title: Antioxidant and anti-inflammatory flavonol glucuronides from Polygonum aviculare L.
abstract: A series of 11 flavonol glucuronides were isolated from the herb of Polygonum aviculare L. (Ph.Eur) of which 8 were reported for the first time from the Polygonum species. Three acetylated kaempferol and isorhamnetin glucuronides were isolated from a natural source for the first time. All compounds, including the new ones, were characterized using 1D and 2D NMR spectra as well as high resolution mass spectrometry. The influence of all isolated compounds on the production of reactive oxygen species, as well as on elastase release by human neutrophils, was evaluated in in vitro studies. The results showed that all investigated compounds at physiologically achievable concentrations within the range of 0.5-10 μM significantly inhibited the production of reactive oxygen species as well as elastase release in human neutrophils model and should be considered as responsible for anti-inflammatory activity of the P. aviculare herb. The chemotaxonomic value of isolated compounds was also discussed.
authors.affiliation: Department of Pharmacognosy and Molecular Basis of Phytotherapy, Faculty of Pharmacy, Medical University of Warsaw, Poland. Electronic address: sgranica@wum.edu.pl.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Granica
authors.affiliation: Department of Pharmacognosy and Molecular Basis of Phytotherapy, Faculty of Pharmacy, Medical University of Warsaw, Poland.
authors.forename: Monika E
authors.initials: ME
authors.lastname: Czerwińska
authors.affiliation: Department of Immunology, Biochemistry and Nutrition, Medical University of Warsaw, Pawińskiego 3, 02-106 Warsaw, Poland.
authors.forename: Barbara
authors.initials: B
authors.lastname: Żyżyńska-Granica
authors.affiliation: Department of Pharmacognosy and Molecular Basis of Phytotherapy, Faculty of Pharmacy, Medical University of Warsaw, Poland.
authors.forename: Anna K
authors.initials: AK
authors.lastname: Kiss
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D044948:Flavonols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D020719:Glucuronides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D044949:Kaempferols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D015394:Molecular Structure; D009504:Neutrophils / Q000378:metabolism; D010196:Pancreatic Elastase / Q000378:metabolism*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D028502:Polygonum / Q000737:chemistry*; D011794:Quercetin / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D017382:Reactive Oxygen Species / Q000378:metabolism*
chemical_list: D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D044948:Flavonols; D020719:Glucuronides; D044949:Kaempferols; D010936:Plant Extracts; D017382:Reactive Oxygen Species; C047368:3-methylquercetin; C006552:kaempferol; D011794:Quercetin; D010196:Pancreatic Elastase
keywords: Acetylated derivatives; Flavonoids; Glucuronides; Human neutrophils; Polygonaceae; Polygonum aviculare