Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity

In this investigation, we studied a family of compounds with an oxathiazolidine-4-one-2,2-dioxide skeleton and their amide synthetic precursors as new anticonvulsant drugs. The cyclic structures were synthesized using a three-step protocol that include solvent-free reactions and microwave-assisted h...

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Detalles Bibliográficos
Autores principales:	Sabatier, Laureano Leonel, Palestro, Pablo Hernán, Enrique, Andrea Verónica, Pastore, Valentina, Sbaraglini, María Laura, Martín, Pedro, Gavernet, Luciana
Formato:	Articulo
Lenguaje:	Inglés
Publicado:	2019
Materias:	Ciencias Exactas Epilepsy 1,2,3- oxathiazolidine-4-one-2,2- dioxide α-hydroxyimides docking sodium channels blockers MES test microwaveassisted synthesis
Acceso en línea:	http://sedici.unlp.edu.ar/handle/10915/107975 http://europepmc.org/backend/ptpmcrender.fcgi?accid=PMC6713207&blobtype=pdf https://www.tandfonline.com/doi/full/10.1080/14756366.2019.1651722
Aporte de:	SEDICI (UNLP) de Universidad Nacional de La Plata

id	I19-R120-10915-107975
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institution	Universidad Nacional de La Plata
institution_str	I-19
repository_str	R-120
collection	SEDICI (UNLP)
language	Inglés
topic	Ciencias Exactas Epilepsy 1,2,3- oxathiazolidine-4-one-2,2- dioxide α-hydroxyimides docking sodium channels blockers MES test microwaveassisted synthesis
spellingShingle	Ciencias Exactas Epilepsy 1,2,3- oxathiazolidine-4-one-2,2- dioxide α-hydroxyimides docking sodium channels blockers MES test microwaveassisted synthesis Sabatier, Laureano Leonel Palestro, Pablo Hernán Enrique, Andrea Verónica Pastore, Valentina Sbaraglini, María Laura Martín, Pedro Gavernet, Luciana Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity
topic_facet	Ciencias Exactas Epilepsy 1,2,3- oxathiazolidine-4-one-2,2- dioxide α-hydroxyimides docking sodium channels blockers MES test microwaveassisted synthesis
description	In this investigation, we studied a family of compounds with an oxathiazolidine-4-one-2,2-dioxide skeleton and their amide synthetic precursors as new anticonvulsant drugs. The cyclic structures were synthesized using a three-step protocol that include solvent-free reactions and microwave-assisted heating. The compounds were tested <i>in vivo</i> through maximal electroshock seizure test in mice. All the structures showed activity at the lower doses tested (30 mg/Kg) and no signs of neurotoxicity were detected. Compound encoded as 1g displayed strong anticonvulsant effects in comparison with known anticonvulsants (ED<sup>50</sup> = 29 mg/Kg). First approximations about the mechanisms of action of the cyclic structures were proposed by docking simulations and <i>in vitro</i> assays against sodium channels (patch clamp methods).
format	Articulo Articulo
author	Sabatier, Laureano Leonel Palestro, Pablo Hernán Enrique, Andrea Verónica Pastore, Valentina Sbaraglini, María Laura Martín, Pedro Gavernet, Luciana
author_facet	Sabatier, Laureano Leonel Palestro, Pablo Hernán Enrique, Andrea Verónica Pastore, Valentina Sbaraglini, María Laura Martín, Pedro Gavernet, Luciana
author_sort	Sabatier, Laureano Leonel
title	Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity
title_short	Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity
title_full	Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity
title_fullStr	Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity
title_full_unstemmed	Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity
title_sort	design, synthesis and biological evaluation of n-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity
publishDate	2019
url	http://sedici.unlp.edu.ar/handle/10915/107975 http://europepmc.org/backend/ptpmcrender.fcgi?accid=PMC6713207&blobtype=pdf https://www.tandfonline.com/doi/full/10.1080/14756366.2019.1651722
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Design, synthesis and biological evaluation of N-substituted α-hydroxyimides and 1,2,3-oxathiazolidine-4-one-2,2-dioxides with anticonvulsant activity

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