Discovery and SARs of trans-3-aryl acrylic acids and their analogs as novel anti-tobacco mosaic virus (TMV) agents

PLoS One. 2013;8(2):e56475. doi: 10.1371/journal.pone.0056475. Epub 2013 Feb 13.

Abstract

A series of trans-3-aryl acrylic acids 1-27 and their derivatives 28-34 were prepared and evaluated for their antiviral activity against tobacco mosaic virus (TMV) for the first time. The bioassay results showed that most of these compounds exhibited good antiviral activity against TMV, of which compounds 1, 5, 6, 20, 27 and 34 exhibited significantly higher activity against TMV than commercial Ribavirin both in vitro and in vivo. Furthermore, these compounds have more simple structure than commercial Ribavirin, and can be synthesized more efficiently. These new findings demonstrate that trans-3-aryl acrylic acids and their derivatives represent a new template for antiviral studies and could be considered for novel therapy against plant virus infection.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry
  • Acrylates / pharmacology*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Caffeic Acids / chemistry
  • Caffeic Acids / pharmacology
  • Cinnamates / chemistry
  • Cinnamates / pharmacology
  • Coumaric Acids / chemistry
  • Coumaric Acids / pharmacology
  • Drug Discovery
  • Host-Pathogen Interactions / drug effects*
  • Models, Chemical
  • Molecular Structure
  • Nicotiana / virology
  • Plant Leaves / virology
  • Ribavirin / chemistry
  • Ribavirin / pharmacology
  • Structure-Activity Relationship
  • Tobacco Mosaic Virus / drug effects*
  • Tobacco Mosaic Virus / physiology
  • Vanillic Acid / chemistry
  • Vanillic Acid / pharmacology

Substances

  • Acrylates
  • Antiviral Agents
  • Caffeic Acids
  • Cinnamates
  • Coumaric Acids
  • cinnamic acid
  • Ribavirin
  • ferulic acid
  • Vanillic Acid
  • acrylic acid
  • caffeic acid

Grants and funding

The authors gratefully acknowledge the National Key Project for Basic Research (2010CB126106) and the National Natural Science Foundation of China (21132003, 21121002) and China Postdoctoral Science Foundation (20090460057, 2011M500519, 2012T50207) for financial support. The authors thank China Agricultural University to supply some of chemical reagents and the National Key Technology Research and Development Program (2012BAK25B03-3). The funders had no role in study design, data collection and analysis, decision to publish, or preparation of the manuscript.