Design, Synthesis, and Evaluation of Novel Auxin Mimic Herbicides

J Agric Food Chem. 2016 May 11;64(18):3533-7. doi: 10.1021/acs.jafc.6b00675. Epub 2016 Apr 27.

Abstract

Due to the key roles of auxins as master regulators of plant growth, there is considerable interest in the development of compounds with auxin-like properties for growth management and weed control applications. Herein, we describe the design and multistep synthesis of ten compounds bearing combinations of functional groups commonly associated with auxin-type properties. Following synthesis, these compounds were tested against multiple weed species as well as sweet corn. In general, while these structures were not quite as active as commercial auxin mimic herbicides, multiple compounds exhibited broadleaf weed activity with concurrent selectivity in sweet corn (Zea mays L. var. saccharum). In addition, differential results were observed upon subtle changes to structure, providing insights into the structural properties required for activity.

Keywords: auxins; plant growth; regulators; synthesis; weed science.

MeSH terms

  • Drug Design
  • Drug Evaluation
  • Herbicides / chemical synthesis*
  • Herbicides / chemistry
  • Herbicides / pharmacology*
  • Indoleacetic Acids / chemical synthesis*
  • Indoleacetic Acids / chemistry
  • Indoleacetic Acids / pharmacology*
  • Plant Weeds / drug effects
  • Zea mays / drug effects

Substances

  • Herbicides
  • Indoleacetic Acids