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Design, synthesis, antiviral activities of ferulic acid derivatives
A series of novel ferulic acid derivatives were designed and synthesized, and the twenty-one compounds were evaluated for their antiviral activities against Respiratory syncytial virus (RSV), herpes simplex virus type 1 (HSV-1), and enterovirus type 71 (EV71). These derivatives with the core structu...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10029727/ https://www.ncbi.nlm.nih.gov/pubmed/36959857 http://dx.doi.org/10.3389/fphar.2023.1133655 |
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author | Mao, Jin-long Wang, Lei Chen, Shu-jie Yan, Bin Xun, Li-ying Li, Rui-cheng Wang, Pei-chen Zhao, Qi-tao |
author_facet | Mao, Jin-long Wang, Lei Chen, Shu-jie Yan, Bin Xun, Li-ying Li, Rui-cheng Wang, Pei-chen Zhao, Qi-tao |
author_sort | Mao, Jin-long |
collection | PubMed |
description | A series of novel ferulic acid derivatives were designed and synthesized, and the twenty-one compounds were evaluated for their antiviral activities against Respiratory syncytial virus (RSV), herpes simplex virus type 1 (HSV-1), and enterovirus type 71 (EV71). These derivatives with the core structure of diphenyl acrylic acids had cis-trans isomers, which were confirmed by (1)H NMR, HPLC, and UV-vis spectra for the first time. The A5 had a selective effect against RSV but no work on herpes simplex virus type 1 and enterovirus type 71, which showed a therapeutic index (TI) of 32 and was significantly better than ferulic acid. The A5 had no scavenging effect on free radicals, but the A2 as the degradation of A5 showed an obvious scavenging effect on DPPH· and ABTS(+)·. In addition, the A5 had no toxicity to endothelial cells and even showed a proliferative effect. Therefore, the A5 is worth further optimizing its structure as a lead compound and investigating the mechanism of inhibiting Respiratory syncytial virus. |
format | Online Article Text |
id | pubmed-10029727 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-100297272023-03-22 Design, synthesis, antiviral activities of ferulic acid derivatives Mao, Jin-long Wang, Lei Chen, Shu-jie Yan, Bin Xun, Li-ying Li, Rui-cheng Wang, Pei-chen Zhao, Qi-tao Front Pharmacol Pharmacology A series of novel ferulic acid derivatives were designed and synthesized, and the twenty-one compounds were evaluated for their antiviral activities against Respiratory syncytial virus (RSV), herpes simplex virus type 1 (HSV-1), and enterovirus type 71 (EV71). These derivatives with the core structure of diphenyl acrylic acids had cis-trans isomers, which were confirmed by (1)H NMR, HPLC, and UV-vis spectra for the first time. The A5 had a selective effect against RSV but no work on herpes simplex virus type 1 and enterovirus type 71, which showed a therapeutic index (TI) of 32 and was significantly better than ferulic acid. The A5 had no scavenging effect on free radicals, but the A2 as the degradation of A5 showed an obvious scavenging effect on DPPH· and ABTS(+)·. In addition, the A5 had no toxicity to endothelial cells and even showed a proliferative effect. Therefore, the A5 is worth further optimizing its structure as a lead compound and investigating the mechanism of inhibiting Respiratory syncytial virus. Frontiers Media S.A. 2023-03-03 /pmc/articles/PMC10029727/ /pubmed/36959857 http://dx.doi.org/10.3389/fphar.2023.1133655 Text en Copyright © 2023 Mao, Wang, Chen, Yan, Xun, Li, Wang and Zhao. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
spellingShingle | Pharmacology Mao, Jin-long Wang, Lei Chen, Shu-jie Yan, Bin Xun, Li-ying Li, Rui-cheng Wang, Pei-chen Zhao, Qi-tao Design, synthesis, antiviral activities of ferulic acid derivatives |
title | Design, synthesis, antiviral activities of ferulic acid derivatives |
title_full | Design, synthesis, antiviral activities of ferulic acid derivatives |
title_fullStr | Design, synthesis, antiviral activities of ferulic acid derivatives |
title_full_unstemmed | Design, synthesis, antiviral activities of ferulic acid derivatives |
title_short | Design, synthesis, antiviral activities of ferulic acid derivatives |
title_sort | design, synthesis, antiviral activities of ferulic acid derivatives |
topic | Pharmacology |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10029727/ https://www.ncbi.nlm.nih.gov/pubmed/36959857 http://dx.doi.org/10.3389/fphar.2023.1133655 |
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