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Synthesis and Neuroprotective Properties of N-Substituted C-Dialkoxyphosphorylated Nitrones.


ABSTRACT: 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 ?M concentrations. Thus, nitrone 4e could be a convenient promising compound for further investigation.

SUBMITTER: Piotrowska DG 

PROVIDER: S-EPMC6648307 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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Synthesis and Neuroprotective Properties of N-Substituted <i>C</i>-Dialkoxyphosphorylated Nitrones.

Piotrowska Dorota G DG   Mediavilla Laura L   Cuarental Leticia L   Głowacka Iwona E IE   Marco-Contelles José J   Hadjipavlou-Litina Dimitra D   López-Muñoz Francisco F   Oset-Gasque María Jesús MJ  

ACS omega 20190516 5


Herein, we report the synthesis and neuroprotective power of some N-substituted <i>C</i>-(dialkoxy)phosphorylated nitrones <b>4a</b>-<b>g</b>, by studying their ability to increase the cell viability, as well as their capacity to reduce necrosis and apoptosis. We have identified (<i>Z</i>)-<i>N</i>-<i>tert</i>-butyl-1-(diethoxyphosphoryl)methanimine oxide (<b>4e</b>) as the most potent, nontoxic, and neuroprotective agent, with a high activity against neuronal necrotic cell death, a result that  ...[more]

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