Steroids 2010-12-01

The synthesis of androstane brassinosteroid analogues with alpha-azido acid ester groups in position 17beta.

Jaroslava Hnilickova, Ladislav Kohout, Enric Capdevila, Ana Esteve, Marc Vilaplana, Meritxell Molist, Carme Brosa, Jana Swaczynova-Oklestkova, Barbora Slavikova

Index: Steroids 75(12) , 1005-10, (2010)

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Abstract

Androstane brassinosteroid analogues with alpha-azido acid ester groups in position 17beta were synthesized from 2alpha,3alpha,17beta-trihydroxy-5alpha-androstan-6-one after the protection of the 2alpha,3alpha-diols upon treatment with the corresponding alpha-azido acid and the subsequent deprotection of the diol grouping. Six new castasterone analogues were prepared. The biological activities were evaluated in two bioassays: a rice lamina inclination test and bean second internode bioassays. The activities of the new analogues differ in these two bioassays.Copyright 2010 Elsevier Inc. All rights reserved.