Conversion of nitroxide radicals by phenolic and thiol antioxidants

被引:14
作者
Hiramoto, K [1 ]
Ojima, N [1 ]
Kikugawa, K [1 ]
机构
[1] TOKYO UNIV PHARM & LIFE SCI, SCH PHARM, HACHIOJI, TOKYO 19203, JAPAN
关键词
nitroxide radical; hydroxyl radical; phenolic antioxidant; thiol antioxidant; spin trapping; electron spin resonance;
D O I
10.3109/10715769709097837
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Nitrone/nitroso spin traps are often used for detection of unstable hydroxyl radical giving stable nitroxide radicals with characteristic electron spin resonance (ESR) signals. This technique may be useful only when the nitroxide radicals are kept stable in the reaction system. The aim of the present study is to clarify whether the nitroxide radicals are kept stable in the presence of the hydroxyl radical scavengers. Effect of hydroxyl radical scavengers on the ESR signals of nitroxide radicals, 2,2,6,6-tetramethyl-piperidine-N-oxyl (TEMPO) and the spin adduct (DMPO-OH) of 5,5-dimethyl-1-pyrroline N-oxide (DMPO) and hydroxyl radical, was examined. Although the ESR signals of TEMPO and the DMPO-OH spin adduct were unchanged on treatment with ethanol and dimethyl sulfoxide, their intensities were effectively decreased on treatment with 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (Trolox), cysteine, glutathione, 2-mercaptoethanol and metallothionein. Hence, the results of the detection of hydroxyl radical in the presence of phenolic and thiol antioxidants by the ESR technique using nitrone/nitroso spin trays may be unreliable.
引用
收藏
页码:45 / 53
页数:9
相关论文
共 15 条
[1]   SPIN-TRAPPING STUDIES OF THE OXIDATION REDUCTION REACTIONS OF IRON BLEOMYCIN IN THE PRESENCE OF THIOLS AND BUFFER [J].
ANTHOLINE, WE ;
KALYANARAMAN, B ;
TEMPLIN, JA ;
BYRNES, RW ;
PETERING, DH .
FREE RADICAL BIOLOGY AND MEDICINE, 1991, 10 (02) :119-123
[2]   SPIN TRAPPING - ELECTRON-SPIN-RESONANCE PARAMETERS OF SPIN ADDUCTS [J].
BUETTNER, GR .
FREE RADICAL BIOLOGY AND MEDICINE, 1987, 3 (04) :259-303
[3]   ELECTRON-SPIN-RESONANCE AND PULSE-RADIOLYSIS STUDIES ON THE SPIN TRAPPING OF SULFUR-CENTERED RADICALS [J].
DAVIES, MJ ;
FORNI, LG ;
SHUTER, SL .
CHEMICO-BIOLOGICAL INTERACTIONS, 1987, 61 (02) :177-188
[4]   ELECTRON SPIN RESONANCE STUDIES OF OXIDATION .1. ALCOHOLS [J].
DIXON, WT ;
NORMAN, ROC .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (MAY) :3119-&
[5]  
FINKELSTEIN E, 1982, MOL PHARMACOL, V21, P262
[6]   SPIN TRAPPING - KINETICS OF THE REACTION OF SUPEROXIDE AND HYDROXYL RADICALS WITH NITRONES [J].
FINKELSTEIN, E ;
ROSEN, GM ;
RAUCKMAN, EJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (15) :4994-4999
[7]   SPIN TRAPPING OF SUPEROXIDE AND HYDROXYL RADICAL - PRACTICAL ASPECTS [J].
FINKELSTEIN, E ;
ROSEN, GM ;
RAUCKMAN, EJ .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1980, 200 (01) :1-16
[8]  
Gutteridge J. M. C., 1989, FREE RADICALS BIOL M
[9]  
Hiramoto K, 1996, BIOL PHARM BULL, V19, P558, DOI 10.1248/bpb.19.558
[10]   FREE-RADICAL GENERATION DURING DELTA-AMINOLEVULINIC-ACID AUTOXIDATION - INDUCTION BY HEMOGLOBIN AND CONNECTIONS WITH PORPHYRINPATHIES [J].
MONTEIRO, HP ;
ABDALLA, DSP ;
AUGUSTO, O ;
BECHARA, EJH .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1989, 271 (01) :206-216