Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters

Simple synthesis and biological activities of modafinil derivatives are described. The key reactions include condensation of acid and propargyl alcohol, subsequent 1,3-dipolar cycloaddition reaction of alkynes and (3-azido-propyl)cyclohexane or (4-azido-butyl)benzene in the presence of sodium ascorb...

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Autores principales: Jung, Jae-Chul, Lee, Yeonju, Son, Jee-Young, Lim, Eunyoung, Jung, Mankil, Oh, Seikwan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264562/
https://www.ncbi.nlm.nih.gov/pubmed/22173334
http://dx.doi.org/10.3390/molecules161210409
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author Jung, Jae-Chul
Lee, Yeonju
Son, Jee-Young
Lim, Eunyoung
Jung, Mankil
Oh, Seikwan
author_facet Jung, Jae-Chul
Lee, Yeonju
Son, Jee-Young
Lim, Eunyoung
Jung, Mankil
Oh, Seikwan
author_sort Jung, Jae-Chul
collection PubMed
description Simple synthesis and biological activities of modafinil derivatives are described. The key reactions include condensation of acid and propargyl alcohol, subsequent 1,3-dipolar cycloaddition reaction of alkynes and (3-azido-propyl)cyclohexane or (4-azido-butyl)benzene in the presence of sodium ascorbate and CuSO(4)·5H(2)O in excellent yield. They were then evaluated for the suppression of LPS-induced NO generation in vitro. It was found that all compounds showed moderate effects for suppression of LPS-induced NO generation.
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spelling pubmed-62645622018-12-10 Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters Jung, Jae-Chul Lee, Yeonju Son, Jee-Young Lim, Eunyoung Jung, Mankil Oh, Seikwan Molecules Article Simple synthesis and biological activities of modafinil derivatives are described. The key reactions include condensation of acid and propargyl alcohol, subsequent 1,3-dipolar cycloaddition reaction of alkynes and (3-azido-propyl)cyclohexane or (4-azido-butyl)benzene in the presence of sodium ascorbate and CuSO(4)·5H(2)O in excellent yield. They were then evaluated for the suppression of LPS-induced NO generation in vitro. It was found that all compounds showed moderate effects for suppression of LPS-induced NO generation. MDPI 2011-12-15 /pmc/articles/PMC6264562/ /pubmed/22173334 http://dx.doi.org/10.3390/molecules161210409 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Jung, Jae-Chul
Lee, Yeonju
Son, Jee-Young
Lim, Eunyoung
Jung, Mankil
Oh, Seikwan
Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters
title Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters
title_full Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters
title_fullStr Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters
title_full_unstemmed Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters
title_short Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters
title_sort convenient synthesis and biological evaluation of modafinil derivatives: benzhydrylsulfanyl and benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl esters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264562/
https://www.ncbi.nlm.nih.gov/pubmed/22173334
http://dx.doi.org/10.3390/molecules161210409
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