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

被引：46

作者：

Carlotto, Juliane ^{[1
]}

da Silva, Luisa M. ^{[2
]}

Dartora, Nessana ^{[1
]}

Maria-Ferreira, Daniele ^{[2
]}

Sabry, Diego de A. ^{[1
]}

Filho, Arquimedes P. S. ^{[1
]}

de Paula Werner, Maria F. ^{[2
]}

Sassaki, Guilherme L. ^{[1
]}

Gorin, Philip A. J. ^{[1
]}

Iacomini, Marcello ^{[1
]}

Cipriani, Thales R. ^{[1
]}

de Souza, Lauro M. ^{[1
]}

机构：

[1] Univ Fed Parana, Sect Biol Sci, Dept Biochem & Mol Biol, BR-81531980 Curitiba, Parana, Brazil

[2] Univ Fed Parana, Sect Biol Sci, Dept Pharmacol, BR-81531980 Curitiba, Parana, Brazil

来源：

TALANTA | 2015年 / 135卷

关键词：

Arctium lappa; 1,3-O-dicaffeoylquinic acid; Anti-ulcer activity; NMR; MS; Isopropylidene derivative; MASS-SPECTROMETRY; CHROMATOGRAPHY; ARCTIGENIN; LEAVES; AGENT; L;

D O I：

10.1016/j.talanta.2014.11.068

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

` 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 mu g kg(-1) on gastric protection, lesser than the therapeutic concentration of omeprazole (40 mg kg(-1)). (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：50 / 57

页数：8

共 28 条

[1] Identification of arctigenin as an antitumor agent having the ability to eliminate the tolerance of cancer cells to nutrient starvation [J].

Awale, S ;

Lu, J ;

Kalauni, SK ;

Kurashima, Y ;

Tezuka, Y ;

Kadota, S ;

Esumi, H .

CANCER RESEARCH, 2006, 66 (03) :1751-1757

[2]

Carini M, 1998, RAPID COMMUN MASS SP, V12, P1813, DOI 10.1002/(SICI)1097-0231(19981130)12:22<1813::AID-RCM379>3.0.CO

[3]

2-#

[4]

Chevalier A.M., 1996, The Encyclopedia of Medicinal Plants

[5] Ethanolic extract of roots from Arctium lappa L. accelerates the healing of acetic acid-induced gastric ulcer in rats: Involvement of the antioxidant system [J].

da Silva, Luisa Mota ;

Allemand, Alexandra ;

Mendes, Daniel Augusto G. B. ;

dos Santos, Ana Cristina ;

Andre, Eunice ;

de Souza, Lauro Mera ;

Cipriani, Thales Ricardo ;

Dartora, Nessana ;

Andrade Marques, Maria Consuelo ;

Baggio, Cristiane Hatsuko ;

Werner, Maria Fernanda .

FOOD AND CHEMICAL TOXICOLOGY, 2013, 51 :179-187

[6] UPLC-PDA-MS evaluation of bioactive compounds from leaves of Ilex paraguariensis with different growth conditions, treatments and ageing [J].

Dartora, Nessana ;

de Souza, Lauro M. ;

Santana-Filho, Arquimedes P. ;

Iacomini, Marcello ;

Valduga, Alice T. ;

Gorin, Philip A. J. ;

Sassaki, Guilherme L. .

FOOD CHEMISTRY, 2011, 129 (04) :1453-1461

[7] Comprehensive analysis of mate (Ilex paraguariensis) compounds: Development of chemical strategies for matesaponin analysis by mass spectrometry [J].

de Souza, Lauro M. ;

Dartora, Nessana ;

Scoparo, Camila T. ;

Cipriani, Thales R. ;

Gorin, Philip A. J. ;

Iacomini, Marcello ;

Sassaki, Guilherme L. .

JOURNAL OF CHROMATOGRAPHY A, 2011, 1218 (41) :7307-7315

[8] Gastroprotective activity of the chloroform extract of the roots from Arctium lappa L. [J].

dos Santos, Ana C. ;

Baggio, Cristiane H. ;

Freitas, Cristina S. ;

Lepieszynski, Juliana ;

Mayer, Barbara ;

Twardowschy, Andre ;

Missau, Fabiana C. ;

dos Santos, Elide P. ;

Pizzolatti, Moacir G. ;

Marques, Maria C. A. .

JOURNAL OF PHARMACY AND PHARMACOLOGY, 2008, 60 (06) :795-801

[9]

Ferracane R., 2010, PHARM BIOMED, V51, P175

[10] Identification and characterization of five new classes of chlorogenic acids in burdock (Arctium lappa L.) roots by liquid chromatography/tandem mass spectrometry [J].

Jaiswal, Rakesh ;

Kuhnert, Nikolai .

FOOD & FUNCTION, 2011, 2 (01) :63-71

← 1 2 3 →