Synthesis and Neuroprotective Properties of N‑Substituted C‑Dialkoxyphosphorylated Nitrones

Herein, we report the synthesis and neuroprotective power of some N-substituted C-(dialkoxy)­phosphorylated nitrones 4a–g, by studying their ability to increase the cell viability, as well as their capacity to reduce necrosis and apoptosis. We have identified (Z)-N-tert-butyl-1-(diethoxyphosphoryl)­...

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Published in:ACS omega 2019-05, Vol.4 (5), p.8581-8587
Main Authors: Piotrowska, Dorota G, Mediavilla, Laura, Cuarental, Leticia, Głowacka, Iwona E, Marco-Contelles, José, Hadjipavlou-Litina, Dimitra, López-Muñoz, Francisco, Oset-Gasque, María Jesús
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Language:English
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Summary:Herein, we report the synthesis and neuroprotective power of some N-substituted C-(dialkoxy)­phosphorylated nitrones 4a–g, by studying their ability to increase the cell viability, as well as their capacity to reduce necrosis and apoptosis. We have identified (Z)-N-tert-butyl-1-(diethoxyphosphoryl)­methanimine oxide (4e) as the most potent, nontoxic, and neuroprotective agent, with a high activity against neuronal necrotic cell death, a result that correlates very well with its great capacity for the inhibition of the superoxide production (72%), as well as with the inhibition of lipid peroxidation (62%), and the 5-lipoxygenase activity (45%) at 100 μM concentrations. Thus, nitrone 4e could be a convenient promising compound for further investigation.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.9b00189