Comparative study of the alkyl and peroxy radical scavenging activities of polyphenols

被引:29
作者
Fujisawa, S
Kadoma, Y
机构
[1] Meikai Univ, Sch Dent, Dept Oral Diag, Sakado, Saitama 3500283, Japan
[2] Tokyo Med & Dent Univ, Inst Biomat & Bioengn, Div Biofunct Mol, Tokyo 1010062, Japan
关键词
polyphenols; stoichiometric factor (n); k(inh)/k(p); azobisisobutyronitrile; benzoyl peroxide; methyl methacrylate; thiol;
D O I
10.1016/j.chemosphere.2005.04.006
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The lipid antioxidative activities of polyphenols with high oxygen radical capacities need to be measured at low oxygen tensions. In this study, differences in the reactivity of catechins and resveratrols towards alkyl (R-.) and peroxy (PhCOO.) radicals were observed at lower oxygen pressures. The radical scavenging activities for catechin, epicatechin, resveratrol and n-propyl gallate with or without 2-mercapto-1-methylimidazole (MMI), a thiol were investigated by differential scanning calorimetry (DSC) monitoring of the polymerization of methyl methacrylates (MMA) initiated by 2,2'-azobisisobutyronitrile (AIBN, an R-. radical) or benzoyl peroxide (BPO, an PhCOO. radical) at 70 degrees C under nearly anaerobic conditions. Catechin, epicatechin and resveratrol with MMI, but not n-propyl gallate showed the less length of induction period than that for corresponding ones without MMI, probably resulting from the reaction of MMI radicals with molecular oxygen in the system. Also, the inhibitory rate of propagation (R-inh) for catechin and resveratrol in the BPO system was much more greater than that in the AIBN system. The reactivity of catechins and resveratrol with R-. or PhCOO. radical was considerably different, whereas n-propyl gallate did not different between radicals under nearly anaerobic conditions. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:71 / 79
页数:9
相关论文
共 25 条
[1]  
[Anonymous], FLAVONOIDS METABOLIS
[2]  
[Anonymous], 1998, FLAVONOIDS HLTH DIS
[3]   Antioxidant capacity of flavanols and gallate esters: Pulse radiolysis studies [J].
Bors, W ;
Michel, C .
FREE RADICAL BIOLOGY AND MEDICINE, 1999, 27 (11-12) :1413-1426
[4]   BETA-CAROTENE - AN UNUSUAL TYPE OF LIPID ANTIOXIDANT [J].
BURTON, GW ;
INGOLD, KU .
SCIENCE, 1984, 224 (4649) :569-573
[5]   AUTOXIDATION OF BIOLOGICAL MOLECULES .1. THE ANTIOXIDANT ACTIVITY OF VITAMIN-E AND RELATED CHAIN-BREAKING PHENOLIC ANTIOXIDANTS INVITRO [J].
BURTON, GW ;
INGOLD, KU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (21) :6472-6477
[6]  
Cao GH, 1999, METHOD ENZYMOL, V299, P50
[7]  
ElAttar TMA, 1999, ANTICANCER RES, V19, P5407
[8]   Kinetics of the radical scavenging activity of β-carotene-related compounds [J].
Fujisawa, S ;
Ishihara, M ;
Kadoma, Y .
SAR AND QSAR IN ENVIRONMENTAL RESEARCH, 2004, 15 (01) :33-41
[9]   Kinetic evaluation of the reactivity of flavonoids as radical scavengers [J].
Fujisawa, S ;
Ishihara, M ;
Kadoma, Y .
SAR AND QSAR IN ENVIRONMENTAL RESEARCH, 2002, 13 (06) :617-627
[10]   Prooxidant activity and cellular effects of the phenoxyl radicals of dietary flavonoids and other polyphenolics [J].
Galati, G ;
Sabzevari, O ;
Wilson, JX ;
O'Brien, PJ .
TOXICOLOGY, 2002, 177 (01) :91-104