CHROMATOGRAPHIC SEPARATION OF 17-KETOSTEROIDS OBTAINED FROM SOME 17-HYDROXYCORTICOSTEROIDS BY THE NORYMBERSKI AND THE APPLEBY METHODS

Publisher Website
Google Scholar
Abstract
14 pure 17-OH-corticoids were treated according to the methods of Norymberski and Appleby. The 17-KS obtained as products of oxidation, or of reduction and oxidation, followed by acid hydrolysis, were fractionated into five fractions by column chromatography. Some of the 17-KS obtained were identified by infrared spectrography. Both methods gave almost identical products from those steroids from which theoretically 11-deoxy-17-KS should be formed. Of the total amount of 17-KS formed, over 90 per cent consisted of 11-deoxy components as expected, and less than 10 per cent of 11-oxy components. The results obtained with the steroids which should yield 11-oxy components varied greatly according to the method of treatment. While 70.0 per cent of the components obtained with sodium bismutate treatment were 11-oxy-17-KS, reduction with sodium borohydride and oxidation with sodium bismutate gave only 20.6 per cent of 17-KS of the same group. Reduction and oxidation was also observed elsewhere than in the side chain of the molecule. Over 65 per cent of the 17-KS formed was androstanolone. The same phenomena were seen in two 11-dehydro compounds. Oxidation with sodium bismutate gave 11-deoxy components to an extent of 97.9 per cent of the total amount of 17-KS, and after reduction and oxidation to an extent of 60.6 per cent.

This publication has 0 references indexed in Scilit: