural Product Chemistry Institute | Leyssen P.,Rega Institute for Medical Research | Eydoux C.,Laboratoire Darchitecture Et Of Fonction Des Macromolecules Biologiques Afmb Amu Umr7257 | Guillemot J.-C.,Laboratoire Darchitecture Et Of Fonction Des Macromolecules Biologiques Afmb Amu Umr7257 | And 4 more authors.
Journal of Natural Products | Year: 2012

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 (IC50 = 0.85 ± 0.1 μM) and to a lesser extent for the flacourtosides A and E (1 and 5, respectively), and scolochinenoside D (IC50 values ∼10 μM). © 2012 The American Chemical Society and American Society of Pharmacognosy. Source


Allard P.-M.,CNRS Natural Product Chemistry Institute | Leyssen P.,Rega Institute for Medical Research | Martin M.-T.,CNRS Natural Product Chemistry Institute | Bourjot M.,CNRS Natural Product Chemistry Institute | And 7 more authors.
Phytochemistry | Year: 2012

The chemical study of the bark and the wood of Trigonostemon cherrieri, a rare endemic plant of New Caledonia, led to the isolation of a series of highly oxygenated daphnane diterpenoid orthoesters (DDO) bearing an uncommon chlorinated moiety: trigocherrins A-F and trigocherriolides A-D. Herein, we describe the isolation and structure elucidation of the DDO (trigocherrins B-F and trigocherriolides A-D). We also report the antiviral activity of trigocherrins A, B and F (1, 2 and 6) and trigocherriolides A, B and C (7-9) against various emerging pathogens: chikungunya virus (CHIKV), Sindbis virus (SINV), Semliki forest virus (SFV) and dengue virus (DENV). © 2012 Elsevier Ltd. All rights reserved. Source

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