Isolierung von 3α, 17, 20α‐Trioxy‐pregnanon‐(11) aus pathologischem menschlichem Harn. Steroide, 7. Mitteilung

Finkelstein, Michael; Euw, J. v.; Reichstein, T.

doi:10.1002/hlca.19530360607

Cited by 34 publications

(5 citation statements)

References 28 publications

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“…However, this property of pregnanetriol may explain the fluorescence of urinary extracts from patients VOL. 30, NO. Excitation spectrum (emission) 460 µ with adrenal hyperplasia described by Finkelstein, von Ewr, and Reichstein (14) and specifically attributed to 11-ketopregnanetriol; no doubt the 11desoxypregnanetriol also contributed to these results.…”

Section: Experimental and Resultsmentioning

confidence: 82%

Critical Analysis of Methods for Measurement of Pregnane-3-alpha, 17-alpha, 20-alpha-Triol in Human Urine

Bongiovanni¹,

Eberlein²

1958

Anal. Chem.

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Section: Experimental and Resultsmentioning

confidence: 82%

Critical Analysis of Methods for Measurement of Pregnane-3-alpha, 17-alpha, 20-alpha-Triol in Human Urine

Bongiovanni¹,

Eberlein²

1958

Anal. Chem.

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“…This steroid and its recently isolated relative, pregnane3a,17a,20a-triol-11-one (20) (21), at some point between 17-hydroxyprogesterone and Compound F, since pregnane-3a,17a,20a-triol is probably a degradation product of 17-hydroxyprogesterone (22,23).…”

Section: Discussionmentioning

confidence: 99%

Partial Characterization of Urinary Adrenocortical Steroids in Adrenal Hyperplasia 1

Eberlein¹,

Bongiovanni²

1955

J. Clin. Invest.

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Following the demonstration by Wilkins, Lewis, Klein, and Rosenberg (1) that cortisone controls the clinical manifestations and abnormal laboratory findings in virilizing adrenal hyperplasia, Bartter, Albright, Forbes, Leaf, Dempsey, and Carroll (2) postulated a deficient synthesis of "sugar hormone" (17-hydroxycorticosterone, Compound F) in this disease, reasoning from the unusual response of such patients to the administration of adrenocorticotropin (ACTH). This hypothesis has been supported by the demonstration of low blood levels of 17-hydroxylated-corticosteroids ("Porter-Silber chromogens") in untreated patients with adrenal hyperplasia and the usual failure of these levels to rise, following administration of ACTH (3,4). The discovery that, routinely, large quantities of pregnane-3a, 17a,20a-triol are excreted in the urine of patients with virilizing adrenal hyperplasia (5) has suggested a possible site of the metabolic block in the synthesis of Compound F.The present studies were undertaken to characterize the corticosteroids excreted in the urine in adrenal hyperplasia, in an attempt to define more precisely the specific defect in steroid biosynthesis. METHODSTwenty-four-hour collections of urine from normal control subjects and from patients with adrenal hyperplasia were investigated in the following manner:Urine for 17-ketosteroid determinations was hydrolyzed first with beta-glucuronidase2 and manually extracted with ether; the remaining urine was continuously extracted at room temperature with ether for 36 hours after the addition of 10 volumes per cent (v/v) of 40 per cent sulfuric acid. The combined extracts were fractionated on alumina columns (6) tions were submitted to infra-red spectrophotometric analysis.The level of urinary neutral 17-ketosteroids produced by bismuthate oxidation ("17-ketogenic steroids") was determined according to the method of Brooks and Norymberski (7).The quantities of pregnane-3a,17a,20ca-triol were determined in urine hydrolyzed with beta glucuronidase2 and chromatographed on alumina according to the method of one of the authors (5).Crude extracts of urine hydrolyzed with beta glucuronidase were chromatographed on florisil (8). The fraction eluted with 25 per cent methanol in chloroform was examined by the following techniques: a) The phenylhydrazine-sulfuric acid method of Porter and Silber (9); b) periodate oxidation for the simultaneous determination of formaldehydogenic and acetaldehydogenic steroids (10); c) phosphomolybdate method of Heard and Sobel (11); d) blue tetrazolium method of Chen, Wheeler, and Tewell (12); e) 2,4-dinitrophenylhydrazine method of Gornall and Macdonald (13).Urines collected from patients during therapy with cortisone were obtained two weeks to six months following the introduction of the intramuscular administration of Compound E acetate in doses ranging from 25 to 75 mg. given every third day. In each case, the specimen studied was obtained at a time when the total urinary 17-ketosteroids were significantly depressed (1). Each of the m...

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“…(27) to be pregnanetriol-11-one. During the control period no fluorogenic substance could be detected, whereas the equivalent of 6 mg.…”

Section: -Desoxyhydrocortisonementioning

confidence: 99%

17 Α-Hydroxyprogesterone AND 21-Desoxyhydrocortisone; THEIR METABOLISM AND POSSIBLE ROLE IN CONGENITAL ADRENAL VIRILISM 1

Jailer¹,

Gold²,

Wiele³

et al. 1955

J. Clin. Invest.

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Isolierung von 3α, 17, 20α‐Trioxy‐pregnanon‐(11) aus pathologischem menschlichem Harn. Steroide, 7. Mitteilung

Abstract: A c e t y l i e r u n g v o n D e s a c e t y l -d i a b o l i n 11: Die Acetylierung des Desacetyldiabolins I1 verlief wie diejenige des Desacetyl-diabolins I ; es resultierte das gleiche, Reichstein, Heh. 34, 70 (1951). , ) Die mit Ruchstaben bezeichneten Fussnoten siehe bei den Formeln.

Cited by 34 publications

References 28 publications

Critical Analysis of Methods for Measurement of Pregnane-3-alpha, 17-alpha, 20-alpha-Triol in Human Urine

Critical Analysis of Methods for Measurement of Pregnane-3-alpha, 17-alpha, 20-alpha-Triol in Human Urine

Partial Characterization of Urinary Adrenocortical Steroids in Adrenal Hyperplasia 1

17 Α-Hydroxyprogesterone AND 21-Desoxyhydrocortisone; THEIR METABOLISM AND POSSIBLE ROLE IN CONGENITAL ADRENAL VIRILISM 1

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