Synthetic approach to analogues of 19-norsteroids with an acyclic side chain
Autor: | Vladimír Pouzar, I. V. Torgov, Sophia N. Ananchenko, Pavel Drǎsar, Ivan Černý, František Tureček, Miroslav Havel, Vera V. Egorova |
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Rok vydání: | 1989 |
Předmět: |
Pharmacology
Magnetic Resonance Spectroscopy Chemical Phenomena Stereochemistry Organic Chemistry Clinical Biochemistry Total synthesis Ether Biological activity Biochemistry Chemical synthesis Chemistry chemistry.chemical_compound Endocrinology chemistry Estrane Wittig reaction Side chain Organic chemistry Norsteroids Sodium-Potassium-Exchanging ATPase Molecular Biology |
Zdroj: | Steroids. 53:107-129 |
ISSN: | 0039-128X |
DOI: | 10.1016/0039-128x(89)90149-9 |
Popis: | Racemic 14 beta-hydroxy-3-methoxy-8 alpha,9 alpha-1,3,5(10)-estratriene-17-one (I), obtained by total synthesis, was converted into a derivative with alkoxycarbonyl-ethylenic side chain, rac-(20E)-21-methoxycarbonyl-19-nor-8 alpha,9 alpha-pregna- 1,3,5(10),20-tetraene-3,14 beta-diol 3-methyl ether (XII) using two Wittig reactions. Analogous derivatives of 5 alpha-androstane were prepared as synthetic models. In the estrane series the stereochemistry of attachement of the side chain in position 17, biological activity of some compounds, and their chromatographic properties were investigated. |
Databáze: | OpenAIRE |
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