A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor

A convenient synthetic approach to novel functionalized bis(isoxazoles), the promising bivalent ligands of the AMPA receptor, was elaborated. It was based on the heterocyclization reactions of readily available electrophilic alkenes with the tetranitromethane-triethylamine complex. The structural di...

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Autores principales:	Dmitry A. Vasilenko, Kirill S. Sadovnikov, Kseniya N. Sedenkova, Dmitry S. Karlov, Eugene V. Radchenko, Yuri K. Grishin, Victor B. Rybakov, Tamara S. Kuznetsova, Vladimir L. Zamoyski, Vladimir V. Grigoriev, Vladimir A. Palyulin, Elena B. Averina
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	heterocycles medicinal chemistry heterocyclization tetranitromethane isoxazole bivalent ligand Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/732b363d7e634168a92b75b3ea43dab0
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spelling	oai:doaj.org-article:732b363d7e634168a92b75b3ea43dab02021-11-11T18:25:46ZA Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor10.3390/molecules262164111420-3049https://doaj.org/article/732b363d7e634168a92b75b3ea43dab02021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6411https://doaj.org/toc/1420-3049A convenient synthetic approach to novel functionalized bis(isoxazoles), the promising bivalent ligands of the AMPA receptor, was elaborated. It was based on the heterocyclization reactions of readily available electrophilic alkenes with the tetranitromethane-triethylamine complex. The structural diversity of the synthesized compounds was demonstrated. In the electrophysiological experiments using the patch clamp technique on Purkinje neurons, the compound 1,4-phenylenedi(methylene)bis(5-aminoisoxazole-3-carboxylate) was shown to be highly potent positive modulator of the AMPA receptor, potentiating kainate-induced currents up to 70% at 10<sup>−11</sup> M.Dmitry A. VasilenkoKirill S. SadovnikovKseniya N. SedenkovaDmitry S. KarlovEugene V. RadchenkoYuri K. GrishinVictor B. RybakovTamara S. KuznetsovaVladimir L. ZamoyskiVladimir V. GrigorievVladimir A. PalyulinElena B. AverinaMDPI AGarticleheterocyclesmedicinal chemistryheterocyclizationtetranitromethaneisoxazolebivalent ligandOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6411, p 6411 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	heterocycles medicinal chemistry heterocyclization tetranitromethane isoxazole bivalent ligand Organic chemistry QD241-441
spellingShingle	heterocycles medicinal chemistry heterocyclization tetranitromethane isoxazole bivalent ligand Organic chemistry QD241-441 Dmitry A. Vasilenko Kirill S. Sadovnikov Kseniya N. Sedenkova Dmitry S. Karlov Eugene V. Radchenko Yuri K. Grishin Victor B. Rybakov Tamara S. Kuznetsova Vladimir L. Zamoyski Vladimir V. Grigoriev Vladimir A. Palyulin Elena B. Averina A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor
description	A convenient synthetic approach to novel functionalized bis(isoxazoles), the promising bivalent ligands of the AMPA receptor, was elaborated. It was based on the heterocyclization reactions of readily available electrophilic alkenes with the tetranitromethane-triethylamine complex. The structural diversity of the synthesized compounds was demonstrated. In the electrophysiological experiments using the patch clamp technique on Purkinje neurons, the compound 1,4-phenylenedi(methylene)bis(5-aminoisoxazole-3-carboxylate) was shown to be highly potent positive modulator of the AMPA receptor, potentiating kainate-induced currents up to 70% at 10<sup>−11</sup> M.
format	article
author	Dmitry A. Vasilenko Kirill S. Sadovnikov Kseniya N. Sedenkova Dmitry S. Karlov Eugene V. Radchenko Yuri K. Grishin Victor B. Rybakov Tamara S. Kuznetsova Vladimir L. Zamoyski Vladimir V. Grigoriev Vladimir A. Palyulin Elena B. Averina
author_facet	Dmitry A. Vasilenko Kirill S. Sadovnikov Kseniya N. Sedenkova Dmitry S. Karlov Eugene V. Radchenko Yuri K. Grishin Victor B. Rybakov Tamara S. Kuznetsova Vladimir L. Zamoyski Vladimir V. Grigoriev Vladimir A. Palyulin Elena B. Averina
author_sort	Dmitry A. Vasilenko
title	A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor
title_short	A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor
title_full	A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor
title_fullStr	A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor
title_full_unstemmed	A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor
title_sort	facile approach to bis(isoxazoles), promising ligands of the ampa receptor
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/732b363d7e634168a92b75b3ea43dab0
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A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor

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