title: Glycosidic conjugates of C13 norisoprenoids, monoterpenoids, and cucurbates in Boronia megastigma (Nees).
abstract: Analysis of a methanolic extract of marc from Boronia megastigma (Nees) using LC-MS (APCI, nominal mass) provided strong evidence for the presence of both glycosides and malonyl glycosides of methyl cucurbates, C13 norisoprenoids including megastigmanes, and monoterpene alcohols. Subsequent fractionation of an extract from the marc using XAD-2 and LH 20 chromatography followed by LC-UV/MS-SPE-NMR and accurate mass LC-MS resulted in the isolation and identification of (1R,4R,5R)-3,3,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohexyl β-D-glucopyranoside (3-hydroxy-5,6-dihydro-β-ionone-β-D-glucopyranoside); 3,7-dimethylocta-1,5-diene-3,7-diol-3-O-β-D-glucopyranoside; and a methyl {(1R)-3-(β-D-glucopyranosyloxy)-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetate stereoisomer (a methyl cucurbate-β-D-glucopyranoside); and provided evidence for 3,7-dimethylocta-1,5-diene-3,7-diol-3-O-(6'-O-malonyl)-β-D-glucopyranoside in boronia flowers.
authors.affiliation: School of Agricultural Science and Central Science Laboratory, University of Tasmania, Private Bag 54, Hobart, Tasmania, Australia. christopher.cooper@utas.edu.au
authors.forename: Chris M
authors.initials: CM
authors.lastname: Cooper
authors.forename: Noel W
authors.initials: NW
authors.lastname: Davies
authors.forename: Cherie A
authors.initials: CA
authors.lastname: Motti
authors.forename: Robert C
authors.initials: RC
authors.lastname: Menary
mesh_terms: D006027:Glycosides / Q000737:chemistry*; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry*; D045792:Norisoprenoids / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry*; D027821:Rutaceae / Q000737:chemistry*
chemical_list: D006027:Glycosides; D039821:Monoterpenes; D045792:Norisoprenoids; D010936:Plant Extracts