Antioxidant activity of C-Glycosidic ellagitannins from the seeds and peel of camu-camu (Myrciaria dubia)

被引:45
作者
Kaneshima, Tai [1 ]
Myoda, Takao [1 ]
Nakata, Mayuko [1 ]
Fujimori, Takane [1 ]
Toeda, Kazuki [1 ]
Nishizawa, Makoto [1 ]
机构
[1] Tokyo Univ Agr, Fac Bioind, 196 Yasaka, Abashiri, Hokkaido 0992493, Japan
关键词
C-glycosidic ellagitannin; Myrciaria dubia; Antioxidant activity; Camu-camu; Seeds; HYDROLYZABLE TANNINS; VESCALAGIN; POLYPHENOLS; CASTALAGIN; ASSAYS; DPPH; L;
D O I
10.1016/j.lwt.2016.01.024
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
C-Glycosidic ellagitannins grandinin (1), vescalagin (2), castalagin (3), methylvescalagin (4), stachyurin (5), and casuarinin (6) were isolated from the 50% acetone extract of camu-camu (Myrciaria dubia) seeds and peel. These tannins exhibited antioxidant activities measured by 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) assays, and the oxygen radical absorbance capacity (ORAC) assay. In the DPPH and ABTS assays, stachyurin exhibited the strongest antioxidant activity among the tannins, and the activities were stronger for tannins containing two hexahydroxydiphenoyl (HHDP) groups and a galloyl group than for tannins containing a non-ahydroxyterphenoyl group and a HHDP group. The activity of vescalagin was stronger than that of castalagin, and a similar relationship was observed for stachyurin and casuarinin. Thus, the antioxidant activities of these tannins may depend on the conformation of the hydroxyl group at C-1 of the open ring n-glucose. However, in the ORAC assay, casuarinin exhibited the strongest activity, and the respective activities could not be explained by the structural rigidity or conformation of the C-1 hydroxyl group. The seeds and peel of camu-camu, waste products of juice production, were found to contain C-glycosidic ellagitannins with potent antioxidant activities, and thus, they could be a useful resource for functional foods and food additives. (c) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:76 / 81
页数:6
相关论文
共 27 条
[1]   DPPH Radical Scavenging Activity of Tricin and Its Conjugates Isolated from "Njava']javara" Rice Bran: A Density Functional Theory Study [J].
Ajitha, Manjaly J. ;
Mohanlal, Smitha ;
Suresh, Cherumuttathu H. ;
Jayalekshmy, Ananthasankaran .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2012, 60 (14) :3693-3699
[2]   The Polyphenolic Ellagitannin Vescalagin Acts As a Preferential Catalytic Inhibitor of the α Isoform of Human DNA Topoisomerase II [J].
Auzanneau, Celine ;
Montaudon, Daniele ;
Jacquet, Remi ;
Puyo, Stephane ;
Pouysegu, Laurent ;
Deffieux, Denis ;
Elkaoukabi-Chaibi, Assia ;
De Giorgi, Francesca ;
Ichas, Francois ;
Quideau, Stephane ;
Pourquier, Philippe .
MOLECULAR PHARMACOLOGY, 2012, 82 (01) :134-141
[3]   Active Compounds from Lagerstroemia speciosa, Insulin-like Glucose Uptake-Stimulatory/Inhibitory and Adipocyte Differentiation-Inhibitory Activities in 3T3-L1 Cells [J].
Bai, Naisheng ;
He, Kan ;
Roller, Marc ;
Zheng, Bolin ;
Chen, Xiaozhuo ;
Shao, Zhongguang ;
Peng, Tangsheng ;
Zheng, Qunyi .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2008, 56 (24) :11668-11674
[4]   ANTIOXIDANT DETERMINATIONS BY THE USE OF A STABLE FREE RADICAL [J].
BLOIS, MS .
NATURE, 1958, 181 (4617) :1199-1200
[5]   Protective Effects of Vescalagin from Pink Wax Apple [Syzygium samarangense (Blume) Merrill and Perry] Fruit against Methylglyoxal-Induced Inflammation and Carbohydrate Metabolic Disorder in Rats [J].
Chang, Wen-Chang ;
Shen, Szu-Chuan ;
Wu, James Swi-Bea .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2013, 61 (29) :7102-7109
[6]   Effect of Water Extracts from Edible Myrtaceae Plants on Uptake of 2-(n-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose in TNF--Treated FL83B Mouse Hepatocytes [J].
Chang, Wen-Chang ;
Shen, Szu-Chuan .
PHYTOTHERAPY RESEARCH, 2013, 27 (02) :236-243
[7]   Total phenolic content and free radical scavenging activities of methanolic extract powders of tropical fruit residues [J].
de Oliveira, Alane Cabral ;
Valentim, Iara Barros ;
Silva, Cicero Alexandre ;
Henriques Bechara, Etelvino Jose ;
de Barros, Marcelo Paes ;
Mano, Camila Marinho ;
Fonseca Goularta, Marilia Oliveira .
FOOD CHEMISTRY, 2009, 115 (02) :469-475
[8]   Dietary (Poly)phenolics in Human Health: Structures, Bioavailability, and Evidence of Protective Effects Against Chronic Diseases [J].
Del Rio, Daniele ;
Rodriguez-Mateos, Ana ;
Spencer, Jeremy P. E. ;
Tognolini, Massimiliano ;
Borges, Gina ;
Crozier, Alan .
ANTIOXIDANTS & REDOX SIGNALING, 2013, 18 (14) :1818-1892
[9]   Antioxidant and Biological Properties of Bioactive Phenolic Compounds from Quercus suber L. [J].
Fernandes, Ana ;
Fernandes, Iva ;
Cruz, Luis ;
Mateus, Nuno ;
Cabral, Miguel ;
de Freitas, Victor .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2009, 57 (23) :11154-11160
[10]   Oak ellagitannins suppress the phosphorylation of the epidermal growth factor receptor in human colon carcinonma cells [J].
Fridrich, Diana ;
Glabasnia, Arne ;
Fritz, Jessica ;
Esselen, Melanie ;
Pahlke, Gudrun ;
Hofmann, Thomas ;
Markor, Doris .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2008, 56 (09) :3010-3015