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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)).
AuthorsJuliane Carlotto, Luisa M da Silva, Nessana Dartora, Daniele Maria-Ferreira, Diego de A Sabry, Arquimedes P S Filho, Maria F de Paula Werner, Guilherme L Sassaki, Philip A J Gorin, Marcello Iacomini, Thales R Cipriani, Lauro M de Souza
JournalTalanta (Talanta) Vol. 135 Pg. 50-7 (Apr 2015) ISSN: 1873-3573 [Electronic] Netherlands
PMID25640125 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
CopyrightCopyright © 2014 Elsevier B.V. All rights reserved.
Chemical References
  • Anti-Ulcer Agents
  • Plant Extracts
  • caffeoylquinic acid
  • Quinic Acid
  • Ethanol
Topics
  • Animals
  • Anti-Ulcer Agents (chemistry, isolation & purification, therapeutic use)
  • Arctium
  • Ethanol
  • Isomerism
  • Plant Extracts (chemistry)
  • Plant Leaves
  • Quinic Acid (analogs & derivatives, chemistry, isolation & purification, therapeutic use)
  • Rats, Wistar
  • Stomach Ulcer (chemically induced, drug therapy)

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