
Nana N Barbakadze
Tbilisi State Medical University, Georgia
Title: Synthesis of derivatives of adamantane modified epiandrosterone
Biography
Biography: Nana N Barbakadze
Abstract
Esterified steroids are characterized with high biological activities. It is ascertained that inclusion of adamantane fragment into the steroidal compound improves its lipophilicity and the ability to permeate a cell membrane, which in and of itself results in increased biological activity. Inclusion of the radical of adamantane into the molecule of a substance often tends to decrease the toxicity of this compound, while also prolonging the ability of this compound to be biologically active. In order to study relationship of structure-activity by esterification of epiandrosterone with chloranhydride of adamantane acid 3β–(1–adamantoat)–5α-androstan-17-one has been synthesized. By its interaction with hydroxylamine, semicarbazide and hydrazines (phenylhydrazine, p-methyl-, p-bromo-, p-chloro-, p-phenyl-, p-nitro-, 2,4-dinitrophenylhydrazines) corresponding oxime and hydrazones have been obtained. Starting epiandrosterone was synthesized by conversation of 3β-acetoxy-5α-pregn-16-en-3β-ol-20-one – splitting product of tigogenine.