title: Sesamolinol glucoside, disaminyl ether, and other lignans from sesame seeds.
abstract: The application of a procedure based on XAD-4 adsorption resin permitted the obtainment of an enriched polyphenolic extract from Sesamum indicum seeds. Chemical analysis of the obtained extract led to the identification of 12 lignans. Among them, 2 lignans, (+)-sesamolinol-4'-O-β-D-glucoside and disaminyl ether, are reported for the first time as natural compounds. Their structure has been determined by spectroscopic methods, mainly by the application of one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) techniques [heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (HMBC), and nuclear Overhauser effect spectrometry (NOESY)] and mass spectroscopy. The isolated compounds were evaluated for their antimutagenic activity. Among the tested lignans, the most active lignan was found to be sesamolin, followed by sesamolinol and samin, against H(2)O(2). Additionally, some of the tested lignans showed desmutagenic activity against benzo[a]pyrene (BaP).
authors.affiliation: Laboratoire de Pharmacognosie, Faculté de Pharmacie, UMR CNRS 8638, Université Paris Descartes, Sorbonne Paris cité, 4 Avenue de l'Observatoire, F-75006 Paris, France.
authors.forename: Raphael
authors.initials: R
authors.lastname: Grougnet
authors.forename: Prokopios
authors.initials: P
authors.lastname: Magiatis
authors.forename: Helene
authors.initials: H
authors.lastname: Laborie
authors.forename: Despina
authors.initials: D
authors.lastname: Lazarou
authors.forename: Athanasios
authors.initials: A
authors.lastname: Papadopoulos
authors.forename: Alexios-Leandros
authors.initials: AL
authors.lastname: Skaltsounis
mesh_terms: D005960:Glucosides / Q000032:analysis*; D017705:Lignans / Q000032:analysis*; D010936:Plant Extracts / Q000032:analysis*; D012639:Seeds / Q000737:chemistry*; D031685:Sesamum / Q000737:chemistry*
chemical_list: D005960:Glucosides; D017705:Lignans; D010936:Plant Extracts; C512936:sesamolinol diglucoside