Caffeic acid derivatives: A new type of influenza neuraminidase inhibitors

[tetano]

Bioorg Med Chem Lett. 2013 Apr 22. pii: S0960-894X(13)00514-3. doi: 10.1016/j.bmcl.2013.04.033. [Epub ahead of print]
Caffeic acid derivatives: A new type of influenza neuraminidase inhibitors.
Xie Y, Huang B, Yu K, Shi F, Liu T, Xu W.
Source

Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Shandong University, 44 West Culture Road, Jinan, Shandong 250012, PR China. Electronic address: yuanchaox623@yahoo.cn.
Abstract

Recently, many natural products, especially some plant-derived polyphenols have been found to exert antiviral effects against influenza virus and show inhibitory activities on neuraminidases (NAs). In our research, we took caffeic acid which contained two phenolic hydroxyl groups as the basic fragment to build a small compound library with various structures. The enzyme inhibition result indicated that some compounds exhibited moderate activities against NA and compound 15d was the best with IC50=7.2μM and 8.5μM against N2 and N1 NAs, respectively. The 3,4-dihydroxyphenyl group from caffeic acid was important for the activity according to the docking analysis. Besides, compound 15d was found to be a non-competitive inhibitor with Ki=11.5?0.25μM by the kinetic study and also presented anti-influenza virus activity in chicken embryo fibroblast cells. It seemed promising to discover more potent NA inhibitors from caffeic acid derivatives to cope with influenza virus.

Copyright ? 2013 Elsevier Ltd. All rights reserved.

PMID:
23664211
[PubMed - as supplied by publisher]

http://www.ncbi.nlm.nih.gov/pubmed/23664211

[AlaskaDenise]

Re: Caffeic acid derivatives: A new type of influenza neuraminidase inhibitors

Caffeic acid is also a natural (green coffee beans, apples, artichoke, berries, pears, propolis, and some herbs & spices) demethylator of the P53 gene (which uses parts of its DNA maintenance programming to fight viruses). It reduced DNMT1 levels.

Transcriptional role of p53 in interferon-mediated antiviral immunity.

.....Our results demonstrate that p53 contributes to innate immunity by enhancing IFN-dependent antiviral activity independent of its functions as a proapoptotic and tumor suppressor gene.

Inhibition of DNA methylation by caffeic acid and chlorogenic acid, two common catechol-containing coffee polyphenols.

.....we found that the presence of caffeic acid or chlorogenic acid inhibited in a concentration-dependent manner the DNA methylation catalyzed by prokaryotic M.SssI DNA methyltransferase (DNMT) and human DNMT1.....

Involvement of tumor suppressor protein p53 and p38 MAPK in caffeic acid phenethyl ester-induced apoptosis of C6 glioma cells

Caffeic acid phenethyl ester (CAPE), an active component of propolis, has many biological and pharmacological activities including antioxidant, anti-inflammation, antiviral action, and anticancer effect......CAPE application also enhanced the expression of p53......

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