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Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides
In this study, 1-methylhydantoin cinnamic imides were synthesized from 1-methylhydantoin and trans-cinnamic acid, and their anti-inflammatory activity was investigated. The anti-inflammatory activity in vitro was evaluated by measuring the contents of NO, TNF-α and IL-1β in the supernatant of RAW264...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9737772/ https://www.ncbi.nlm.nih.gov/pubmed/36500568 http://dx.doi.org/10.3390/molecules27238481 |
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author | Wang, Shihan Ji, Li Zhang, Dongxue Guo, Hongye Wang, Yongsheng Li, Wei |
author_facet | Wang, Shihan Ji, Li Zhang, Dongxue Guo, Hongye Wang, Yongsheng Li, Wei |
author_sort | Wang, Shihan |
collection | PubMed |
description | In this study, 1-methylhydantoin cinnamic imides were synthesized from 1-methylhydantoin and trans-cinnamic acid, and their anti-inflammatory activity was investigated. The anti-inflammatory activity in vitro was evaluated by measuring the contents of NO, TNF-α and IL-1β in the supernatant of RAW264.7 cells stimulated by LPS. The cytotoxicity of 1-methylhydantoin cinnamoyl imides on RAW264.7 cells was detected using the CCK-8 method. The results showed that compounds 2 and 4 can significantly inhibit the release of NO and reduce the secretion of TNF-α and IL-1β. Compound 3 inhibited the production of TNF-α. The inhibition rate of COX was evaluated in vitro. The in vivo anti-inflammatory activities of the five compounds were evaluated by establishing an animal model of xylene ear swelling. The results showed that 1-methylhydantoin cinnamic imides could alleviate xylene-induced ear edema in mice in a dose-dependent manner. Among them, the effect of compound 5 was the most significant. Under the action of high dosage, its ear swelling inhibition rate was as high as 52.08%. |
format | Online Article Text |
id | pubmed-9737772 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-97377722022-12-11 Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides Wang, Shihan Ji, Li Zhang, Dongxue Guo, Hongye Wang, Yongsheng Li, Wei Molecules Article In this study, 1-methylhydantoin cinnamic imides were synthesized from 1-methylhydantoin and trans-cinnamic acid, and their anti-inflammatory activity was investigated. The anti-inflammatory activity in vitro was evaluated by measuring the contents of NO, TNF-α and IL-1β in the supernatant of RAW264.7 cells stimulated by LPS. The cytotoxicity of 1-methylhydantoin cinnamoyl imides on RAW264.7 cells was detected using the CCK-8 method. The results showed that compounds 2 and 4 can significantly inhibit the release of NO and reduce the secretion of TNF-α and IL-1β. Compound 3 inhibited the production of TNF-α. The inhibition rate of COX was evaluated in vitro. The in vivo anti-inflammatory activities of the five compounds were evaluated by establishing an animal model of xylene ear swelling. The results showed that 1-methylhydantoin cinnamic imides could alleviate xylene-induced ear edema in mice in a dose-dependent manner. Among them, the effect of compound 5 was the most significant. Under the action of high dosage, its ear swelling inhibition rate was as high as 52.08%. MDPI 2022-12-02 /pmc/articles/PMC9737772/ /pubmed/36500568 http://dx.doi.org/10.3390/molecules27238481 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Wang, Shihan Ji, Li Zhang, Dongxue Guo, Hongye Wang, Yongsheng Li, Wei Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides |
title | Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides |
title_full | Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides |
title_fullStr | Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides |
title_full_unstemmed | Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides |
title_short | Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides |
title_sort | synthesis and anti-inflammatory activity of 1-methylhydantoin cinnamoyl imides |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9737772/ https://www.ncbi.nlm.nih.gov/pubmed/36500568 http://dx.doi.org/10.3390/molecules27238481 |
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