title: 6-carboxydihydroresveratrol 3-O-β-glucopyranoside--a novel natural product from the Cretaceous relict Metasequoia glyptostroboides.
abstract: Metasequoia glyptostroboides, a tree native to China, is described as a living fossil and has existed for millions of years. The oldest fossils recorded have been dated to the late Cretaceous era. During the time of its existence, the molecular defence system of the tree has apparently resisted millions of generations of pathogens, which encouraged search for novel natural product from this source. Eight compounds have been characterised from needles of M. glyptostroboides, including the novel natural product 6-carboxydihydroresveratrol 3-O-β-glucopyranoside. The structure determinations were based on extensive use of 2D NMR spectroscopic techniques and high-resolution mass spectrometry.
authors.affiliation: Department of Chemistry and Centre for Pharmacy, University of Bergen, Allégt. 41, N-5007 Bergen, Norway.
authors.forename: Xuan Hong Thy
authors.initials: XH
authors.lastname: Nguyen
authors.affiliation: Department of Chemistry and Centre for Pharmacy, University of Bergen, Allégt. 41, N-5007 Bergen, Norway.
authors.forename: Ole Johan
authors.initials: OJ
authors.lastname: Juvik
authors.affiliation: Bergen Museum, DNS, University of Bergen, Thormøhlensgt. 53 A/B, N-5007 Bergen, Norway.
authors.forename: Dag Olav
authors.initials: DO
authors.lastname: Øvstedal
authors.affiliation: Department of Chemistry and Centre for Pharmacy, University of Bergen, Allégt. 41, N-5007 Bergen, Norway. Electronic address: Torgils.Fossen@kj.uib.no.
authors.forename: Torgils
authors.initials: T
authors.lastname: Fossen
mesh_terms: D001681:Biological Assay; D001688:Biological Products; D001713:Biphenyl Compounds / Q000494:pharmacology; D029779:Cupressaceae / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D016859:Lipoxygenase Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010851:Picrates / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal; D013267:Stilbenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D014197:Trees
chemical_list: C000594241:6-carboxydihydroresveratrol 3-O-beta-glucopyranoside; D001688:Biological Products; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D005960:Glucosides; D016859:Lipoxygenase Inhibitors; D010851:Picrates; D013267:Stilbenes; C544754:dihydroresveratrol; C004931:1,1-diphenyl-2-picrylhydrazyl
keywords: 2D NMR; 6-Carboxydihydroresveratrol 3-glucoside; Bibenzyl; Metasequoia glyptostroboides