Chemical characterization and anti-inflammatory activity of luteolin glycosides isolated from lemongrass

被引:62
作者
Francisco, Vera [1 ,2 ]
Figueirinha, Artur [2 ,3 ]
Costa, Gustavo [2 ,4 ]
Liberal, Joana [1 ,2 ]
Lopes, Maria Celeste [1 ,4 ]
Garcia-Rodriguez, Carmen [5 ]
Geraldes, Carlos F. G. C. [1 ,6 ,7 ]
Cruz, Maria T. [1 ,4 ]
Batista, Maria T. [2 ,4 ]
机构
[1] Univ Coimbra, Ctr Neurosci & Cell Biol, P-3000548 Coimbra, Portugal
[2] Univ Coimbra, Fac Pharm, Ctr Pharmaceut Studies, P-3000548 Coimbra, Portugal
[3] Polytech Inst Viseu, Dept Environm, P-3504510 Viseu, Portugal
[4] Univ Coimbra, Fac Pharm, P-3000548 Coimbra, Portugal
[5] Univ Valladolid, Inst Biol & Genet Mol, CSIC, Valladolid 47003, Spain
[6] Univ Coimbra, Coimbra Chem Ctr, P-3004535 Coimbra, Portugal
[7] Univ Coimbra, Fac Sci & Technol, Dept Life Sci, P-3001401 Coimbra, Portugal
关键词
Cymbopogon citratus; Lemongrass; Flavonoids; Luteolin; Glycosylation; Anti-inflammatory; CYMBOPOGON-CITRATUS LEAVES; BIOLOGICAL-ACTIVITY; IMMUNE-SYSTEM; KAPPA-B; INHIBITION; FLAVONOIDS; INFLAMMATION; POLYPHENOLS; MACROPHAGES; TARGET;
D O I
10.1016/j.jff.2014.07.003
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
Flavonoids from lemongrass - Cymbopogon citratus (DC.) Stapf - leaves infusion, a commonly consumed beverage for the treatment of inflammatory-related conditions, were investigated in this work. Luteolin O-, C- and O,C-glycosides were isolated and identified by nuclear magnetic resonance, being the cassiaoccidentalin B structure fully characterized for the first time in lemongrass. The anti-inflammatory activity of luteolin and its glycosides was evaluated in lipopolysaccharide-stimulated macrophages. Luteolin glycosides demonstrated less cytotoxicity than luteolin itself. Although glycosylation decreases luteolin anti-inflammatory properties, being higher to C-glycosylation, an inhibitory effect on inflammatory mediator production (nitric oxide and IL-1 beta) was verified for the luteolin 7-O-beta-glucopyranoside, without cytotoxic effects. Therefore, luteolin glycosides from lemongrass infusion are evidenced as a less toxic alternative to current anti-inflammatory drugs with promising use in pharmaceutical and food supplement industries. Additionally, this work establishes structure activity relationships, which constitutes valuable information in the design of anti-inflammatory luteolin glycosides devoid of toxicity. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:436 / 443
页数:8
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