Synthetic approach to analogues of 19-norsteroids with an acyclic side chain.

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.

[Binding of cytosolic complexes of estradiol analogs with cell nuclei from the rabbit uterus]. / Sviazyvanie s iadrami matki krolika tsitozol'nykh kompleksov analogov éstradiola.

The relative affinities of estrogen-receptor complexes for rabbit uterine nuclei were measured, using a newly developed technique. The low ligand specificity of this interaction was established.

[Translocation of estradiol analogs into nuclei in a cell-free system of the rabbit uterus]. / Translokatsiia analogov éstradiola v iadra v beskletochnoi sisteme matki krolika.

The values of relative translocation of structural and steric analogs of estradiol in rabbit uterine homogenates were determined. The differences between the ligand specificity of translocation and that of the cytosol receptor was established.

Physiological and biochemical properties and morphology of Saccharomyces cerevisiae VKMu-488 cells incorporated into polyacrylamide gel.

The enzymatic activity, viability, respiratory activity, and ultrastructural changes in saccharomyces cerevisiae VKMu-488 cells, which carry out the stereospecific 17 beta-reduction of methyl esters, was studied. The 17 beta-hydroxysteroid dehydrogenase activity of yeasts in gel is four times lower than that of free cells and is unstable. The decrease in the viability and respiratory activity immediately after immobilization, the disturbance in the ultrastructure of the cells in gel along with the progressive lysis of the cells in the course of the transformation indicate that polymerization has a stressful effect on this culture. It was found that the immobilized yeasts can grow on the surface of the gel in the presence and absence of nutrient medium. A single incubation of granules containing cells in nutrient medium greatly stabilizes the original activity of the immobilized cells. The activation and stabilization of the activity are probably due to the participation of a heterogeneous population in the transformation: the original population incorporated into the gel and the new population which grows in the gel after immobilization as well as to the stability of the ultrastructural organization of this mixed population in the course of repeated transformations of secoketone.

[Production of the methyl ether of 8,14-seco-delta,3,5,(10),9(11)-estratetraendiol-3,17beta-one-14 using a culture of Saccharomyces cerevisiae BKMU-488]. / Poluchenie metilovogo éfira 8,14-seco-del'tal, 3,5(10),9(11)-éstratetradiola-3,17beta-ona-14 s pomoshch'iu kul'tury Saccharomyces cerevisiae BKMU-488

The culture Saccharomyces cerevisiae BKMU-499 was selected from 100 strains of different Saccharomyces species to obtain an optically active methyl ester 8,14-seco-delta1,3,5(10),9(11)-estratetraendiol-3-17beta-on-14. Various conditions of the transformation were examined. The yield of this keto-alcohol depended on the following factors: level of aeration, method of steroid administration, physiological state of the culture, and composition of the cultivation medium. The optimal yeild of the optically active product was 84%.