title: Nonanthocyanin secondary metabolites of black raspberry (Rubus occidentalis L.) fruits: identification by HPLC-DAD, NMR, HPLC-ESI-MS, and ESI-MS/MS analyses.
abstract: Nonanthocyanin secondary metabolites potentially contributing to the antiproliferative bioactivity of black raspberry ( Rubus occidentalis L.) fruits were extracted in ethyl acetate and isolated by semipreparative and analytical HPLC and analyzed by NMR, HPLC-ESI-MS, and ESI-MS/MS techniques. Here we present complete and partial structures of a variety of the chemical entities such as quercetin 3-glucoside, quercetin 3-rutinoside, myricetin glucoside, dihydrokaempferol glucoside, benzoic acid β-d-glucopyranosyl ester, 3,4-dihydroxybenzoic acid, epicatechin, caffeic acid, p-coumaric acid, p-coumaryl glucoside, p-coumaryl sugar ester, ellagic acid, methyl ellagic acid acetylpentose, methyl ellagic acid valerylpentose, trans-piceid, phloretin glucoside (phloridzin), dihydrosinapic acid, salicylic acid β-d-glucopyranosyl ester, a salicylic acid derivative without attached sugar, p-alkylphenyl glucoside, and a citric acid derivative. To our knowledge, 15 of these compounds were not previously reported in black raspberry fruits.
authors.affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M13 9PL, United Kingdom.
authors.forename: Liladhar
authors.initials: L
authors.lastname: Paudel
authors.forename: Faith J
authors.initials: FJ
authors.lastname: Wyzgoski
authors.forename: Joseph C
authors.initials: JC
authors.lastname: Scheerens
authors.forename: Ann M
authors.initials: AM
authors.lastname: Chanon
authors.forename: R Neil
authors.initials: RN
authors.lastname: Reese
authors.forename: Danijela
authors.initials: D
authors.lastname: Smiljanic
authors.forename: Chrys
authors.initials: C
authors.lastname: Wesdemiotis
authors.forename: Joshua J
authors.initials: JJ
authors.lastname: Blakeslee
authors.forename: Kenneth M
authors.initials: KM
authors.lastname: Riedl
authors.forename: Peter L
authors.initials: PL
authors.lastname: Rinaldi
mesh_terms: D002851:Chromatography, High Pressure Liquid; D005638:Fruit / Q000737:chemistry* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D010936:Plant Extracts / Q000737:chemistry* / Q000378:metabolism; D027824:Rosaceae / Q000737:chemistry* / Q000378:metabolism; D064210:Secondary Metabolism; D021241:Spectrometry, Mass, Electrospray Ionization; D053719:Tandem Mass Spectrometry
chemical_list: D010936:Plant Extracts