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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...

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Detalles Bibliográficos
Autores principales: Wang, Shihan, Ji, Li, Zhang, Dongxue, Guo, Hongye, Wang, Yongsheng, Li, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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%.
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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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