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阿魏酸衍生物的设计、合成及抗病毒活性

Design, synthesis, antiviral activities of ferulic acid derivatives.

作者信息

Mao Jin-Long, Wang Lei, Chen Shu-Jie, Yan Bin, Xun Li-Ying, Li Rui-Cheng, Wang Pei-Chen, Zhao Qi-Tao

机构信息

School of Pharmacy, Shandong University of Traditional Chinese Medicine, Jinan, Shandong, China.

School of Traditional Chinese Medicine, Shandong University of Traditional Chinese Medicine, Jinan, Shandong, China.

出版信息

Front Pharmacol. 2023 Mar 3;14:1133655. doi: 10.3389/fphar.2023.1133655. eCollection 2023.

DOI:10.3389/fphar.2023.1133655
PMID:36959857
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10029727/
Abstract

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 isomers, which were confirmed by 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.

摘要

设计并合成了一系列新型阿魏酸衍生物，对这21种化合物针对呼吸道合胞病毒（RSV）、1型单纯疱疹病毒（HSV-1）和71型肠道病毒（EV71）的抗病毒活性进行了评估。这些具有二苯基丙烯酸核心结构的衍生物存在异构体，首次通过核磁共振氢谱（H NMR）、高效液相色谱（HPLC）和紫外可见光谱进行了确认。A5对RSV有选择性作用，但对1型单纯疱疹病毒和71型肠道病毒无效，其治疗指数（TI）为32，明显优于阿魏酸。A5对自由基无清除作用，但作为A5降解产物的A2对二苯基苦味酰基自由基（DPPH·）和2,2'-联氮-双-3-乙基苯并噻唑啉-6-磺酸自由基（ABTS·）有明显的清除作用。此外，A5对内皮细胞无毒性，甚至表现出增殖作用。因此，A5作为先导化合物值得进一步优化其结构并研究其抑制呼吸道合胞病毒的机制。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/c1cb43ed1988/fphar-14-1133655-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/d1c8f6e8a493/fphar-14-1133655-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/8acd3220e413/FPHAR_fphar-2023-1133655_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/a92e4a561483/fphar-14-1133655-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/a5752f1cf91c/fphar-14-1133655-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/b3f8ffaa2ba2/fphar-14-1133655-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/6ec36c16043e/fphar-14-1133655-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/92c8a28de60c/fphar-14-1133655-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/8effe52c076b/fphar-14-1133655-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/c1cb43ed1988/fphar-14-1133655-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/d1c8f6e8a493/fphar-14-1133655-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/8acd3220e413/FPHAR_fphar-2023-1133655_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/a92e4a561483/fphar-14-1133655-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/a5752f1cf91c/fphar-14-1133655-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/b3f8ffaa2ba2/fphar-14-1133655-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/6ec36c16043e/fphar-14-1133655-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/92c8a28de60c/fphar-14-1133655-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/8effe52c076b/fphar-14-1133655-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af21/10029727/c1cb43ed1988/fphar-14-1133655-g008.jpg

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