Synthesis of brassinosteroids analogues from laxogenin and their plant growth promotion

Nat Prod Res. 2015;29(2):149-57. doi: 10.1080/14786419.2014.968151. Epub 2014 Oct 14.

Abstract

Four steroid saponins (2-5) and three derivatives (6-8) were synthesised from laxogenin. Four of them were new compounds: (25R)-3β-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-5α-spirostan-6-one (3), (25R)-3β-(β-D-galactopyranosyloxy)-5α-spirostan-6-one (5), 3β,16-diacetyl-26-hydroxy-5α-cholestan-6,22-dione (6) and 16-acetyl-3β,26-dihydroxy-5α-cholestan-6,22-dione (7). All the compounds showed plant growth-promoting activity in the radish hypocotyl elongation and cotyledon expansion bioassay. Above all, 2 and 6 were found to be more active.

Keywords: brassinosteroids analogues; laxogenin; plant growth-promoting activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Brassinosteroids / chemical synthesis*
  • Molecular Structure
  • Plant Growth Regulators / chemical synthesis*
  • Raphanus / drug effects
  • Raphanus / growth & development
  • Saponins / chemical synthesis*
  • Spirostans / chemistry*

Substances

  • Brassinosteroids
  • Plant Growth Regulators
  • Saponins
  • Spirostans
  • laxogenin