Antioxidant and free radical scavenging properties of N-acetylcysteine amide (NACA) and comparison with N-acetylcysteine (NAC)

被引:129
作者
Ates, Burhan [1 ]
Abraham, Linu [1 ]
Ercal, Nuran [1 ]
机构
[1] Missouri Univ Sci & Technol, Dept Chem, Rolla, MO 65409 USA
关键词
NACA; NAC; antioxidant properties; radical scavenging;
D O I
10.1080/10715760801998638
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 potential of N-acetylcysteine amide (NACA), also known as AD4, was assessed by employing different in vitro assays. These included reducing power, free radical scavenging capacities, peroxidation inhibiting activity through linoleic acid emulsion system and metal chelating capacity, as compared to NAC and three widely used antioxidants, alpha-tocopherol, ascorbic acid and butylated hydroxytoluene (BHT). Of the antioxidant properties that were investigated, NACA was shown to possess higher 2,2-diphenyl-1-picryl-hydrazyl-hydrate (DPPH) radical scavenging ability and reducing power than NAC, at all the concentrations, whereas the scavenging ability of H2O2 differed with concentration. While NACA had greater H2O2 scavenging capacity at the highest concentration, NAC was better than NACA at lower concentrations. NAC and NACA had a 60% and 55% higher ability to prevent beta-carotene bleaching, respectively, as compared to control. The chelating activity of NACA was more than 50% that of the metal chelating capacity of EDTA and four and nine times that of BHT and alpha-tocopherol, respectively. When compared to NACA and NAC; alpha-tocopherol had higher DPPH scavenging abilities and BHT and alpha-tocopherol had better beta-carotene bleaching power. These findings provide evidence that the novel antioxidant, NACA, has indeed enhanced the antioxidant properties of NAC.
引用
收藏
页码:372 / 377
页数:6
相关论文
共 29 条
[1]
THE ANTIOXIDANT ACTION OF N-ACETYLCYSTEINE - ITS REACTION WITH HYDROGEN-PEROXIDE, HYDROXYL RADICAL, SUPEROXIDE, AND HYPOCHLOROUS ACID [J].
ARUOMA, OI ;
HALLIWELL, B ;
HOEY, BM ;
BUTLER, J .
FREE RADICAL BIOLOGY AND MEDICINE, 1989, 6 (06) :593-597
[2]
N-Acetylcysteine -: a safe antidote for cysteine/glutathione deficiency [J].
Atkuri, Kondala R. ;
Mantovani, John J. ;
Herzenberg, Leonard A. ;
Herzenberg, Leonore A. .
CURRENT OPINION IN PHARMACOLOGY, 2007, 7 (04) :355-359
[3]
ATLAS D, 1999, Patent No. 5874468
[4]
Dangles O, 2000, J CHEM SOC PERK T 2, V6, P1215
[5]
DEVRIES N, 1993, J CELL BIOCHEM, P270
[6]
ACTION OF PHENOLIC DERIVATIVES (ACETAMINOPHEN, SALICYLATE, AND 5-AMINOSALICYLATE) AS INHIBITORS OF MEMBRANE LIPID-PEROXIDATION AND AS PEROXYL RADICAL SCAVENGERS [J].
DINIS, TCP ;
MADEIRA, VMC ;
ALMEIDA, LM .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1994, 315 (01) :161-169
[7]
USE OF N-ACETYLCYSTEINE IN CLINICAL TOXICOLOGY [J].
FLANAGAN, RJ ;
MEREDITH, TJ .
AMERICAN JOURNAL OF MEDICINE, 1991, 91 :S131-S139
[8]
N-acetylcysteine amide, a novel cell-permeating thiol, restores cellular glutathione and protects human red blood cells from oxidative stress [J].
Grinberg, L ;
Fibach, E ;
Amer, J ;
Atlas, D .
FREE RADICAL BIOLOGY AND MEDICINE, 2005, 38 (01) :136-145
[9]
Glutathione and glutathione-dependent enzymes represent a Co-ordinately regulated defence against oxidative stress [J].
Hayes, JD ;
McLellan, LI .
FREE RADICAL RESEARCH, 1999, 31 (04) :273-300
[10]
CLINICAL PHARMACOKINETICS OF N-ACETYLCYSTEINE [J].
HOLDINESS, MR .
CLINICAL PHARMACOKINETICS, 1991, 20 (02) :123-134