Nordihydroguaiaretic acid is a potent in vitro scavenger of peroxynitrite, singlet oxygen, hydroxyl radical, superoxide anion and hypochlorous acid and prevents in vivo ozone-induced tyrosine nitration in lungs

被引:126
作者
Floriano-Sánchez, E
Villanueva, C
Medina-Campos, ON
Rocha, D
Sánchez-González, DJ
Cárdenas-Rodríguez, N
Pedraza-Chaverrí, J
机构
[1] Univ Nacl Autonoma Mexico, Fac Quim, Dept Biol, Mexico City 04510, DF, Mexico
[2] Univ Ejercito & Fuerza Aerea, Delegac Miguel Hidalgo, Escuela Med Milit Cerrada Palomas & Batalla Celay, Dept Biol Celular, Mexico City 11200, DF, Mexico
[3] Univ Ejercito & Fuerza Aerea, Delegac Miguel Hidalgo, Escuela Med Milit Cerrada Palomas & Batalla Celay, Dept Bioquim & Biol Mol, Mexico City 11200, DF, Mexico
[4] Inst Politecn Nacl, Escuela Super Med, Mexico City 11340, DF, Mexico
关键词
nordihydroguaiaretic acid; scavenger; peroxynitrite; singlet oxygen; hydroxyl radical; superoxide anion;
D O I
10.1080/10715760500419365
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
The antioxidant nordihydroguaiaretic acid ( NDGA) has recently become well known as a putative anticancer drug. In this paper, it was evaluated the in vitro peroxynitrite (ONOO-), singlet oxygen (O-1(2)), hydroxyl radical (OHcenter dot), hydrogen peroxide (H2O2), superoxide anion (O-2(center dot-)) and hypochlorous acid (HOCl) scavenging capacity of NDGA. It was found that NDGA scavenges: ( a) ONOO- (IC50 = 4 +/- 0.94 mu M) as efficiently as uric acid; (b) O-1(2) (IC50 = 151 +/- 20 mu M) more efficiently than dimethyl thiourea, lipoic acid, N-acetyl-cysteine and glutathione; (c) OHcenter dot (IC50 = 0.15 +/- 0.02 mu M) more efficiently than dimethyl thiourea, uric acid, trolox, dimethyl sulfoxide and mannitol, (d) O-2(center dot-) (IC50 = 15 +/- 1 mu M) more efficiently than N-acetyl-cysteine, glutathione, tempol and deferoxamine and (e) HOCl (IC50 = 622 +/- 42 mu M) as efficiently as lipoic acid and N-acetyl-cysteine. NDGA was unable to scavenge H2O2. In an in vivo study in rats, NDGA was able to prevent ozone-induced tyrosine nitration in lungs. It is concluded that NDGA is a potent in vitro scavenger of ONOO-, O-1(2), OHcenter dot, O-2(center dot-) and HOCl and is able to prevent lung tyrosine nitration in vivo.
引用
收藏
页码:523 / 533
页数:11
相关论文
共 46 条
[1]
Antioxidant lignans from Larrea tridentata [J].
Abou-Gazar, H ;
Bedir, E ;
Takamatsu, S ;
Ferreira, D ;
Khan, IA .
PHYTOCHEMISTRY, 2004, 65 (17) :2499-2505
[2]
Nordihydroguairetic acid, a lignin, prevents oxidative stress and the development of diabetic nephropathy in rats [J].
Anjaneyulu, M ;
Chopra, K .
PHARMACOLOGY, 2004, 72 (01) :42-50
[3]
Nordihydroguairetic acid is a potent inhibitor of ferric-nitrilotriacetate-mediated hepatic and renal toxicity, and renal tumour promotion, in mice [J].
Ansar, S ;
Iqbal, M ;
Athar, M .
CARCINOGENESIS, 1999, 20 (04) :599-606
[4]
Larrea tridentata (Creosote bush), an abundant plant of Mexican and US-American deserts and its metabolite nordihydroguaiaretic acid [J].
Arteaga, S ;
Andrade-Cetto, A ;
Cárdenas, R .
JOURNAL OF ETHNOPHARMACOLOGY, 2005, 98 (03) :231-239
[5]
ACTION OF HYPOCHLOROUS ACID ON THE ANTIOXIDANT PROTECTIVE ENZYMES SUPEROXIDE-DISMUTASE, CATALASE AND GLUTATHIONE-PEROXIDASE [J].
ARUOMA, OI ;
HALLIWELL, B .
BIOCHEMICAL JOURNAL, 1987, 248 (03) :973-976
[6]
INHIBITION OF BENZOYL PEROXIDE-MEDIATED TUMOR PROMOTION IN 7,12-DIMETHYLBENZ(A)ANTHRACENE-INITIATED SKIN OF SENCAR MICE BY ANTIOXIDANTS NORDIHYDROGUAIARETIC ACID AND DIALLYL SULFIDE [J].
ATHAR, M ;
RAZA, H ;
BICKERS, DR ;
MUKHTAR, H .
JOURNAL OF INVESTIGATIVE DERMATOLOGY, 1990, 94 (02) :162-165
[7]
BECKMAN JS, 1994, METHOD ENZYMOL, V233, P229
[8]
REDUCTION OF NITRO BLUE TETRAZOLIUM BY CO2- AND O-2- RADICALS [J].
BIELSKI, BHJ ;
SHIUE, GG ;
BAJUK, S .
JOURNAL OF PHYSICAL CHEMISTRY, 1980, 84 (08) :830-833
[9]
CARLOTTI ME, 1994, PHARMAZIE, V49, P49
[10]
INVOLVEMENT OF SINGLET OXYGEN IN 5-AMINOLEVULINIC ACID-INDUCED PHOTODYNAMIC DAMAGE OF CUCUMBER (CUCUMIS-SATIVUS L) CHLOROPLASTS [J].
CHAKRABORTY, N ;
TRIPATHY, BC .
PLANT PHYSIOLOGY, 1992, 98 (01) :7-11