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N-取代-二烷氧基磷酸化硝酮的合成及其神经保护特性

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

作者信息

Piotrowska Dorota G, Mediavilla Laura, Cuarental Leticia, Głowacka Iwona E, Marco-Contelles José, Hadjipavlou-Litina Dimitra, López-Muñoz Francisco, Oset-Gasque María Jesús

机构信息

Bioorganic Chemistry Laboratory, Faculty of Pharmacy, Medical University of Lodz, Muszyńskiego 1, 90-151 Łódź, Poland.

Department of Biochemistry and Molecular Biology, Faculty of Pharmacy, Complutense University of Madrid, Plaza Ramón y Cajal s/n, Ciudad Universitaria, 28040 Madrid, Spain.

出版信息

ACS Omega. 2019 May 16;4(5):8581-8587. doi: 10.1021/acsomega.9b00189. eCollection 2019 May 31.

DOI:10.1021/acsomega.9b00189
PMID:31459948
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6648307/
Abstract

Herein, we report the synthesis and neuroprotective power of some N-substituted -(dialkoxy)phosphorylated nitrones -, by studying their ability to increase the cell viability, as well as their capacity to reduce necrosis and apoptosis. We have identified ()---butyl-1-(diethoxyphosphoryl)methanimine oxide () 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 could be a convenient promising compound for further investigation.

摘要

在此，我们通过研究一些N-取代的-(二烷氧基)磷酰化硝酮增加细胞活力的能力及其减少坏死和凋亡的能力，报告了它们的合成及神经保护作用。我们已确定()---丁基-1-(二乙氧基磷酰基)甲亚胺氧化物()是最有效、无毒且具有神经保护作用的试剂，对神经元坏死性细胞死亡具有高活性，这一结果与其在100 μM浓度下对超氧化物生成（72%）、脂质过氧化（62%）及5-脂氧合酶活性（45%）的强大抑制能力密切相关。因此，硝酮可能是一种便于进一步研究的有前景化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/4ca01a78c11a/ao-2019-001893_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/2b10e3d054e4/ao-2019-001893_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/ed7b09808755/ao-2019-001893_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/c1342cc83081/ao-2019-001893_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/0314e6439ec0/ao-2019-001893_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/4ca01a78c11a/ao-2019-001893_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/2b10e3d054e4/ao-2019-001893_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/ed7b09808755/ao-2019-001893_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/c1342cc83081/ao-2019-001893_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/0314e6439ec0/ao-2019-001893_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/314e/6648307/4ca01a78c11a/ao-2019-001893_0004.jpg

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2
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3
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