Mechanism of inhibition of lipid peroxidation by tamoxifen and 4-hydroxytamoxifen introduced into liposomes. Similarity to cholesterol and ergosterol.
The anticancer drug tamoxifen when introduced into phospholipid liposomes during their preparation inhibited Fe(III)-ascorbate induced lipid peroxidation to a greater extent than similarly introduced cholesterol. Ergosterol was equipotent with tamoxifen, but much less effective than 4-hydroxytamoxifen. Possible mechanisms underlying these effects are discussed in relation to structural mimicry of the sterols by these triphenylethylene drugs as membrane stabilizers against lipid peroxidation.
Wiseman
H
H
Department of Biochemistry, University of London, King's College, UK.
Cannon
M
M
Arnstein
H R
HR
Halliwell
B
B
D002784:Cholesterol / Q000494:pharmacology*; D004875:Ergosterol / Q000494:pharmacology*; D004958:Estradiol / Q000494:pharmacology; D004965:Estrogen Antagonists / Q000494:pharmacology*; D007700:Kinetics; D015227:Lipid Peroxidation / Q000187:drug effects*; D008081:Liposomes; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013629:Tamoxifen / Q000031:analogs & derivatives* / Q000494:pharmacology*
D004965:Estrogen Antagonists; D008081:Liposomes; D013629:Tamoxifen; C016601:afimoxifene; D004958:Estradiol; D002784:Cholesterol; D004875:Ergosterol