title: Antioxidant activity of the pyridoindole stobadine in liposomal and microsomal lipid peroxidation.
abstract: Stobadine, a pyridoindole derivative, is an efficient inhibitor of lipid peroxidation in phosphatidylcholine liposomes and in rat liver microsomes treated with iron/ADP/NADPH as pro-oxidant. Accumulation of thiobarbituric acid-reactive substances (TBARS) or low-level chemiluminescence were taken as a measure of lipid peroxidation and 5 microM stobadine doubled the duration of the lag phase preceding the onset of rapidly increasing chemiluminescence. Inhibition of lipid peroxidation was not observed with tocopherol-deficient microsomes, suggesting that the antioxidant effect of stobadine depends on vitamin E in the membrane. The cis(-) isomer was most effective, with the cis(+) and trans(rac) as well as dehydro- or acetyl derivatives being less active. In liposomes, the presence of reductant (NADPH or ascorbate) protects from the loss of stobadine.
authors.affiliation: Institut für Physiologische Chemie I, Universität Düsseldorf, Germany.
authors.forename: L
authors.initials: L
authors.lastname: Horakova
authors.forename: K
authors.initials: K
authors.lastname: Briviba
authors.forename: H
authors.initials: H
authors.lastname: Sies
mesh_terms: D000244:Adenosine Diphosphate / Q000494:pharmacology; D000818:Animals; D000975:Antioxidants / Q000494:pharmacology*; D001205:Ascorbic Acid / Q000494:pharmacology; D002243:Carbolines / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D007211:Indoles / Q000494:pharmacology*; D007501:Iron / Q000494:pharmacology; D015227:Lipid Peroxidation / Q000187:drug effects*; D008081:Liposomes / Q000378:metabolism*; D008862:Microsomes, Liver / Q000187:drug effects / Q000378:metabolism*; D009249:NADP / Q000494:pharmacology; D010713:Phosphatidylcholines / Q000378:metabolism; D051381:Rats; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000378:metabolism; D013858:Thiobarbiturates / Q000493:pharmacokinetics; D014810:Vitamin E / Q000378:metabolism
chemical_list: D000975:Antioxidants; D002243:Carbolines; D007211:Indoles; D008081:Liposomes; D010713:Phosphatidylcholines; D013438:Sulfhydryl Compounds; D013858:Thiobarbiturates; D014810:Vitamin E; D009249:NADP; D000244:Adenosine Diphosphate; D007501:Iron; D001205:Ascorbic Acid; C100106:dicarbine