Lignans and other constituents of the fruits of Euterpe oleracea (acai) with antioxidant and cytoprotective activities

被引:148
作者
Chin, Young-Won [1 ]
Chai, Hee-Byung [1 ]
Keller, William J. [2 ]
Kinghorn, A. Douglas [1 ]
机构
[1] Ohio State Univ, Coll Pharm, Div Med Chem & Pharmacognosy, Columbus, OH 43210 USA
[2] Nat Sunshine Prod Inc, Spanish Fork, UT 84660 USA
关键词
Euterpe oleracea; lignans; benzenoid; phenylpropanoid; hydroxyl radical scavenging activity; 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity; cytoprotection;
D O I
10.1021/jf801792n
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Using a hydroxyl radical scavenging assay, bioactivity-guided fractionation of a methanol-soluble extract of the fruits of Euterpe oleracea (acai) led to the isolation of 22 compounds of previously known structure. Altogether, 14 of these isolates were found to be active in an in vitro hydroxyl radical scavenging assay and seven of these isolates in a 1, 1 -diphenyl-2-picrylhydrazyl radical scavenging assay. Dihydroconiferyl alcohol, (+)-lariciresinol, (+)-pinoresinol, (+)-syringaresinol, and protocatechuic acid methyl ester exhibited cytoprotective activity in cultured MCF-7 cells stressed by H2O2. Lignans have not been previously reported as constituents of this species and were found to be representative of the aryltetrahydronaphthalene, dihydrobenzofuran, furofuran, 8-O-4'-neolignan, and tetrahydrofuran structural types.
引用
收藏
页码:7759 / 7764
页数:6
相关论文
共 63 条
[1]  
AOYAMA M, 1980, ENSHURIN KENKYU HOKO, V37, P261
[2]   Cytoprotection by Achyrocline satureioides (Lam) DC and some of its main flavonoids against oxidative stress [J].
Arredondo, MF ;
Blasina, F ;
Echeverry, C ;
Morquio, A ;
Ferreira, M ;
Abin-Carriquiry, JA ;
Lafon, L ;
Dajas, F .
JOURNAL OF ETHNOPHARMACOLOGY, 2004, 91 (01) :13-20
[3]   Hepatoprotective activity of Schouwia thebica webb [J].
Awaad, Amani S. ;
Maitland, D. J. ;
Soliman, G. A. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (17) :4624-4628
[4]   Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from Riesling wine and screening for antioxidant activity [J].
Baderschneider, B ;
Winterhalter, P .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2001, 49 (06) :2788-2798
[5]   Molecular Modeling of syringyl and p-hydroxyphenyl β-O-4 dimers.: Comparative study of the computed and experimental conformational properties of lignin β-O-4 model compounds [J].
Besombes, S ;
Robert, D ;
Utille, JP ;
Taravel, FR ;
Mazeau, K .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (01) :34-42
[6]   Evaluation of the antioxidant capacity of individual phenolic compounds in virgin olive oil [J].
Carrasco-Pancorbo, A ;
Cerretani, L ;
Bendini, A ;
Segura-Carretero, A ;
Del Carlo, M ;
Gallina-Toschi, T ;
Lercker, G ;
Compagnone, D ;
Fernández-Gutiérrez, NG .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2005, 53 (23) :8918-8925
[7]   Cytotoxic constituents of the stem bark of Neolitsea acuminatissima [J].
Chang, FR ;
Hsieh, TJ ;
Huang, TL ;
Chen, CY ;
Kuo, RY ;
Chang, YC ;
Chiu, HF ;
Wu, YC .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (03) :255-258
[8]   Inhibition of low density lipoprotein oxidation by tetrahydrofurofuran lignans from Forsythia suspensa and Magnolia coco [J].
Chen, CC ;
Chen, HY ;
Shiao, MS ;
Lin, YL ;
Kuo, YH ;
Ou, JC .
PLANTA MEDICA, 1999, 65 (08) :709-711
[9]   Xanthones with quinone reductase-inducing activity from the fruits of Garcinia mangostana (Mangosteen) [J].
Chin, Young-Won ;
Jung, Hyun-Ah ;
Chai, Heebyung ;
Keller, William J. ;
Kinghorn, A. Douglas .
PHYTOCHEMISTRY, 2008, 69 (03) :754-758
[10]   Anti-oxidant constituents of the roots and stolons of licorice (Glycyrrhiza glabra) [J].
Chin, Young-Won ;
Jung, Hyun-Ah ;
Liu, Yue ;
Su, Bao-Ning ;
Castoro, John A. ;
Keller, William J. ;
Pereira, Michael A. ;
Kinghorn, A. Douglas .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2007, 55 (12) :4691-4697