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)m...

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Bibliographic Details
Authors: Piotrowska, Dorota G., Mediavilla, Laura, Cuarental, Leticia, Głowacka, Iwona E., Marco-Contelles, José, Hadjipavlou-Litina, Dimitra, López-Muñoz, Francisco, Oset-Gasque, María Jesús
Format: article
Publication Date:2019
Country:España
Institution:Universidad Autónoma de Madrid
Repository:Biblos-e Archivo. Repositorio Institucional de la UAM
Language:English
OAI Identifier:oai:repositorio.uam.es:10486/691122
Online Access:http://hdl.handle.net/10486/691122
https://dx.doi.org/10.1021/acsomega.9b00189
Access Level:Open access
Keyword:Phosphorylated nitrones
Synthesis
Neuroprotective
Necrosis and apoptosis
Cell death
Medicina
Description
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