Synthesis, structure, and biological activity of novel (oxdi/tri)azoles derivatives containing 1,2,3-thiadiazole or methyl moiety

Mol Divers. 2012 May;16(2):251-60. doi: 10.1007/s11030-011-9352-z. Epub 2012 Jan 17.

Abstract

To develop novel inhibitors of ketol-acid reductoisomerase, a series of (oxdi/tri)azoles derivatives was synthesized and characterized by (1)H NMR, MS, elemental analyses, and crystallography. According to the biological activities of these compounds obtained both in vivo and in vitro, compound 4-cyclopropyl-3-((4-fluorobenzyl)thio)-5-methyl-4H-1,2,4-triazole showed excellent KARI inhibitory activity (100% at 100 μg mL (-1) in vitro). In addition, most of the title compounds exhibited good herbicidal activity against Brassica campestris in vivo.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azoles / chemical synthesis*
  • Azoles / chemistry
  • Azoles / pharmacology
  • Brassica / drug effects
  • Brassica / growth & development
  • Echinochloa / drug effects
  • Echinochloa / growth & development
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Herbicides / chemical synthesis*
  • Herbicides / chemistry
  • Herbicides / pharmacology
  • Ketol-Acid Reductoisomerase / antagonists & inhibitors*
  • Molecular Structure
  • Plant Roots / drug effects
  • Plant Roots / growth & development
  • Seedlings / drug effects
  • Seedlings / growth & development

Substances

  • Azoles
  • Enzyme Inhibitors
  • Herbicides
  • Ketol-Acid Reductoisomerase