Characterization of the Radical-Scavenging Reaction of 2-O-Substituted Ascorbic Acid Derivatives, AA-2G, AA-2P, and AA-2S : A Kinetic and Stoichiometric Study(Biopharmacy)
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概要
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The aim of this study was to characterize the antioxidant activity of three ascorbic acid (AA) derivatives O-substituted at the C-2 position of AA: ascorbic acid 2-glucoside (AA-2G), ascorbic acid 2-phosphate (AA-2P), and ascorbic acid 2-sulfate (AA-2S). The radical-scavenging activities of these AA derivatives and some common low molecular-weight antioxidants such as uric acid or glutathione against 1, 1-diphenyl-picrylhydrazyl (DPPH) radical, 2, 2'-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS^<・+>), or galvinoxyl radical were kinetically and stoichiometrically evaluated under pH-controlled conditions. Those AA derivatives slowly and continuously reacted with DPPH radical and ABTS^<・+>, but not with galvinoxyl radical. They effectively reacted with DPPH radical under acidic conditions and with ABTS^<・+> under neutral conditions. In contrast, AA immediately quenched all species of radicals tested at all pH values investigated. The reactivity of Trolox, a water-soluble vitamin E analogue, was comparable to that of AA in terms of kinetics and stoichiometrics. Uric acid and glutathione exhibited long-lasting radical-scavenging activity against these radicals under certain pH conditions. The radical-scavenging profiles of AA derivatives were closer to those of uric acid and glutathione rather than to that of AA. The number of radicals scavenged by one molecule of AA derivatives, uric acid, or glutathione was equal to or greater than that by AA or Trolox under the appropriate conditions. These data suggest the potential usage of AA derivatives as radical scavengers.
- 社団法人日本薬学会の論文
- 2006-04-01
著者
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Yamamoto Itaru
岡山大学 薬学部免疫医薬品化学
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YAMAMOTO Itaru
Department of Radiology, Kanazawa Medical University
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Yamamoto I
Okayama Univ. Okayama Jpn
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TAI Akihiro
Department of Immunochemistry, Faculty of Pharmaceutical Sciences, Okayama University
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TAKEBAYASHI Jun
Department of Immunochemistry, Faculty of Pharmaceutical Sciences, Okayama University
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GOHDA Eiichi
Department of Immunochemistry, Faculty of Pharmaceutical Sciences, Okayama University
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Yamamoto Itaru
Department Of Immunochemistry Faculty Of Pharmaceutical Science Okayama University
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Tai A
Department Of Immunochemistry Faculty Of Pharmaceutical Sciences Okayama University
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Tai Akihiro
Department Of Immunochemistry Division Of Pharmaceutical Sciences Okayama University Graduate School
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Gohda Eiichi
Dep. Of Immunochemistry Div. Of Pharmaceutical Sciences Okayama Univ. Graduate School Of Medicine De
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Gohda E
Department Of Immunochemistry Faculty Of Pharmaceutical Sciences Okayama University
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Gohda Eiichi
Department Of Immunochemistry Division Of Pharmaceutical Sciences Okayama University Graduate School
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Takebayashi Jun
国立健康･栄養研究所 食品機能プロジェクト
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Takebayashi Jun
Food Function And Labeling Program Incorporated Administrative Agency National Institute Of Health A
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Yamamoto I
Department Of Immunochemistry Division Of Pharmaceutical Sciences Okayama University Graduate School
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Takebayashi Jun
Department Of Immunochemistry Division Of Pharmaceutical Sciences Okayama University Graduate School Of Medicine Dentistry And Pharmaceutical Sciences
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GOHDA Eiichi
Department of Biochemistry, Faculty of Dentistry, Osaka University
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