D Homosteroid Yapısının Sentezi ve Yapı Aydınlatması Üzerinde Çalışmalar

Abstract

The D homosteroids biochemical compounds that exhibit biological effects. The functional group at the 17 position of the corticosteroids is known to be the entity which is most responsible for the biological action. It is believed that the compound resulting from joining of the group at the 17 position with the rest of the compound would produce a compound that will possess a greater biological action. A carbonyl group has been placed at the 16 position in order to achive the retention of the functional group at the 17 position in order to achive the retention of the functional group at the 17 position and to convert the compound to the homostate. This was done through the manipulation of 16cc, 17a-epoxy, pregn-5-en, 3p-ol, 20-on acetate. Periodic acid has been utilized to open up the epoxide in 16a, 17a-epoxy, pregn-5-en, 3P-ol, 20-on acetate. The resulting compound through the use of periodic acid was pregn-5-en, 3(3, 16P, 17a-triol, 20-on, 3 acetate. Chromium (III)oxide was used to oxidize this compound to pregn-5-en, 3P, 17a-diol, 16, 20- dion 3 acetate. The 16-oxo derivative was obtained after a series of reactions and this compound was converted to the homosteroid derivative by using the peracid oxidation. Studies have revealed that the functional group at the 17 position was not protected during the course of this reactions Hence efforts were made to approach the problem from mechanistic point of view. According to reaserch done in "this field, the 17-keto compound is a side product in this reactions. Every time the C„-Cı , bond breaks down. Although the necessary precautions were taken by placing a carbonyl group on C„ and the the tertiary characteristic of the functional group on C l, was retained, a carbonyl group was formed on C 17during the course of the reactions. Hence the attention was focused on this groups in this research. The end product was proved to be 1,2,3,4a,4b,5,6,7,8,10,10a -duodecahydro-2,7-dihydroxy-2, 4b-dimethyl- 1-phenanthrena-oxo-propionic acid-8-lacton 7 acetete.