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Talanta. 2015 Apr;135:50-7. doi: 10.1016/j.talanta.2014.11.068. Epub 2014 Dec 10.

Identification of a dicaffeoylquinic acid isomer from Arctium lappa with a potent anti-ulcer activity.

Author information

1
Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil.
2
Department of Pharmacology, Sector of Biological Sciences, Federal University of Paraná, Curitiba, PR, Brazil.
3
Department of Biochemistry and Molecular Biology, Sector of Biological Sciences, Federal University of Paraná, 81531-980, Curitiba, PR, Brazil,. Electronic address: laurosouza@hotmail.com.

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)).

KEYWORDS:

1,3-O-dicaffeoylquinic acid; Anti-ulcer activity; Arctium lappa; Isopropylidene derivative; MS; NMR

PMID:
25640125
DOI:
10.1016/j.talanta.2014.11.068
[Indexed for MEDLINE]
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