Collect. Czech. Chem. Commun.
2003, 68, 2171-2189
https://doi.org/10.1135/cccc20032171
Synthesis and Biological Activity of 7a-Homo- and 7a,7b-Dihomo-5α-cholestane Analogues of Brassinolide
Miroslav Šíša, Miloš Buděšínský and Ladislav Kohout*
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, CZ-166 10 Prague 6, Czech Republic
Abstract
New analogues of castasterone, (20R)-2α,3α-dihydroxy-7a-homo-5α-cholestan-7-one (12) and (20R)-3α,4α-dihydroxy-7a-homo-5α-cholestan-7-one (14), and brassinolide, (20R)-2α,3α-dihydroxy-7a,7b-dihomo-7a-oxa-5α-cholestan-7-one (15), (20R)-3α,4α-dihydroxy-7a,7b-dihomo-7a-oxa-5α-cholestan-7-one (16) and (20R)-7-oxa-7a-homo-5α-cholestan-2α,3α-diol (24), were synthesized and their biological and spectral properties studied.
Keywords: Steroids; Brassinosteroids; NMR spectroscopy; Homocholestanes; Dihomocholestanes; Plant growth regulators; Bayer-Villiger oxidation.
References: 15 live references.
