Synthesis of [26-2H(3)]brassinosteroids

Vladimir A Khripach; Vladimir N Zhabinskii; Olga V Konstantinova; Andrey P Antonchick; Bernd Schneider

doi:10.1016/s0039-128x(02)00004-1

Synthesis of [26-2H(3)]brassinosteroids

Steroids. 2002 Jun;67(7):587-95. doi: 10.1016/s0039-128x(02)00004-1.

Authors

Vladimir A Khripach¹, Vladimir N Zhabinskii, Olga V Konstantinova, Andrey P Antonchick, Bernd Schneider

Affiliation

¹ Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Kuprevich str., 5/2, 220141 Minsk, Belarus. khripach@iboch.bas-net.by

PMID: 11996931
DOI: 10.1016/s0039-128x(02)00004-1

Abstract

A number of [26-2H(3)]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Brassinosteroids
Cholestanols / chemical synthesis*
Hydroxylation
Molecular Structure
Plant Growth Regulators / chemical synthesis*
Steroids, Heterocyclic / chemical synthesis*

Substances

Brassinosteroids
Cholestanols
Plant Growth Regulators
Steroids, Heterocyclic
brassinolide