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

Free Radic Res. 2006 May;40(5):523-33. doi: 10.1080/10715760500419365.

Abstract

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 ((1)O(2)), hydroxyl radical (OH(v)), hydrogen peroxide (H(2)O(2)), superoxide anion and hypochlorous acid (HOCl) scavenging capacity of NDGA. It was found that NDGA scavenges: (a) ONOO(-) (IC(50) = 4 +/- 0.94 microM) as efficiently as uric acid; (b) (1)O(2) (IC(50) = 151 +/- 20 microM) more efficiently than dimethyl thiourea, lipoic acid, N-acetyl-cysteine and glutathione; (c) OH(v) (IC(50) = 0.15 +/- 0.02 microM) more efficiently than dimethyl thiourea, uric acid, trolox, dimethyl sulfoxide and mannitol, (d) (IC(50) = 15 +/- 1 microM) more efficiently than N-acetyl-cysteine, glutathione, tempol and deferoxamine and (e) HOCl (IC(50) = 622 +/- 42 microM) as efficiently as lipoic acid and N-acetyl-cysteine. NDGA was unable to scavenge H(2)O(2). 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(-), (1)O(2), OH(v), and HOCl and is able to prevent lung tyrosine nitration in vivo.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Dose-Response Relationship, Drug
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology*
  • Hydroxyl Radical / metabolism
  • Hypochlorous Acid / metabolism
  • Immunohistochemistry
  • Lung / drug effects*
  • Lung / metabolism
  • Male
  • Masoprocol / chemistry
  • Masoprocol / pharmacology*
  • Ozone / pharmacology*
  • Peroxynitrous Acid / metabolism
  • Rats
  • Rats, Wistar
  • Reactive Oxygen Species / metabolism*
  • Singlet Oxygen / metabolism
  • Superoxides / metabolism
  • Tyrosine / metabolism

Substances

  • Antioxidants
  • Free Radical Scavengers
  • Reactive Oxygen Species
  • Superoxides
  • Peroxynitrous Acid
  • Singlet Oxygen
  • Hydroxyl Radical
  • Tyrosine
  • Ozone
  • Hypochlorous Acid
  • Masoprocol