title: Reactive oxygen species scavenging activity of flavone glycosides from Melilotus neapolitana.
abstract: One new and six known flavone glycosides were isolated from the MeOH extract of Melilotus neapolitana Ten. The new compound, identified as 7-O-beta-D-glucopyranosyloxy-4',5-dihydroxy-3-[O-alpha-L-rhamnopyranosyl-(1-->6)-3-O-beta-D-glucopyranosyloxy]flavone (1) by 1D and 2D NMR techniques and mass spectra, was isolated along with kaempferol-3-O-rutinoside (2), kaempferol-3-O-glucoside (3), rutin (4), quercetin-3-O-glucoside (5), isorhamnetin-3-O-rutinoside (6), and isorhamnetin-3-O-glucoside (7). The antioxidant and radical scavenging activities of these compounds and the whole crude methanol extract were evaluated. The organic extract can inhibit MDA marker's synthesis by 57%. All the metabolites displayed good reducing power, with the kaempferol (2,3) and isorhamnetin derivatives (6,7) being less active than the corresponding quercetin derivatives 4,5.
authors.affiliation: Dipartimento di Scienze della Vita, Seconda Università degli Studi di Napoli, I-81100 Caserta, Italy. antonio.fiorentino@unina2.it
authors.forename: Antonio
authors.initials: A
authors.lastname: Fiorentino
authors.forename: Brigida
authors.initials: B
authors.lastname: D'Abrosca
authors.forename: Severina
authors.initials: S
authors.lastname: Pacifico
authors.forename: Annunziata
authors.initials: A
authors.lastname: Golino
authors.forename: Claudio
authors.initials: C
authors.lastname: Mastellone
authors.forename: Palma
authors.initials: P
authors.lastname: Oriano
authors.forename: Pietro
authors.initials: P
authors.lastname: Monaco
mesh_terms: D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D004187:Disaccharides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D047309:Flavones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D044948:Flavonols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D044949:Kaempferols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D029903:Melilotus / Q000737:chemistry*; D009005:Monosaccharides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D011794:Quercetin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D017382:Reactive Oxygen Species / Q000378:metabolism*; D012431:Rutin / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: C523694:7-O-glucopyranosyloxy-4',5-dihydroxy-3-(O-rhamnopyranosyl-(1-6)-3-O-glucopyranosyloxy)flavone; D000975:Antioxidants; D004187:Disaccharides; D047309:Flavones; D005419:Flavonoids; D044948:Flavonols; D016166:Free Radical Scavengers; D006027:Glycosides; D044949:Kaempferols; D009005:Monosaccharides; D010936:Plant Extracts; D017382:Reactive Oxygen Species; C515815:isorhamnetin 3-O-rutinoside; C511963:kaempferol-3-O-glucoside; C016527:isoquercitrin; C492687:kaempferol-3-O-rutinoside; D012431:Rutin; C006552:kaempferol; D011794:Quercetin; C432511:isorhamnetin 3-O-glucoside