The structural mimicry of membrane sterols by tamoxifen: evidence from cholesterol coefficients and molecular-modelling for its action as a membrane anti-oxidant and an anti-cancer agent.
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Summary
A computer-graphic fitting technique is described that demonstrates a structural similarity between the five compounds and discusses how the inhibitory effect of tamoxifen on lipid peroxidation may result from a membrane stabilization that is associated with a decrease in membrane fluidity.
- Type
- article
- Published
- 1992-03-20
- Cited by
- 46
- References
- 24
- OpenAlex
- https://openalex.org/W1547281
- Semantic Scholar
- https://api.semanticscholar.org/CorpusID:21297882
Keywords
Geology, Pennsylvanian, Paleontology, Structural basin, Lithology
References
- Protection by glutathione against one component of the bimodal inhibition of growth by tamoxifen in Saccharomyces cerevisiae.
- Mechanism of inhibition of lipid peroxidation by tamoxifen and 4‐hydroxytamoxifen introduced into liposomes
- Estrogen receptor-mediated and cytotoxic effects of the antiestrogens tamoxifen and 4-hydroxytamoxifen.
- Ca2(+)-dependent binding of tamoxifen to calmodulin isolated from bovine brain.
- Inhibition of protein kinase C by tamoxifen.
- Multiple mechanisms of protein kinase C inhibition by triphenylacrylonitrile antiestrogens
- Identification of products formed during UV irradiation of tamoxifen and their use for fluorescence detection in high-performance liquid chromatography.
- The antioxidant action of tamoxifen and its metabolites Inhibition of lipid peroxidation
- Action of antiestrogens on the (Ca2+ + Mg2+)-ATPase and Na+/Ca2+ exchange of brain cortex membranes.
- A pilot trial to evaluate the acute toxicity and feasibility of tamoxifen for prevention of breast cancer.
- The molecular heterogeneity of protein kinase C and its implications for cellular regulation
- Membrane fluidity affects tumor‐cell motility, invasion and lung‐colonizing potential
- Tamoxifen as a potential preventive agent in healthy postmenopausal women.
- The antioxidant action of ketoconazole and related azoles: comparison with tamoxifen and cholesterol.
- Variation of the inhibition of calmodulin dependent cyclic AMP phosphodiesterase amongst analogues of tamoxifen; correlations with cytotoxicity.
- Structural components necessary for the antiestrogenic activity of tamoxifen.
- Tamoxifen metabolism: pharmacokinetic and in vitro study.
- Analysis of tamoxifen, N-desmethyltamoxifen and 4-hydroxytamoxifen levels in cytosol and KCl-nuclear extracts of breast tumours from tamoxifen treated patients by gas chromatography-mass spectrometry (GC-MS) using selected ion monitoring (SIM).
- A novel metalloproteinase gene specifically expressed in stromal cells of breast carcinomas
- Computer Simulation in Molecular Biology
Cited by
- Tamoxifen Increases Membrane Fluidity at High Concentrations
- Tamoxifen and related compounds decrease membrane fluidity in liposomes
- Environmental Estrogen-Like Chemicals and Hydroxyl Radicals Induced by MPTP in the Striatum: A Review
- Tamoxifen inhibits lipid peroxidation in cardiac microsomes. Comparison with liver microsomes and potential relevance to the cardiovascular benefits associated with cancer prevention and treatment by tamoxifen.
- Tamoxifen‐treated breast carcinoma patients and the risk of acute myocardial infarction and newly‐diagnosed angina
- Tamoxifen: new membrane-mediated mechanisms of action and therapeutic advances.
- Tamoxifen and hydroxytamoxifen as intramembraneous inhibitors of lipid peroxidation. Evidence for peroxyl radical scavenging activity.
- Dopamine efflux by MPTP and hydroxyl radical generation
- Tamoxifen decreases drug efflux from liposomes: Relevance to its ability to reverse multidrug resistance in cancer cells?
- Protective action of putrescine against rat liver injury.
- Treatment with tamoxifen reduces hypoxic-ischemic brain injury in neonatal rats.
- Inhibition of estrone sulfatase and 17β-hydroxysteroid dehydrogenase by antiestrogens
- Vitamin D is a membrane antioxidant Ability to inhibit iron‐dependent lipid peroxidation in liposomes compared to cholesterol, ergosterol and tamoxifen and relevance to anticancer action
- Enhancement by tamoxifen of the membrane antioxidant action of the yeast membrane sterol ergosterol: relevance to the antiyeast and anticancer action of tamoxifen.
- Droloxifene (3-hydroxytamoxifen) has membrane antioxidant ability: potential relevance to its mechanism of therapeutic action in breast cancer.
- Antioxidant properties of the triphenylethylene antiestrogen drug toremifene
- Tamoxifen and related compounds protect against lipid peroxidation in isolated nuclei: relevance to the potential anticarcinogenic benefits of breast cancer prevention and therapy with tamoxifen?
- Nitric oxide and MPP+-induced hydroxyl radical generation
- Concentration Dependent Different Action of Tamoxifen on Membrane Fluidity
- Aging, Menopause, and Free Radicals
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