Synthesis and antiviral activity of conformational analogues of leucamide A

Molecules. 2012 Dec 7;17(12):14522-30. doi: 10.3390/molecules171214522.

Abstract

In order to study the effect of heterocyclic core conformational state of leucamide A on its anti-influenza virus A activity, five conformational analogues were prepared by replacing the Pro-Leu dipeptide in the molecule with various amino acids. The amino acids used were of 2 to 6 carbons. The results showed that these replacements not only changed the conformational relationship between the 4,2-bisheterocycle tandem pair and the third heterocycle, but also had dramatic effect on its activity against influenza virus A.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents* / chemical synthesis
  • Antiviral Agents* / chemistry
  • Antiviral Agents* / pharmacology
  • Humans
  • Influenza A virus / drug effects*
  • Influenza, Human / drug therapy*
  • Molecular Conformation
  • Molecular Structure
  • Peptides, Cyclic* / chemical synthesis
  • Peptides, Cyclic* / chemistry
  • Peptides, Cyclic* / pharmacology
  • Structure-Activity Relationship

Substances

  • Antiviral Agents
  • Peptides, Cyclic
  • leucamide A