Synthesis and antiviral activities of novel chiral cyanoacrylate derivatives with (E) configuration

Bioorg Med Chem. 2008 Mar 15;16(6):3076-83. doi: 10.1016/j.bmc.2007.12.035. Epub 2008 Feb 21.

Abstract

The intermediate 3 is converted by the nucleophilic attack of the appropriate aryl (heterocyclic) amine under microwave irradiation into the chiral (E) isomers of title compound 4. These compounds exhibited weak to good anti-TMV bioactivity with (R)-4p showing significant enhancement of disease resistance in tobacco leaves.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry*
  • Cyanoacrylates / chemical synthesis
  • Cyanoacrylates / chemistry*
  • Cyanoacrylates / pharmacology*
  • Microwaves
  • Nicotiana / virology
  • Plant Diseases / virology
  • Plant Leaves / virology
  • Stereoisomerism
  • Structure-Activity Relationship
  • Tobacco Mosaic Virus / drug effects*

Substances

  • Antiviral Agents
  • Cyanoacrylates