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Two series of derivatives of 7α-allylandrostenedione, namely its 3-deoxo and 1-ene analogs, were designed and synthesised and their biochemical activity towards aromatase evaluated. In each of these series, the C-17 carbonyl group was further replaced by the hydroxyl and acetoxyl groups. The attained data pointed out that the absence of the C-3 carbonyl group led to a slightly decrease in the inhibitory...
A new process using the “ecofriendly” bismuth(III) salts as catalysts for the Westphalen and “backbone” rearrangements of 5β,6β-epoxysteroids is reported. This method is particularly sensitive to changes on solvent, temperature, stereochemistry of starting epoxysteroid, and its substituent at C17. Depending on the reaction conditions, either Westphalen-type or “backbone” rearranged products were obtained,...
α-Hydroxy ketones (α-ketols) are present in many compounds with biological activity. Several methods are available for the preparation of α-ketols but only a few of them describe the synthesis of steroid α-ketols from olefins. In this work, a new system consisting of KMnO 4 /Fe(ClO 4 ) 3 ·nH 2 O was used in order to achieve the direct conversion of Δ 5 -steroids...
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