Strigolactam: New potent strigolactone analogues for the germination of Orobanche cumana

Bioorg Med Chem Lett. 2015;25(10):2184-8. doi: 10.1016/j.bmcl.2015.03.056. Epub 2015 Mar 26.

Abstract

Very recently, strigolactones have been conclusively identified as phytohormones. The progresses achieved in this field are culminating in the identification of the molecular receptors involved in the signal transduction mechanism. The exact mechanism of the mode of action of strigolactones still remains to be fully elucidated and we were interested to gain some insight into the mechanism of action of strigolactones by selectively modifying the reactivity of the lactone C-ring. Therefore, we report here the synthesis of strigolactams 1 and 16 and their surprisingly good activity on the germination of Orobanche cumana parasitic weed seeds.

Keywords: Cyclobutanones; Ketene-iminium salts; Orobanche cumana; Seed germination induction; Strigolactones.

MeSH terms

  • 4-Butyrolactone / analogs & derivatives*
  • 4-Butyrolactone / chemical synthesis
  • 4-Butyrolactone / chemistry
  • 4-Butyrolactone / pharmacology*
  • Germination / drug effects
  • Heterocyclic Compounds, 3-Ring / chemical synthesis*
  • Heterocyclic Compounds, 3-Ring / chemistry
  • Heterocyclic Compounds, 3-Ring / pharmacology*
  • Lactones / chemistry*
  • Lactones / pharmacology
  • Molecular Structure
  • Orobanche / chemistry
  • Orobanche / drug effects*
  • Seeds / drug effects*

Substances

  • GR24 strigolactone
  • Heterocyclic Compounds, 3-Ring
  • Lactones
  • 4-Butyrolactone