New synthesis of A-ring aromatic strigolactone analogues and their evaluation as plant hormones in pea (Pisum sativum)

Chemistry. 2013 Apr 8;19(15):4849-57. doi: 10.1002/chem.201203585. Epub 2013 Feb 18.

Abstract

A new general access to A-ring aromatic strigolactones, a new class of plant hormones, has been developed. The key transformations include in sequence ring-closing metathesis, enzymatic kinetic resolution and a radical cyclization with atom transfer to install the tricyclic ABC-ring system. The activity as plant hormones for the inhibition of shoot branching in pea of various analogues synthesized by this strategy is reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Lactones / metabolism
  • Molecular Structure
  • Pisum sativum / chemistry*
  • Pisum sativum / metabolism
  • Plant Growth Regulators / chemical synthesis*
  • Plant Growth Regulators / chemistry
  • Plant Growth Regulators / metabolism
  • Structure-Activity Relationship

Substances

  • Lactones
  • Plant Growth Regulators