Dietary phytophenols act as scavengers of reducing radicals

被引:8
作者
Shi, Yimin [1 ]
Yao, Side [2 ]
Jia, Zhongjian [3 ]
Lin, Nianyun [2 ]
Zheng, Rongliang [1 ,4 ]
机构
[1] Lanzhou Univ, Sch Life Sci, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Appl Phys, Shanghai 201800, Peoples R China
[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[4] Shanghai Municipal Educ Commiss, E Inst, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
Phytophenols; Phenylpropanoid glycosides; Pedicularis; Reducing radical; Hydrated electron; Reductive stress; PULSE-RADIOLYSIS; PHENYLPROPANOID GLYCOSIDES; AQUEOUS-SOLUTION; DEOXYRIBONUCLEIC-ACID; IONIZING-RADIATION; IRIDOID GLYCOSIDES; RATE CONSTANTS; FAST REPAIR; ETHANOL; ANIONS;
D O I
10.1016/j.foodchem.2010.07.075
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Verbascoside, pedicularioside A, cistanoside C, salidroside, 6-O-(E)-feruloyl-glucose and 6-O-(E)-p-hydroxycinnamoyl-glucose were isolated from Pedicularis species and other plants. The scavenging activities of these phytophenols towards hydrated electron, the strongest reducing radical, were investigated by pulse radiolysis. With the exception of salidroside, the other phytophenols react with hydrated electrons (e(aq)(-)) at rate constants close to the diffusion-controlled rate (4.9-7.5 x 10(9)M(-1) s(-1)), indicating that these phytophenols are effective e(aq)(-) scavengers. This property is consistent with the phytophenols' ability to quickly repair DNA radical anions. The comparison of the reaction rate constants indicates that the conjugated carbonyl group is essential to the e;(1 scavenging activities, whereas the phenolic hydroxyl groups, which determine the antioxidant capacity, have no significant effect on the e(aq)(-) scavenging activities. We propose that the reducing radical-scavenging activity of the phytophenols is a novel pharmacological mechanism for prevention and treatment of diseases in which reducing radicals play a key role. Our finding provides a criterion for screening the scavengers of reducing radicals. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1322 / 1327
页数:6
相关论文
共 32 条
[1]  
ASMUS KD, 1983, RADIOPROTECTORS ANTI, P23
[2]   EFFECTS OF IONIZING-RADIATION ON DEOXYRIBONUCLEIC-ACID .2. THE INFLUENCE OF NITROIMIDAZOLE DRUGS ON THE COURSE OF RADIATION-DAMAGE TO AQUEOUS DEOXYRIBONUCLEIC-ACID [J].
BOON, PJ ;
CULLIS, PM ;
SYMONS, MCR ;
WREN, BW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (07) :1057-1061
[3]   EFFECTS OF IONIZING-RADIATION ON DEOXYRIBONUCLEIC-ACID AND RELATED SYSTEMS .1. THE ROLE OF OXYGEN [J].
BOON, PJ ;
CULLIS, PM ;
SYMONS, MCR ;
WREN, BW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (08) :1393-1399
[4]   DEFECTIVE GENE-EXPRESSION OF MNSOD IN CANCER-CELLS [J].
BORRELLO, S ;
DELEO, ME ;
GALEOTTI, T .
MOLECULAR ASPECTS OF MEDICINE, 1993, 14 (03) :253-258
[5]   CRITICAL-REVIEW OF RATE CONSTANTS FOR REACTIONS OF HYDRATED ELECTRONS, HYDROGEN-ATOMS AND HYDROXYL RADICALS (.OH/.O-) IN AQUEOUS-SOLUTION [J].
BUXTON, GV ;
GREENSTOCK, CL ;
HELMAN, WP ;
ROSS, AB .
JOURNAL OF PHYSICAL AND CHEMICAL REFERENCE DATA, 1988, 17 (02) :513-886
[6]   Interaction of hydrated electron with dietary flavonoids and phenolic acids: Rate constants and transient spectra studied by pulse radiolysis [J].
Cai, ZL ;
Li, XF ;
Katsumura, Y .
FREE RADICAL BIOLOGY AND MEDICINE, 1999, 27 (7-8) :822-829
[7]  
Cai ZL, 1996, RADIAT PHYS CHEM, V47, P213
[8]  
CAI ZL, 1995, RADIAT PHYS CHEM, V45, P217
[9]   SCAVENGING EFFECT OF SILIPIDE, A NEW SILYBIN-PHOSPHOLIPID COMPLEX, ON ETHANOL-DERIVED FREE-RADICALS [J].
COMOGLIO, A ;
TOMASI, A ;
MALANDRINO, S ;
POLI, G ;
ALBANO, E .
BIOCHEMICAL PHARMACOLOGY, 1995, 50 (08) :1313-1316
[10]  
JIA ZJ, 1992, PHYTOCHEMISTRY, V31, P263