Conversion of pregnenolone and 4-androstene-3β,17β-diol to testosterone by mouse testes in vitro

Grosso, L L; Ungar, Frank

doi:10.1016/0039-128x(64)90052-2

Cited by 14 publications

(2 citation statements)

References 12 publications

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“…In addition the conversion of the A4hydroxyl group to the A4-3-ketone has been shown to occur in the testis tissue of the mouse ( 6). The present report demonstrates that human adrenal tissue also has the capacity to convert 4-androstene-3/3,17/3-diol to testosterone and 4-androstene-3,17-dione.…”

supporting

confidence: 61%

Conversion of 4-Androstene-3 ,17 -diol-4-C14 by Human Adrenals in vitro.

Colla¹,

Cohn²,

Ungar³

1964

Experimental Biology and Medicine

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Recent interest in the conversion of the A4-3-hydroxyl to the A4-3-ketone( 1,2) has been generated by the isolation of A4-3-hydroxyl compounds ( 3 ) or their artifacts from natural sources(4) and by demonstration of the conversion of the A4-3-ketone to the A4-3-hydroxyl under in vitro(5) and in vivo(3) con- ditions,The conversion of A4-androstene-3p,l 7pdiol and its 3a-isomer to testosterone had previously been shown to occur in both rat and chicken liver homogenates ( 1,2 ) . The conversion of these isomers to testosterone and 4-androstene-3,17-dione occurred in both the supernatant fraction and thrice washed particulates from the 50010 x g fraction of rat and chicken liver acetone powders. The latter residue fraction, however contained only 3076 of the activity of the supernatant. A stimulation by the pyridine nucleotides was also demonstrated.In addition the conversion of the A4hydroxyl group to the A4-3-ketone has been shown to occur in the testis tissue of the mouse( 6). The present report demonstrates that human adrenal tissue also has the capacity to convert 4-androstene-3/3,17/3-diol to testosterone and 4-androstene-3,17-dione. *Supported in part by Grants CA-5079 of Nat. Cancer Inst., and by Grant AM-02583 of Nat. Inst. for Arthritis and Metab. Dis. t Postdoctoral Fellows of cancer training program in steroid biochemistry (CA-5079).- Methods.A total of 11 g of hyperplastic human female adrenals were homogenized with 80 ml of Krebs-Ringer bicarbonate buffer, pH 7.3, in a Potter-Elvehjem homogenizer. In a series of incubations, 2.5 ml of homogenate were placed in 50 ml Erlenmeyer flasks along with 5 ,AM ATP, 6 pM NADP, and 1 rng ( 73,000 cpm) of 4-androstene-3P,17P-diol-4-CI4 (prepared by Dr. M. Gut, Worcester Foundation for Experimental Biology). The final volume was 2.8 ml. The flasks were incubated at 37" in a Dubnoff Metabolic Shaking Incubator (Precision Scientific Co.) under an atmosphere of 95% O2 and 5% COz. The incubator was set at 100 oscillations per minute. Incubations were stopped with 10 volumes of acetone at zero time, 15, 30, 60, and 180 minutes.The acetone extracts were filtered on a sintered glass filter funnel and the tissue residue was freed of residual steroids with successive washings of acetone, ethyl acetate and methanol. After removal of these solvents under vacuum the lipids were removed by partition between petroleum ether and 70% aqueous methanol. The methanol was removed and the steroids were extracted from the aqueous phase with ethyl acetate. Aliquots of the extracts were then analyzed by thin-layer and gas chromatography.Chromatoplates were prepared for thinlayer chromatography by applying a slurry of silica gel GF (Merck 7730) in water (1:2)

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supporting

confidence: 61%

Conversion of 4-Androstene-3 ,17 -diol-4-C14 by Human Adrenals in vitro.

Colla¹,

Cohn²,

Ungar³

1964

Experimental Biology and Medicine

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“…It is possible that this metabolic pathway is a detoxication mechanism to inactivate testosterone into a reversible form allowing further utilization. Thus, the conversion of 3a-and 3/3-hydroxy-A4-steroids to 3-0xo-8~-steroids has been shown in both liver [29], testis [30,31] and adrenal [32] preparations. …”

Section: Gas Chromatography-mass Spectrometry Analysismentioning

confidence: 99%

Studies on the Metabolism of Steroids in the Foetus

Lisboa

Gustafsson

1970

European Journal of Biochemistry

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After incubation of testosterone with the 105000 ×g microsome fraction from human foetal liver 4‐androstene‐3α,17β‐diol was isolated. Incubation of testosterone with the 105000 ×g supernatant fraction resulted in the formation of 4‐androstene‐3α(and 3β),17β‐diol. When incubated with liver slices testosterone was metabolized into 4‐androstene‐3α,17β‐diol and 3α‐ and 3β‐hydroxy‐4‐androsten‐17‐one.

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Chemie der Androgene

Oertel¹

1973

Androgene I

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Conversion of pregnenolone and 4-androstene-3β,17β-diol to testosterone by mouse testes in vitro

Cited by 14 publications

References 12 publications

Conversion of 4-Androstene-3 ,17 -diol-4-C14 by Human Adrenals in vitro.

Conversion of 4-Androstene-3 ,17 -diol-4-C14 by Human Adrenals in vitro.

Studies on the Metabolism of Steroids in the Foetus

Chemie der Androgene

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