The DOI matches its Crossref record.
Novel 21-amino steroids as potent inhibitors of iron-dependent lipid peroxidation.
Open accessAbstract
Two representative compounds from a novel chemical series of potent inhibitors of lipid peroxidation are described. The compounds 21-[4-(2,6-di-1-pyrrolidinyl-4-pyrimidinyl)-1-piperazinyl]-16 alpha-methylpregna-1,4,9(11)-triene-3,20-dione monomethane sulfonate (U74006F) and 21-[4-(3,6-bis(diethylamino)-2-pyridinyl)-1-piperazinyl]-16 alpha-methylpregna-1,4,9(11)triene-3,20-dione hydrochloride (U74500A) inhibited lipid peroxidation in brain homogenates and purified brain synaptosomes under a variety of conditions involving iron. With IC50 values ranging from 2 to 60 microM, U74006F and U74500A were comparable in potency to alpha-tocopherol or butylated hydroxytoluene and were nearly 100 times as potent as desferrioxamine. Some specificity for intact phospholipid membranes is suggested since the ability of U74006F or U74500A to inhibit lipid peroxidation was greatly reduced in methanol solutions of arachidonic acid. Despite close similarities in their structures, their response to increasing concentrations of Fe2+ in lipid peroxidation assays differed qualitatively. One of the compounds, U74500A, may act as a membrane localized chelator of iron.
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Citations
Cited by
Reactive Oxygen Species and the Central Nervous System
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Brain ischemia and reperfusion: molecular mechanisms of neuronal injury
White, B. C., Sullivan, J. M., DeGracia, D. J., O’Neil, B. J., Neumar, R. W., Grossman, L. I., Rafols, J. A., & Krause, G. S. (2000) · Journal of the Neurological Sciences · doi:10.1016/s0022-510x(00)00386-5 · Cited by 796
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Hall, E. D., & Braughler, J. M. (1989) · Free Radical Biology and Medicine · doi:10.1016/0891-5849(89)90057-9 · Cited by 586
Self-citationAutopsy Samples of Alzheimer's Cortex Show Increased Peroxidation In Vitro
Subbarao, K. V., Richardson, J. S., & Ang, L. C. (1990) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.1990.tb08858.x · Cited by 463
Metadata
- Authors
- Braughler, J. M., Pregenzer, J. F., Chase, R. L., Duncan, L. A., Jacobsen, E. J., & McCall, J. M.
- Venue
- Journal of Biological Chemistry
- Publisher
- Elsevier BV
- Published
- 1987-08
- Volume
- 262
- Issue
- 22
- Pages
- 10438-10440
- ISSN
- 0021-9258 (ISSN-L)
- OpenAlex
- W1527947633
- Cited by
- 465
- References
- 0
- FWCI
- 16.24
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- Braughler, J. M., Pregenzer, J. F., Chase, R. L., Duncan, L. A., Jacobsen, E. J., & McCall, J. M. (1987). Novel 21-amino steroids as potent inhibitors of iron-dependent lipid peroxidation. Journal of Biological Chemistry. https://doi.org/10.1016/s0021-9258(18)60979-2
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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