[Structure-activity relationship of flavonoids in suppressing rat liver lipid peroxidation].
145 flavonoids were studied for their inhibitory effects on the iron-induced lipid peroxidation in mitochondria obtained from rat livers. Of these compounds tested, 30, 57, 59, 67, 70, 72, 77, 102 and 110 (ED50 < or = 0.5 nmol/mg prot) showed distinctly more potent inhibitory activity than baicalein (ED50 < or = 5 nmol/mg prot) and 59 and 72 (ED50 < or = 0.05 nmol/mg prot) exhibited the most potent activity. In order to elucidate the relationships between substituents on the flavonoid skeleton and the biological activity, the quantitative structure-activity relationships (QSAR) were analyzed by the adaptive least-squares (ALS) method for 142 flavonoids. The analysis has shown that the presence of the 1,4- and 1,2-hydroquinone in A-ring and/or B-ring of flavonoids and hydrophobicity of the molecule are responsible for the in vitro inhibitory activity.
Miyahara
M
M
Department of Medicine, Kochi Medical School, Japan.
Ohtaka
H
H
Katayama
H
H
Tatsumi
Y
Y
Miyaichi
Y
Y
Tomimori
T
T
D000818:Animals; D003864:Depression, Chemical; D005419:Flavonoids / Q000737:chemistry* / Q000494:pharmacology; D066298:In Vitro Techniques; D015227:Lipid Peroxidation / Q000187:drug effects*; D008297:Male; D008930:Mitochondria, Liver / Q000378:metabolism*; D051381:Rats; D017208:Rats, Wistar; D013329:Structure-Activity Relationship
D005419:Flavonoids