title: ent-Labdane glycosides from the aquatic plant Potamogeton lucens and analytical evaluation of the lipophilic extract constituents of various Potamogeton species.
abstract: Two new ent-labdane glycosides, one known furano-ent-labdane and a new hydroxylated fatty acid were isolated from the dichloromethane extract of the freshwater aquatic plant Potamogeton lucens. The new compounds were assigned the structures of beta-d-glucopyranosyl-8(17),13-ent-labdadien-16,15-olid-18-oate, 18-beta-d-glucopyranosyloxy-8(17),13-ent-labdadien-16,15-olide and 13(R)-hydroxy-octadeca-(9Z,11E,15Z)-trien-oic acid by spectroscopic means. The algicidal activity of these compounds was tested against Raphidocelis subcapitata. Based on our previous study of Potamogeton pectinatus, other constituents were identified in P. lucens by LC-UV-MS, LC-NMR and GC-MS. The lipophilic extract profiles of both species are presented. Two other species, Potamogeton perfoliatus and P. crispus, were also investigated by analytical comparison of their non-polar extracts. The distribution of ent-labdanes characterized in Potamogeton is summarized.
authors.affiliation: Institut de Pharmacognosie et Phytochimie, Université de Lausanne, CH-1015 Lausanne, Switzerland.
authors.forename: Patrice
authors.initials: P
authors.lastname: Waridel
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Wolfender
authors.forename: Jean-Bernard
authors.initials: JB
authors.lastname: Lachavanne
authors.forename: Kurt
authors.initials: K
authors.lastname: Hostettmann
mesh_terms: D000460:Chlorophyta / Q000187:drug effects / Q000235:genetics / Q000254:growth & development; D002853:Chromatography, Liquid / Q000379:methods; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D057927:Hydrophobic and Hydrophilic Interactions; D013058:Mass Spectrometry / Q000379:methods; D008752:Methylene Chloride / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D010936:Plant Extracts / Q000737:chemistry*; D031821:Potamogetonaceae / Q000737:chemistry* / Q000235:genetics; D013045:Species Specificity; D013056:Spectrophotometry, Ultraviolet / Q000379:methods
chemical_list: D004224:Diterpenes; D006027:Glycosides; D010936:Plant Extracts; C433017:labdane; D008752:Methylene Chloride