title: Coniferin dimerisation in lignan biosynthesis in flax cells.
abstract: [(13)C(2)]-Coniferin was provided to a flax (Linum usitatissimum L.) cell suspension to monitor subsequent dimerisation by MS and NMR. The label was mainly incorporated into a 8-8'-linked lignan, lariciresinol diglucoside, a 8-5'-linked neolignan, dehydrodiconiferyl alcohol glucoside and a diastereoisomeric mixture of a 8-O-4'-linked neolignan, guaiacylglycerol-beta-coniferyl alcohol ether glucoside. This latter compound is reported for the first time in flax. The strong and transient increase in these compounds in fed cells was concomitant with the observed peak in coniferin content. These results suggest (i) a rapid metabolisation of coniferin into lignans and neolignans and indicate the capacity of flax cells to operate different types of couplings, and (ii) a continuous synthesis and subsequent metabolisation of coniferin-derived dimers all over the culture period.
authors.affiliation: Laboratoire de Phytotechnologie EA 3900, Faculté de Pharmacie, Université de Picardie Jules Verne, 1 Rue des Louvels, 80037 Amiens, France.
authors.forename: Vickram
authors.initials: V
authors.lastname: Beejmohun
authors.forename: Ophélie
authors.initials: O
authors.lastname: Fliniaux
authors.forename: Christophe
authors.initials: C
authors.lastname: Hano
authors.forename: Serge
authors.initials: S
authors.lastname: Pilard
authors.forename: Eric
authors.initials: E
authors.lastname: Grand
authors.forename: David
authors.initials: D
authors.lastname: Lesur
authors.forename: Dominique
authors.initials: D
authors.lastname: Cailleu
authors.forename: Frédéric
authors.initials: F
authors.lastname: Lamblin
authors.forename: Eric
authors.initials: E
authors.lastname: Lainé
authors.forename: José
authors.initials: J
authors.lastname: Kovensky
authors.forename: Marc-André
authors.initials: MA
authors.lastname: Fliniaux
authors.forename: François
authors.initials: F
authors.lastname: Mesnard
mesh_terms: D002478:Cells, Cultured; D002851:Chromatography, High Pressure Liquid; D002934:Cinnamates / Q000737:chemistry* / Q000378:metabolism*; D019281:Dimerization; D019597:Flax / Q000737:chemistry* / Q000378:metabolism*; D007700:Kinetics; D017705:Lignans / Q000096:biosynthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D002934:Cinnamates; D017705:Lignans; C016316:coniferin