Hydroxyl radical scavenging by edaravone derivatives: Efficient scavenging by 3-methyl-1-(pyridin-2-yl)-5-pyrazolone with an intramolecular base.
We synthesized various 3-methyl-1-phenyl-5-pyrazolone (edaravone) derivatives and evaluated their oxidation potential and hydroxyl radical scavenging activity. It was found 3-methyl-1-(pyridin-2-yl)-5-pyrazolone had a much higher ability to scavenge the radical than did edaravone itself. Its efficient radical scavenging activity was assumed to be due to the increase of its anion form, an active form, by a hydrogen-bonded intramolecular base.
Nakagawa
Hidehiko
H
Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1, Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan. deco@phar.nagoya-cu.ac.jp <deco@phar.nagoya-cu.ac.jp>
Ohyama
Ryo
R
Kimata
Ayako
A
Suzuki
Takayoshi
T
Miyata
Naoki
N
D000983:Antipyrine / Q000031:analogs & derivatives* / Q000737:chemistry; D000077553:Edaravone; D016166:Free Radical Scavengers / Q000737:chemistry*; D017665:Hydroxyl Radical / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D047069:Pyrazolones / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*
C515884:3-methyl-1-(pyridin-2-yl)-5-pyrazolone; D016166:Free Radical Scavengers; D047069:Pyrazolones; D011725:Pyridines; D017665:Hydroxyl Radical; D000077553:Edaravone; D000983:Antipyrine