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Investigations concerning sterols were made in one of strain each of nine species of bacteria and one representative of the basidiomyeetes through adsorption chromatography, gas chromatography and mass spectrometry as well as ultraviolet and infrared spectroscopy.Three strains contained sterols in quantities ranging from 0.0004 to 0.01 O i 0 of the dry weight. I n Azotobacter chroococcum six sterols were demonstrated. I n six strains sterols were not detectable. The limit of detectability at present is a t 0.0001 O/ , , sterol related to 100 g dry cells.From the extract of A erobacter cloacae, which contained no sterol, a C,,-hydroxy-ketone was isolated.

Es wird ein zusammenhängender Reaktionsweg für die Umwandlung von gesättigten 17-Ketosteroiden in aromatisierte Steroide bei M. smegmatis beschrieben. Ein prinzipiell gleichartiger oxydativer Abbau von Steroiden wurde auch bei anderen Mycobakterien nachgewiesen. Die strukturellen Merkmale der aromatisierten seco-Verbindung werden im Zusammenhang mit der Carcinogenese diskutiert.

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Transformation of STS 557 (17 alpha-cyanomethyl-17 beta-hydroxy-estra-4, 9-dien-3-one) by female rat liver microsomes demonstrates a lower transformation rate in comparison with the analogous compound without 9-double bond: 17 alpha-cyanomethyl-19-nortestosterone, and the basic substance: 19-nortestosterone. 17 alpha-Cyanomethyl-estra-1, 3, 5(10), 9(11)-tetraene-3, 17 beta-diol, 17 alpha-cyanomethyl-11 beta, 17 beta-dihydroxy-estra-4, 9-dien-3-one, and tentatively 17 alpha-cyanomethyl-6 alpha, 17 beta-dihydroxy-estra-4, 9-dien-3-one were identified as metabolites. Microbial model investigations with species known to hydrogenate the 4-double bond in 4-en-3-oxo steroids stereospecifically to 5 alpha H- or 5 beta H-metabolites indicate 5 alpha-hydrogenation to be prevented in STS 557 by the 9-double bond, whereas 5 beta-hydrogenation is not affected. Isolation and characterization of metabolites from beagle dog and rat urine following administration of 3H-STS 557 revealed the following pathways of biotransformation: Hydroxylation in different positions of the steroid molecule, aromatization of ring A, hydrogenation of a double bond, simultaneous hydroxylation and hydrogenation, and alteration of the 17 alpha-side chain with loss of nitrogen.