Glycyrrhizic acid derivatives as influenza A/H1N1 virus inhibitors

Bioorg Med Chem Lett. 2015 Apr 15;25(8):1742-1746. doi: 10.1016/j.bmcl.2015.02.074. Epub 2015 Mar 7.

Abstract

This Letter describes the synthesis and antiviral activity study of some glycyrrhizic acid (GL) derivatives against influenza A/H1N1/pdm09 virus in MDCK cells. Conjugation of GL with l-amino acids or their methyl esters, and amino sugar (d-galactose amine) dramatically changed its activity. The most active compounds were GL conjugates with aromatic amino acids methyl esters (phenylalanine and tyrosine) (SI=61 and 38), and S-benzyl-cysteine (SI=71). Thus modification of GL is a perspective route in the search of new antivirals, and some of GL derivatives are potent as anti-influenza A/H1N1 agents.

Keywords: Analogs; Antivirals; Derivatives; Glycyrrhizic acid; Influenza A/H1N1 virus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry*
  • Antiviral Agents / pharmacology
  • Cell Survival / drug effects
  • Dogs
  • Glycyrrhizic Acid / chemical synthesis
  • Glycyrrhizic Acid / chemistry*
  • Glycyrrhizic Acid / pharmacology
  • Influenza A Virus, H1N1 Subtype / physiology
  • Madin Darby Canine Kidney Cells
  • Virus Replication / drug effects

Substances

  • Antiviral Agents
  • Glycyrrhizic Acid