Different antioxidant effects of polyphenols on lipid peroxidation and hydroxyl radicals in the NADPH-, Fe-ascorbate- and Fe-microsomal systems

被引:84
作者
Ozgová, D [1 ]
Hermánek, J [1 ]
Gut, I [1 ]
机构
[1] Natl Inst Publ Hlth, Ctr Occupat Dis, Prague 10042 10, Czech Republic
关键词
antioxidants; polyphenols; vitamins; lipid peroxidation; hydroxyl radical; iron ions;
D O I
10.1016/S0006-2952(03)00425-8
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
Antioxidant and pro-oxidant effects of 14 naturally occurring polyphenols (PP) on rat liver microsomal lipid peroxidation (LP) and hydroxyl radical ((OH)-O-.) production were studied in NADPH-dependent, 50 muM Fe2+-500 muM ascorbate (Fe-AA) or 50 muM Fe2+ system, respectively. LP determined by the thiobarbituric acid method was inhibited in the NADPH system by flavonols and trans-resveratrol that were more effective than other flavonoids and derivatives of benzoic and cinnamic acid and were mostly more efficient than in the Fe-AA system. Inhibition of LP in the Fe system was higher by one order of magnitude than in the Fe-AA system. (OH)-O-. production in the NADPH system, measured by formaldehyde production, was decreased by myricetin, fisetin and quercetin, but increased by kaempferol, morin and trans-resveratrol, indicating that (OH)-O-. played a minor role in LP, which all of these PP inhibited. None of these PP at up to 40 muM concentration quenched (OH)-O-. in the Fe-AA system. All tested PP, except trans-resveratrol and gentisic acid, spectrally interacted with Fe2+ or Fe3+, indicating formation of complexes or oxidation of PP. In contrast to the NADPH system we found no correlation between Fe2+ chelation and inhibition of Fe-AA- or Fe-dependent LP indicating that iron chelation did not play a significant role in the two latter systems. It is concluded that the inhibition of LP by PP was apparently due to their hydrogen donating properties rather than chelation of iron. (C) 2003 Elsevier Inc. All rights reserved.
引用
收藏
页码:1127 / 1137
页数:11
相关论文
共 64 条
[21]   HYDROXYL RADICAL SCAVENGING ACTIVITY OF FLAVONOIDS [J].
HUSAIN, SR ;
CILLARD, J ;
CILLARD, P .
PHYTOCHEMISTRY, 1987, 26 (09) :2489-2491
[22]   Synergistic inhibition of LDL oxidation by phytoestrogens and ascorbic acid [J].
Hwang, J ;
Sevanian, A ;
Hodis, HN ;
Ursini, F .
FREE RADICAL BIOLOGY AND MEDICINE, 2000, 29 (01) :79-89
[23]   Some polyphenols inhibit the formation of pentyl radical and octanoic acid radical in the reaction mixture of linoleic acid hydroperoxide with ferrous ions [J].
Iwahashi, H .
BIOCHEMICAL JOURNAL, 2000, 346 (346) :265-273
[24]   Oxidation of the flavonol quercetin by polyphenol oxidase [J].
Jiménez, M ;
García-Carmona, F .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (01) :56-60
[25]   Oxidation of the flavonol fisetin by polyphenol oxidase [J].
Jiménez, M ;
Escribano-Cebrián, J ;
García-Carmona, F .
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 1998, 1425 (03) :534-542
[26]   Two-electron electrochemical oxidation of quercetin and kaempferol changes only the flavonoid C-ring [J].
Jorgensen, LV ;
Cornett, C ;
Justesen, U ;
Skibsted, LH ;
Dragsted, LO .
FREE RADICAL RESEARCH, 1998, 29 (04) :339-350
[27]   GENERATION OF HYDROXYL RADICALS DURING BENZENE TOXICITY [J].
KHAN, S ;
KRISHNAMURTHY, R ;
PANDYA, KP .
BIOCHEMICAL PHARMACOLOGY, 1990, 39 (08) :1393-1395
[28]   Antioxidant activity of polyphenolics in diets - Rate constants of reactions of chlorogenic acid and caffeic acid with reactive species of oxygen and nitrogen [J].
Kono, Y ;
Kobayashi, K ;
Tagawa, S ;
Adachi, K ;
Ueda, A ;
Sawa, Y ;
Shibata, H .
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 1997, 1335 (03) :335-342
[29]   OXYRADICAL REACTIONS - FROM BOND-DISSOCIATION ENERGIES TO REDUCTION POTENTIALS [J].
KOPPENOL, WH .
FEBS LETTERS, 1990, 264 (02) :165-167
[30]   Dietary flavonoids interact with trace metals and affect metallothionein level in human intestinal cells [J].
Kuo, SM ;
Leavitt, PS ;
Lin, CP .
BIOLOGICAL TRACE ELEMENT RESEARCH, 1998, 62 (03) :135-153