Quantitative structure-activity relationship analyses of antioxidant and free radical scavenging activities for hydroxybenzalacetones.
Antioxidant activities for a series of hydroxybenzalacetones, OH-BZ, were evaluated by measuring inhibitory potencies of OH-BZ against lipid peroxidation induced by t-BuOOH or gamma-irradiation. Their quantitative structure-activity relationship (QSAR) studies indicated that the activities are mainly governed by electronic and steric factors. To rationalize these results, we also performed QSAR analyses for DPPH radical scavenging activities of OH-BZ, which indicated that antioxidant and radical scavenging activities could be expressed by the same physicochemical parameters but the hydrogen bonding behavior of phenolic OH varies with the reaction medium.
Kobe Pharmaceutical University, Motoyamakita-machi, Higashinadaku, Kobe 658-8558, Japan. yamagami@kobepharma-u.ac.jp
Chisako
C
Yamagami
Noriko
N
Motohashi
Tatsuhiko
T
Emoto
Akira
A
Hamasaki
Takao
T
Tanahashi
Naotaka
N
Nagakura
Yoshito
Y
Takeuchi
D000818:Animals; D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology; D002074:Butanones / Q000737:chemistry* / Q000494:pharmacology; D004910:Erythrocyte Membrane / Q000737:chemistry / Q000187:drug effects; D016166:Free Radical Scavengers / Q000737:chemistry* / Q000494:pharmacology; D006860:Hydrogen Bonding; D015394:Molecular Structure; D021281:Quantitative Structure-Activity Relationship; D011817:Rabbits
D000975:Antioxidants; D002074:Butanones; D016166:Free Radical Scavengers; C025383:benzylideneacetone