Syntheses of new androstane brassinosteroids with 17beta-ester groups--butyrates, heptafluorobutyrates, and laurates

Steroids. 2005 Oct;70(11):755-62. doi: 10.1016/j.steroids.2005.04.005.

Abstract

New androstane brassinosteroids with 17beta-ester groups - butyrates, heptafluorobutyrates, and laurates (4-18) - were prepared. Brassinolide activity was evaluated using both the bean second internode bioassay and the rice lamina inclination test. Brassinosteroid 16 was found to be the most active by the bean second internode bioassay. This activity in the bean second internode bioassay corresponded with the field yield, while the RLIT bioassay does not.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Androstanes / chemical synthesis*
  • Androstanes / chemistry
  • Androstanes / pharmacology
  • Biological Assay
  • Brassinosteroids
  • Butyrates / chemistry*
  • Cholestanols / chemical synthesis*
  • Cholestanols / chemistry
  • Cholestanols / pharmacology
  • Esterification
  • Fluorocarbons / chemistry*
  • Laurates / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Oryza / drug effects
  • Oryza / growth & development
  • Phaseolus / drug effects
  • Phaseolus / growth & development
  • Steroids, Heterocyclic / chemical synthesis*
  • Steroids, Heterocyclic / chemistry
  • Steroids, Heterocyclic / pharmacology
  • Structure-Activity Relationship

Substances

  • Androstanes
  • Brassinosteroids
  • Butyrates
  • Cholestanols
  • Fluorocarbons
  • Laurates
  • Steroids, Heterocyclic
  • perfluorobutyric acid
  • brassinolide