Synthesis and preliminary evaluation of dimeric-28-homobrassinosteroids for plant growth regulators

Steroids. 2016 Dec:116:38-44. doi: 10.1016/j.steroids.2016.08.016. Epub 2016 Aug 24.

Abstract

Preparation of synthetic analogues of 28-homobrassinosteroids is reported. Also, the addition of the 28-homocastasterone at the C6 carbonyl group via allyl Gringard reagent followed by olefin cross metathesis resulted in dimeric analogues. Rice lamina inclination assay showed that the replacement of the C6 carbonyl group by 6α-allyl and 6β hydroxyl groups led to a decrease in bioactivity, whereas the dimeric analogues showed a reduced but significant bioactivity when compared to the 28-homocastasterone.

Keywords: 28-Homocastasterone; 6α-Allyl-6β hydroxyl homocastasterone; Brassinosteroids; Dimerization; Plant growth promoting activity; Rice lamination inclination.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Brassinosteroids / chemical synthesis
  • Brassinosteroids / chemistry
  • Brassinosteroids / pharmacology
  • Cholestanones / chemistry
  • Dimerization
  • Oryza / drug effects
  • Oryza / growth & development
  • Plant Growth Regulators / chemical synthesis*
  • Plant Growth Regulators / chemistry
  • Plant Growth Regulators / pharmacology*
  • Structure-Activity Relationship

Substances

  • Brassinosteroids
  • Cholestanones
  • Plant Growth Regulators
  • homocastasterone