Antioxidative effect of sesamol and related compounds on lipid peroxidation.
The effect of sesamol and 20 related compounds on the lipid peroxidation of liposomes induced by Fe(2)+, on the lipid peroxidation of rat liver microsomes induced by CCl(4) or NADPH and on the lipid peroxidation of mitochondria induced by ascorbate/Fe(2)+ were demonstrated. Consequently, sesamol and related compounds, such as 3-methoxy-4-hydroxyquinone, isosafrol, isoeugenol, eugenol, 3,4-methylenedioxyaniline, catechol, hydroxy-hydroquinone, 3,4-dimethoxyaniline and caffeic acid, exhibited powerful inhibitory effects on the lipid peroxidation system investigated. In particular, isoeugenol was the most powerful inhibitor among all the sesamol-related compounds tested on the lipid peroxidation system. In addition, 1,2-methylenedioxybenzene, ferulic acid, and 3,4-methylenedioxynitrobenzene were also effective on the lipid peroxidation system of liposomes induced by Fe(2)+. The correlation between the structures of sesamol-related compounds and their inhibitory effect is discussed.
Uchida
M
M
Department of Biochemistry, Faculty of Pharmaceutical Sciences, Hoshi University, Tokyo, Japan.
Nakajin
S
S
Toyoshima
S
S
Shinoda
M
M
D000818:Animals; D000975:Antioxidants / Q000494:pharmacology*; D001205:Ascorbic Acid / Q000494:pharmacology; D052117:Benzodioxoles; D002251:Carbon Tetrachloride; D005054:Eugenol / Q000031:analogs & derivatives / Q000494:pharmacology; D005296:Ferrous Compounds / Q000494:pharmacology; D015227:Lipid Peroxidation / Q000187:drug effects*; D008081:Liposomes / Q000378:metabolism; D008099:Liver / Q000187:drug effects / Q000378:metabolism; D008297:Male; D008315:Malondialdehyde / Q000378:metabolism; D008862:Microsomes, Liver / Q000187:drug effects / Q000378:metabolism; D008930:Mitochondria, Liver / Q000187:drug effects / Q000378:metabolism; D009249:NADP; D010084:Oxidation-Reduction; D010636:Phenols / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D013329:Structure-Activity Relationship
D000975:Antioxidants; D052117:Benzodioxoles; D005296:Ferrous Compounds; D008081:Liposomes; D010636:Phenols; D005054:Eugenol; D008315:Malondialdehyde; D009249:NADP; C036643:isoeugenol; C025583:sesamol; D002251:Carbon Tetrachloride; D001205:Ascorbic Acid