Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Mao, Jin-long, Wang, Lei, Chen, Shu-jie, Yan, Bin, Xun, Li-ying, Li, Rui-cheng, Wang, Pei-chen, Zhao, Qi-tao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2023
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
_version_ 1784910201670860800
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
work_keys_str_mv AT maojinlong designsynthesisantiviralactivitiesofferulicacidderivatives
AT wanglei designsynthesisantiviralactivitiesofferulicacidderivatives
AT chenshujie designsynthesisantiviralactivitiesofferulicacidderivatives
AT yanbin designsynthesisantiviralactivitiesofferulicacidderivatives
AT xunliying designsynthesisantiviralactivitiesofferulicacidderivatives
AT liruicheng designsynthesisantiviralactivitiesofferulicacidderivatives
AT wangpeichen designsynthesisantiviralactivitiesofferulicacidderivatives
AT zhaoqitao designsynthesisantiviralactivitiesofferulicacidderivatives