title: Diastereomeric stilbene glucoside dimers from the bark of Norway spruce (Picea abies).
abstract: As part of a long-term study of the chemical defenses of Norway spruce (Picea abies) against herbivores and pathogens, a phytochemical survey of the phenolics in the bark was carried out. Eight stilbene glucoside dimers, designated as piceasides A-H (1a-4b), were isolated as four 1:1 mixtures of inseparable diastereomers. Their structures were determined by extensive spectroscopic means including 1D (1H and 13C) and 2D NMR (1H-1H COSY, HSQC, HMBC, ROESY) spectra, and were supported by enzymatic hydrolysis and computational analysis.
authors.affiliation: Max Planck Institute for Chemical Ecology, Beutenberg Campus, Hans-Knöll-Strabe 8, D-07745 Jena, Germany.
authors.forename: Sheng-Hong
authors.initials: SH
authors.lastname: Li
authors.forename: Xue-Mei
authors.initials: XM
authors.lastname: Niu
authors.forename: Stefan
authors.initials: S
authors.lastname: Zahn
authors.forename: Jonathan
authors.initials: J
authors.lastname: Gershenzon
authors.forename: Jennie
authors.initials: J
authors.lastname: Weston
authors.forename: Bernd
authors.initials: B
authors.lastname: Schneider
mesh_terms: D002480:Cellulase / Q000737:chemistry; D003198:Computer Simulation; D019281:Dimerization; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008968:Molecular Conformation; D009664:Norway; D028222:Picea / Q000737:chemistry*; D024301:Plant Bark; D012015:Reference Standards; D013237:Stereoisomerism; D013267:Stilbenes / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D005960:Glucosides; D013267:Stilbenes; D002480:Cellulase