19-Nortestosterone metabolism

Microbial and enzymic transformations of steroids have been reviewed. 5a-Pregnane-7,20-dione gave a reasonable yield of the la, 12/3-dihydroxy-derivative on incubation with Calonectria decora High yields of 10 8-hydroxy-19-nortes-tosterone were obtained by incubation of 19-nortestosterone with Rhizopus arr-hizus (Fischer 11). Oxidation of canrenone with a Penicillium species provided the 15a-hydroxy-derivative (348) which is a product of human metabolism of spironolactone.16j8-Hydroxylation of androstenolone, androst-4-ene-3,17-... 

Nortestosterone (N-I) and 19-Nortestosterone Esters. The original results (3.33 anabolic-androgenic ratio) of Hershberger [187] were confirmed a year later [65]. In spite of the favorable ratio, nortestosterone has only short-lived activity and therefore the 17-esters are used clinically, preventing quick metabolic inactivation of the 17/8-hydroxyl group. 

Scherb, J., Kirschner, M., and Arias, 1., Studies of hepatic secretory function. The effect of 17 a-ethyl-19-nortestosterone on sulfobromophthalein sodium (BSP) metabolism in man. J. Clin. Invest. 42, 404-408 (1963). 

Both enantiomers of the racemic 11,17-diketone (428) were reduced by Rhodotorula ntucilaginosa to 17S-alcohols, but the antipode having 13S-chirality was further reduced to the 11-alcohol Reoxidation then afforded the enantiomeric forms of (428). Similar high stereospecificity was observed in the microbiological reduction of 6,7-dihydro-(428), where reduction of the 11-ketone in the 13S,17S-antipode occurred to give the allylic alcohol Further examples of the differential metabolism of racemic 19-nortestosterone and its 13-ethyl homologue by Curvularia lunata have been described. ... 

The anabolic steroid B-nortestosterone was rapidly metabolized by the cells, initially resulting in the formation of norandrosten ione, which was further transformed into the glucuronide of 15a-hydroxy-norandrostenedione (60), The same metabolites were subsequently shown to be present in urine samples of pigs treated with B-nortestosterone. 

Reznik, Y., Herrou, M., Dehennin, L., et al. (1987) Rising plasma levels of 19-nortestosterone throughout pregnancy Determination by radioimmunoassay and validation by gas chromatography-mass spectrometry. Jourrml of Clinical Endocrinology and Metabolism, 64,1086-1088. 

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