Characterization of alkyl phenols in cashew (Anacardium occidentale) products and assay of their antioxidant capacity

被引:257
作者
Trevisan, MTS
Pfundstein, B
Haubner, R
Würtele, G
Spiegelhalder, B
Bartsch, H
Owen, RW
机构
[1] German Canc Res Ctr, Div Toxicol & Canc Risk Factors, D-69120 Heidelberg, Germany
[2] Univ Fed Ceara, Dept Quim Organ & Inorgan, BR-60451970 Fortaleza, Ceara, Brazil
关键词
antioxidants; anacardic acids; cardols; cardanols; HPLC; mass spectrometry; reactive oxygen species; cashew apple; cashew fibre; cashew nuts; GC-MS; xanthine oxidase;
D O I
10.1016/j.fct.2005.06.012
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
In this study the content of anacardic acids, cardanols and cardols in cashew apple, nut (raw and roasted) and cashew Put shell liquid (CNSL) were analysed. The higher amounts (353.6 g/kg) of the major alkyl phenols, anacardic acids were detected in CNSL followed by cashew fibre 6.1 g/kg) while the lowest (0.65 g/kg) amounts were detected in roasted cashew nut. Cashew apple and fibre contained anacardic acids exclusively, whereas CNSL also contained an abundance of cardanols and cardols. Cashew nut (raw and roasted) also contained low amounts of hydroxy alkyl phenols. Cashew nut shell liquid was used for a basic fractionation of the alkyl phenol classes and the individual anacardic acids, major cardanols and cardols were purified to homogeneity from these fractions by semi-preparative HPLC and definitively identified by nano-ESI-MS-MS, GC-MS and NMR analyses. The hexane extracts (10 mg/ml) of all cashew products tested plus CNSL, displayed significant antioxidant capacity. Cashew nut shell liquid was the more efficient (inhibition = 100%) followed by the hexane extract of cashew fibre (94%) and apple (53%). The antioxidant capacity correlated significantly (P < 0.05) with the concentration of alkyl phenols in the extracts. A mixture of anacardic acids (10.0 mg/ml) showed the higher antioxidant capacity (IC50 = 0.60 mM) compared to cardols and cardanols (IC50 > 4.0 mM). The data shows that of these substances, anacardic-1 was by far the more potent antioxidant (IC50 = 0.27 mM) compared to cardol-1 (IC50 = 1.71 mM) and cardanol-1 (IC50 > 4.0 mM). The antioxidant capacity of anacardic acid-1 is more related to inhibition of superoxide generation (IC50 = 0.04 mM) and xanthine oxidase (IC50 = 0.30 mM) than to scavenging of hydroxyl radicals. At present a substantial amount of cashew fibre is mostly used in formulations of animal or poultry feeds. The data presented in this study, indicates that this waste product along with CNSL, both of which contain high contents of anacardic acids, could be better utilized in functional food formulations and may represent a cheap source of cancer chemopreventive agents. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:188 / 197
页数:10
相关论文
共 30 条
[21]  
Owen RW, 2000, CLIN CHEM, V46, P976
[22]   SUPERCRITICAL CARBON-DIOXIDE AND SOLVENT-EXTRACTION OF THE PHENOLIC LIPIDS OF CASHEW NUT (ANACARDIUM-OCCIDENTALE) SHELLS [J].
SHOBHA, SV ;
RAVINDRANATH, B .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1991, 39 (12) :2214-2217
[23]   INHIBITION OF SOYBEAN LIPOXYGENASE-1 BY ANACARDIC ACIDS, CARDOLS, AND CARDANOLS [J].
SHOBHA, SV ;
RAMADOSS, CS ;
RAVINDRANATH, B .
JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (12) :1755-1757
[24]   Cytotoxicity of alkylphenols from Ginkgo biloba [J].
Siegers, CP .
PHYTOMEDICINE, 1999, 6 (04) :281-283
[25]   ALPHA-GLUCOSIDASE AND ALDOSE REDUCTASE INHIBITORS - CONSTITUENTS OF CASHEW, ANACARDIUM-OCCIDENTALE, NUT SHELL LIQUIDS [J].
TOYOMIZU, M ;
SUGIYAMA, S ;
JIN, RL ;
NAKATSU, T .
PHYTOTHERAPY RESEARCH, 1993, 7 (03) :252-254
[26]  
Toyomizu M, 1999, LIFE SCI, V66, P229
[27]   Preparative isolation and dual column high-performance liquid chromatography of ginkgolic acids from Ginkgo biloba [J].
van Beek, TA ;
Wintermans, MS .
JOURNAL OF CHROMATOGRAPHY A, 2001, 930 (1-2) :109-117
[28]  
Westendorf J, 2000, PHARMAZIE, V55, P864
[29]  
WOERDENBAG HJ, 2000, MED AROMATIC PLANTS, V12, P443
[30]  
WOERDENBAG HJ, 1997, ADVERS EFF HERB DRUG, V3, P51