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Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity
Simple synthesis of modafinil derivatives and their biological activity are described. The key synthetic strategies involve substitution and coupling reactions. We determined the anti-inflammatory effects of modafinil derivatives in cultured BV2 cells by measuring the inhibition of nitrite productio...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268879/ https://www.ncbi.nlm.nih.gov/pubmed/22945025 http://dx.doi.org/10.3390/molecules170910446 |
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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 of modafinil derivatives and their biological activity are described. The key synthetic strategies involve substitution and coupling reactions. We determined the anti-inflammatory effects of modafinil derivatives in cultured BV2 cells by measuring the inhibition of nitrite production and expression of iNOS and COX-2 after LPS stimulation. It was found that for sulfide analogues introduction of aliphatic groups on the amide part (compounds 11a–d) resulted in lower anti-inflammatory activity compared with cyclic or aromatic moieties (compounds 11e–k). However, for the sulfoxide analogues, introduction of aliphatic moieties (compounds 12a–d) showed higher anti-inflammatory activity than cyclic or aromatic fragments (compounds 12e–k) in BV-2 microglia cells. |
format | Online Article Text |
id | pubmed-6268879 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62688792018-12-12 Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity Jung, Jae-Chul Lee, Yeonju Son, Jee-Young Lim, Eunyoung Jung, Mankil Oh, Seikwan Molecules Article Simple synthesis of modafinil derivatives and their biological activity are described. The key synthetic strategies involve substitution and coupling reactions. We determined the anti-inflammatory effects of modafinil derivatives in cultured BV2 cells by measuring the inhibition of nitrite production and expression of iNOS and COX-2 after LPS stimulation. It was found that for sulfide analogues introduction of aliphatic groups on the amide part (compounds 11a–d) resulted in lower anti-inflammatory activity compared with cyclic or aromatic moieties (compounds 11e–k). However, for the sulfoxide analogues, introduction of aliphatic moieties (compounds 12a–d) showed higher anti-inflammatory activity than cyclic or aromatic fragments (compounds 12e–k) in BV-2 microglia cells. MDPI 2012-09-03 /pmc/articles/PMC6268879/ /pubmed/22945025 http://dx.doi.org/10.3390/molecules170910446 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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 Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity |
title | Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity |
title_full | Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity |
title_fullStr | Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity |
title_full_unstemmed | Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity |
title_short | Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity |
title_sort | simple synthesis of modafinil derivatives and their anti-inflammatory activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268879/ https://www.ncbi.nlm.nih.gov/pubmed/22945025 http://dx.doi.org/10.3390/molecules170910446 |
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