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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Review Article

Review of Synthetic Approaches to Dizocilpine

Author(s): Jan Konecny, Eva Mezeiova, Ondrej Soukup and Jan Korabecny*

Volume 25 , Issue 5 , 2021

Published on: 30 December, 2020

Page: [580 - 600] Pages: 21

DOI: 10.2174/1385272824999201230205835

Price: $65

Abstract

N-Methyl-D-aspartate (NMDA) receptors, together with AMPA and kainite receptors, belong to the family of ionotropic glutamate receptors. NMDA receptors play a crucial role in neuronal plasticity and cognitive functions. Overactivation of those receptors leads to glutamate-induced excitotoxicity, which could be suppressed by NMDA antagonists. Dizocilpine was firstly reported in 1982 as an NMDA receptor antagonist with anticonvulsive properties, but due to serious side effects like neuronal vacuolization, its use in human medicine is restricted. However, dizocilpine is still used as a validated tool to induce the symptoms of schizophrenia in animal models and also as a standard for comparative purposes to newly developed NMDA receptor antagonists. For this reason, the synthesis of dizocilpine and especially its more active enantiomer (+)-dizocilpine is still relevant. In this review, we bring a collection of various synthetic approaches leading to dizocilpine and its analogues.

Keywords: Chemical synthesis, dizocilpine, MK-801, N-methyl-D-aspartate, NMDA receptor, receptor modulator.

Graphical Abstract
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