Collect. Czech. Chem. Commun. 2000, 65, 1754-1761

Synthesis of (20S)-2α,3α-Dihydroxy-6-oxo-7-oxa-7a-homo-5α-pregnane-20-carboxylic Acid as a Brassinosteroid Part of Ligands for Binding to Affinity Chromatography Carriers

Ladislav Kohouta,*, Hana Chodounskáa, Tomáš Maceka and Miroslav Strnadb

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, CZ-166 10 Prague 6, Czech Republic
b Laboratory of Growth Regulators, Institute of Experimental Botany, Academy of Sciences of the Czech Republic and Faculty of Natural Sciences of Palacký University, Šlechtitelů 11, CZ-783 71 Olomouc, Czech Republic


(20S)-2α,3α-Dihydroxy-6-oxo-7-oxa-7a-homo-5α-pregnane-20-carboxylic acid (12) as a brassinosteroid ligand for affinity chromatography carriers was synthesized from bisnorcholenic acid. The brassinolide activity in the bean second internode bioassay of the synthesized (20S)-5α-pregnane-20-carboxylic acid derivatives is also described.

Keywords: Steroids; Brassinolide; Brassinosteroids; NMR spectroscopy; Plant growth activity; Affinity carrier ligand.

References: 10 live references.