title: A tocotrienol series with an oxidative terminal prenyl unit from Garcinia amplexicaulis.
abstract: Ten tocotrienol derivatives, i.e., amplexichromanols (1-10), were isolated from stem bark of Garcinia amplexicaulis Vieill. ex Pierre collected in Caledonia. The structures of the compounds 1-5 were determined to be chromanol derivatives substituted by a polyprenyl chain oxidized in terminal position. The remaining compounds 6-10 are the corresponding dimeric derivatives. Eleven known compounds, including xanthones, tocotrienol derivatives, triterpenes and phenolic compounds, were also isolated. Their structures were mainly determined using one and two-dimensional NMR and mass spectroscopy analysis. The compounds and some amplexichromanol molecules formerly isolated from G. amplexicaulis exhibited significant antioxidant activity against lipid peroxidation and in the ORAC assay.
authors.affiliation: Université d'Angers, Laboratoire SONAS, IFR Quasav, 49100 Angers, France; INSERM UMR U1063, IBS-IRIS, Université d'Angers, 49100 Angers, France.
authors.forename: Alexis
authors.initials: A
authors.lastname: Lavaud
authors.affiliation: Université d'Angers, Laboratoire SONAS, IFR Quasav, 49100 Angers, France.
authors.forename: Pascal
authors.initials: P
authors.lastname: Richomme
authors.affiliation: Université d'Angers, Laboratoire SONAS, IFR Quasav, 49100 Angers, France.
authors.forename: Julia
authors.initials: J
authors.lastname: Gatto
authors.affiliation: Université d'Angers, Laboratoire SONAS, IFR Quasav, 49100 Angers, France.
authors.forename: Marie-Christine
authors.initials: MC
authors.lastname: Aumond
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles (ICSN), CNRS, Labex LERMIT, 91198 Gif sur Yvette Cedex, France.
authors.forename: Cyril
authors.initials: C
authors.lastname: Poullain
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles (ICSN), CNRS, Labex LERMIT, 91198 Gif sur Yvette Cedex, France.
authors.forename: Marc
authors.initials: M
authors.lastname: Litaudon
authors.affiliation: INSERM UMR U1063, IBS-IRIS, Université d'Angers, 49100 Angers, France.
authors.forename: Ramaroson
authors.initials: R
authors.lastname: Andriantsitohaina
authors.affiliation: Université d'Angers, Laboratoire SONAS, IFR Quasav, 49100 Angers, France. Electronic address: david.guilet@univ-angers.fr.
authors.forename: David
authors.initials: D
authors.lastname: Guilet
mesh_terms: D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification; D029760:Garcinia / Q000737:chemistry*; D015227:Lipid Peroxidation / Q000187:drug effects; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D024508:Tocotrienols / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D000975:Antioxidants; D024508:Tocotrienols
keywords: Chromanols; Clusiaceae; Garcinia amplexicaulis; Inhibition of lipid peroxidation; Tocotrienols