A multiple free-radical scavenging (MULTIS) study on the antioxidant capacity of a neuroprotective drug, edaravone as compared with uric acid, glutathione, and trolox

Erisa Kamogawa, Yoshimi Sueishi

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Edaravone (3-methyl-1-phenyl-2-pyrazoline-5-one) is a neuroprotective drug that has been used for brain ischemia injury treatment. Because its activity is speculated to be due to free radical scavenging activity, we carried out a quantitative determination of edaravone's free radical scavenging activity against multiple free radical species. Electron spin resonance (ESR) spin trapping-based multiple free-radical scavenging (MULTIS) method was employed, where target free radicals were hydroxyl radical, superoxide anion, alkoxyl radical, alkylperoxyl radical, methyl radical, and singlet oxygen. Edaravone showed relatively high scavenging abilities against hydroxyl radical (scavenging rate constant k = 2.98 × 1011 M-1 s-1), singlet oxygen (k = 2.75 × 107 M-1 s-1), and methyl radical (k = 3.00 × 107 M-1 s -1). Overall, edaravone's scavenging activity against multiple free radical species is as robust as other known potent antioxidant such as uric acid, glutathione, and trolox. A radar chart illustration of the MULTIS activity relative to uric acid, glutathione, and trolox indicates that edaravone has a high and balanced antioxidant activity with low specificity.

Original languageEnglish
Pages (from-to)1376-1379
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume24
Issue number5
DOIs
Publication statusPublished - Mar 1 2014

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Scavenging
Neuroprotective Agents
Uric Acid
Free Radicals
Glutathione
Antioxidants
Singlet Oxygen
Hydroxyl Radical
Radar
Spin Trapping
Electron Spin Resonance Spectroscopy
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
phenylmethylpyrazolone
Brain Ischemia
Superoxides
Brain Injuries
Paramagnetic resonance
Rate constants
Brain

Keywords

  • Edaravone
  • ESR spin trapping
  • Glutathione
  • Multiple free radical scavenging (MULTIS)
  • Uric acid

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

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abstract = "Edaravone (3-methyl-1-phenyl-2-pyrazoline-5-one) is a neuroprotective drug that has been used for brain ischemia injury treatment. Because its activity is speculated to be due to free radical scavenging activity, we carried out a quantitative determination of edaravone's free radical scavenging activity against multiple free radical species. Electron spin resonance (ESR) spin trapping-based multiple free-radical scavenging (MULTIS) method was employed, where target free radicals were hydroxyl radical, superoxide anion, alkoxyl radical, alkylperoxyl radical, methyl radical, and singlet oxygen. Edaravone showed relatively high scavenging abilities against hydroxyl radical (scavenging rate constant k = 2.98 × 1011 M-1 s-1), singlet oxygen (k = 2.75 × 107 M-1 s-1), and methyl radical (k = 3.00 × 107 M-1 s -1). Overall, edaravone's scavenging activity against multiple free radical species is as robust as other known potent antioxidant such as uric acid, glutathione, and trolox. A radar chart illustration of the MULTIS activity relative to uric acid, glutathione, and trolox indicates that edaravone has a high and balanced antioxidant activity with low specificity.",
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AB - Edaravone (3-methyl-1-phenyl-2-pyrazoline-5-one) is a neuroprotective drug that has been used for brain ischemia injury treatment. Because its activity is speculated to be due to free radical scavenging activity, we carried out a quantitative determination of edaravone's free radical scavenging activity against multiple free radical species. Electron spin resonance (ESR) spin trapping-based multiple free-radical scavenging (MULTIS) method was employed, where target free radicals were hydroxyl radical, superoxide anion, alkoxyl radical, alkylperoxyl radical, methyl radical, and singlet oxygen. Edaravone showed relatively high scavenging abilities against hydroxyl radical (scavenging rate constant k = 2.98 × 1011 M-1 s-1), singlet oxygen (k = 2.75 × 107 M-1 s-1), and methyl radical (k = 3.00 × 107 M-1 s -1). Overall, edaravone's scavenging activity against multiple free radical species is as robust as other known potent antioxidant such as uric acid, glutathione, and trolox. A radar chart illustration of the MULTIS activity relative to uric acid, glutathione, and trolox indicates that edaravone has a high and balanced antioxidant activity with low specificity.

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