title: Identification of a dicaffeoylquinic acid isomer from Arctium lappa with a potent anti-ulcer activity.
abstract: Leaves of Arctium lappa contain several mono- and dicaffeoylquinic acids, as evaluated by liquid chromatography-mass spectrometry. In order to investigate the protection on gastric mucosa against ulcers, rats were treated with fractions from leaf extract prior to ethanol-induced ulcers. The original fraction obtained as ethanol soluble fraction from hot aqueous extract was able to protect de gastric mucosa, and this effect was retained in the ethyl acetate fraction, obtained from liquid/liquid fractionation. The main compound in this fraction was isolated and chemically characterized by nuclear magnetic resonance and mass spectrometry, assisted by isopropylidene derivatization which gave rise a mass increment of 40 units. Therefore, the underivatized compound that had m/z 515.119 [M-H](-) was shifted to m/z 555.151, being confirmed as 1,3-O-dicaffeoylquinic acid, which presented an ED50 of 57 µg kg(-1) on gastric protection, lesser than the therapeutic concentration of omeprazole (40 mg kg(-1)).
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Juliane
authors: J
authors: Carlotto
authors: Department of Pharmacology, Sector of Biological Sciences, Federal University of Paraná, Curitiba, PR, Brazil.
authors: Luisa M
authors: LM
authors: da Silva
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Nessana
authors: N
authors: Dartora
authors: Department of Pharmacology, Sector of Biological Sciences, Federal University of Paraná, Curitiba, PR, Brazil.
authors: Daniele
authors: D
authors: Maria-Ferreira
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Diego de A
authors: Dde A
authors: Sabry
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Arquimedes P S
authors: AP
authors: Filho
authors: Department of Pharmacology, Sector of Biological Sciences, Federal University of Paraná, Curitiba, PR, Brazil.
authors: Maria F
authors: MF
authors: de Paula Werner
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Guilherme L
authors: GL
authors: Sassaki
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Philip A J
authors: PA
authors: Gorin
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Marcello
authors: M
authors: Iacomini
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
authors: Thales R
authors: TR
authors: Cipriani
authors: Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil,. Electronic address: laurosouza@hotmail.com.
authors: Lauro M
authors: LM
authors: de Souza
mesh_terms: D000818:Animals; D000897:Anti-Ulcer Agents / Q000737:chemistry / Q000302:isolation & purification / Q000627:therapeutic use; D031170:Arctium; D000431:Ethanol; D007536:Isomerism; D010936:Plant Extracts / Q000737:chemistry; D018515:Plant Leaves; D011801:Quinic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000627:therapeutic use; D017208:Rats, Wistar; D013276:Stomach Ulcer / Q000139:chemically induced / Q000188:drug therapy*
chemical_list: D000897:Anti-Ulcer Agents; D010936:Plant Extracts; C472707:caffeoylquinic acid; D011801:Quinic Acid; D000431:Ethanol
keywords: 1,3-O-dicaffeoylquinic acid; Anti-ulcer activity; Arctium lappa; Isopropylidene derivative; MS; NMR