Synthesis and Antiviral Activity of Novel Myricetin Derivatives Containing a Ferulic Acid Amide Scaffolds

Xu Tang; Cheng Zhang; Mei Chen; Yining Xue; Tingting Liu; Wei Xue

Working Paper Article Version 2 This version is not peer-reviewed

Synthesis and Antiviral Activity of Novel Myricetin Derivatives Containing a Ferulic Acid Amide Scaffolds

Xu Tang ,

Cheng Zhang ,

Mei Chen ,

Yining Xue ,

Tingting Liu ,

Wei Xue ^*

Version 1 : Received: 21 November 2019 / Approved: 24 November 2019 / Online: 24 November 2019 (04:18:53 CET)
Version 2 : Received: 24 November 2019 / Approved: 24 November 2019 / Online: 24 November 2019 (16:29:54 CET)

How to cite: Tang, X.; Zhang, C.; Chen, M.; Xue, Y.; Liu, T.; Xue, W. Synthesis and Antiviral Activity of Novel Myricetin Derivatives Containing a Ferulic Acid Amide Scaffolds. Preprints 2019, 2019110263 Tang, X.; Zhang, C.; Chen, M.; Xue, Y.; Liu, T.; Xue, W. Synthesis and Antiviral Activity of Novel Myricetin Derivatives Containing a Ferulic Acid Amide Scaffolds. Preprints 2019, 2019110263

Abstract

A variety of myricetin derivatives bearing ferulic acid amide scaffolds were designed and synthesized. The structures of all title compounds were determined by 1 H NMR, 13 C NMR, 19 F NMR and HRMS. Preliminary bioassays suggested that some of the target compounds exhibited remarkable antiviral activities. In particular, compound 4l possessed significant protection activity against tobacco mosaic virus (TMV), with an half maximal effective concentration (EC50) value of 196.11 μg/mL, which was better than commercial agent ningnamycin (447.92 μg/mL). Meanwhile, microscale thermophoresis (MST) indicated that compound 4l have strong binding capability to tobacco mosaic virus coat protein (TMV-CP) with dissociation constant (Kd) values of 0.34 μmol/L, which was better than ningnamycin (0.52 μmol/L). These results suggest that novel myricetin derivatives bearing ferulic acid amide scaffolds may be considered as an activator for antiviral agents.

Subject Areas

myricetin; ferulic acid; antiviral activity; microscale thermophoresis; molecular docking

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Comments (1)

Comment 1

Received: 24 November 2019
Commenter: Wei Xue
Commenter's Conflict of Interests: Author

Comment: Since "Scheme 1. Synthesis of the title compounds 4a–4v” shows that the Chemdraw format is garbled after being converted to PDF, the picture is converted to jpg format and re-uploaded. Scheme 1. Synthesis of the title compounds 4a–4v.

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