title: Tigliane diterpenes from Croton mauritianus as inhibitors of chikungunya virus replication.
abstract: 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.
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles (ICSN), CNRS, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette cedex, France.
authors.forename: Nina
authors.initials: N
authors.lastname: Corlay
authors.affiliation: Rega Institute for Medical Research (KU Leuven), Minderbroedersstraat 10, B-3000 Leuven, Belgium.
authors.forename: Leen
authors.initials: L
authors.lastname: Delang
authors.affiliation: Laboratoire de chimie des substances naturelles et des sciences des aliments (LCSNSA), Université de la Réunion, 15 Avenue René Cassin, 97715 Saint Denis Messag., Cedex 9-La Réunion, France.
authors.forename: Emmanuelle
authors.initials: E
authors.lastname: Girard-Valenciennes
authors.affiliation: Rega Institute for Medical Research (KU Leuven), Minderbroedersstraat 10, B-3000 Leuven, Belgium.
authors.forename: Johan
authors.initials: J
authors.lastname: Neyts
authors.affiliation: Laboratoire de chimie des substances naturelles et des sciences des aliments (LCSNSA), Université de la Réunion, 15 Avenue René Cassin, 97715 Saint Denis Messag., Cedex 9-La Réunion, France.
authors.forename: Patricia
authors.initials: P
authors.lastname: Clerc
authors.affiliation: Laboratoire de chimie des substances naturelles et des sciences des aliments (LCSNSA), Université de la Réunion, 15 Avenue René Cassin, 97715 Saint Denis Messag., Cedex 9-La Réunion, France.
authors.forename: Jacqueline
authors.initials: J
authors.lastname: Smadja
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles (ICSN), CNRS, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette cedex, France.
authors.forename: Françoise
authors.initials: F
authors.lastname: Guéritte
authors.affiliation: Rega Institute for Medical Research (KU Leuven), Minderbroedersstraat 10, B-3000 Leuven, Belgium.
authors.forename: Pieter
authors.initials: P
authors.lastname: Leyssen
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles (ICSN), CNRS, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette cedex, France. Electronic address: marc.litaudon@cnrs.fr.
authors.forename: Marc
authors.initials: M
authors.lastname: Litaudon
mesh_terms: D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001572:Benzofurans / Q000302:isolation & purification / Q000494:pharmacology; D000440:Butanols / Q000302:isolation & purification / Q000494:pharmacology; D002646:Chikungunya virus / Q000187:drug effects*; D029802:Croton / Q000737:chemistry*; D003512:Cyclohexanones / Q000302:isolation & purification / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D045792:Norisoprenoids / Q000302:isolation & purification* / Q000494:pharmacology; D010703:Phorbol Esters / Q000302:isolation & purification* / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D014779:Virus Replication / Q000187:drug effects
chemical_list: D000998:Antiviral Agents; D001572:Benzofurans; D000440:Butanols; D003512:Cyclohexanones; D004224:Diterpenes; D045792:Norisoprenoids; D010703:Phorbol Esters; C539425:dehydrovomifoliol; C525026:vomifoliol; C030425:loliolide
keywords: Chikungunya; Croton mauritianus; Euphorbiaceae; HIV; Phorbol esters; Tigliane