Indirect analysis of corticosteroids. 1. The determination of 17-hydroxycorticosteroids

Appleby, Joan I.; Gibson, Glenn; Norymberski, J. K.; Stubbs, R. D.

doi:10.1042/bj0600453

Cited by 346 publications

(104 citation statements)

References 11 publications

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“…Recently Steinberger, Smith & Perloff (1965) (1960). For the estimation of 17-hydroxycorticosteroids (17-ohcs) and total 17-oxosteroids, modifications of the techniques described by Appleby, Gibson, Norymberski & Stubbs (1955) and Vestergaard (1951) were employed. Testosterone was measured by the method of Ismail & Harkness (1966).…”

Section: Introductionmentioning

confidence: 99%

The Effect of Clomiphene on Spermatogenesis and Hormone Excretion in a Patient With Klinefelter's Syndrome

Foss¹,

Bell²,

Lewis³

et al. 1967

Reproduction

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Summary. The effect of clomiphene on the sperm count and hormone excretion is described in a patient with Klinefelter's syndrome, having a 47 XXY karyotype, and in whom a testicular biopsy showed small areas of spermatogenesis.Clomiphene stimulated the production of morphologically normal motile spermatozoa in the absence of any marked effect on hormone output.Possible explanations for these findings are discussed.

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Section: Introductionmentioning

confidence: 99%

The Effect of Clomiphene on Spermatogenesis and Hormone Excretion in a Patient With Klinefelter's Syndrome

Foss¹,

Bell²,

Lewis³

et al. 1967

Reproduction

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“…Residues obtained by the latter treatment were divided in two equal parts. One part was used for the determination of 17-oxosteroids (an indirect evaluation of the 17oc-hydroxycorticosteroids; Appleby, Gibson, Norymberski & Stubbs, 1955) by the Zimmermann reaction, and gave in all cases values indistinguishable from the reagent blanks (Table 6), which indicates the absence of 17oc-hydroxycorticosteroids.…”

Section: Resultsmentioning

confidence: 99%

The indirect analysis of 17-oxosteroid glucosiduronates and sulphates in human urine

Menini¹

1966

Biochemical Journal

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1. An analytical procedure has been developed for the determination of urinary 17-oxosteroid sulphates and 11-deoxy-17-oxosteroid glucosiduronates. 2. By submitting urine to the following operations: (a) extraction of the 17-oxosteroid conjugates into chloroform (in the presence of pyridinium sulphate), (b) solvolysis (in the absence of acid) of the steroid sulphates, (c) separation of the steroid glucosiduronates, (d) hydrolysis of the glucosiduronates, (e) oxidation with tert.-butyl chromate of the liberated steroids and (f) analysis of the final extracts by gas-liquid chromatography, the 17-oxosteroid conjugates are converted into and measured as androstanediones and androstane-(ene)triones. 3. Values for the daily excretion of 17-oxosteroid glucosiduronates and sulphates in normal men and women are given.

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“…Preliminary borohydride reduction makes the latter susceptible to glycol fission oxidation (Appleby, Gibson, Norymberski & Stubbs, 1955), though there is then the possibility of simultaneous reduction of nuclear oxo groups.…”

Section: Discussionmentioning

confidence: 99%

The partial characterization of 1-oxygenated steroids from urine of a hypertensive newborn child

Edwards

Trafford

1968

Biochemical Journal

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1. Four substances from the urine of a hypertensive newborn girl were partially characterized and shown to be 17oc-hydroxy-5, B-pregnane-1,3,20-trione, 3oc,17a-dihydroxy-5,B-pregnane-1,20-dione, 3a,17oc,20ac-trihydroxy-5p-pregnan-1-one and 5/3-pregnane-lB,3oc,17a,20c-tetrol. 2. The characterization rested mainly on RM analysis of the substances and their derivatives by glycol fission, providing evidence for position and degree of substitution and for steroidal character. Supporting evidence was provided by chemically specific location reactions. 3. Certain problems in the manipulation of these ,B-disubstituted steroids are discussed.The high 17-hydroxy corticosteroid excretion of patient S.C. when 1-3 weeks old and grossly hypertensive has been described elsewhere (Edwards, Harvey & Knight-Jones, 1968 MATERIALS AND METHODSFull details of the procedures used for the isolation of urinary steroids are described elsewhere (Edwards, 1968a) and in the present instance consisted of the following steps. Urine samples (6 days' collection, age between 8 and 20 days) from S.C. during her period of high 11-oxygenation index (ratio of metabolites of 17-hydroxylated precursors of cortisol to metabolites of cortisol; Edwards, Makin & Barratt, 1964) (Stevens, 1964). Each substance was homogeneous on the criterion that portions from the forward and rear portions ofa chromatographed zone on rechromatography gave zones side by side of identical RF values.The chemical transformations used were (i) borohydride reduction and (ii) periodate oxidation, both carried out as described by Edwards et al. (1964), and (iii) oxidation with Jones reagent carried out as described by Djerassi, Engle & Bowers (1956), but with trebled proportion of acetone. RM analysis procedure. RM values were calculated from RF values and referred to the root system of the family (light petroleum-methanol-water, 5:4:1, by vol.) as RMO values by correcting for the effects of benzene replacing light petroleum (Kabasakalian & Basch, 1960;Edwards, 1968a). Observed ARM values were compared with reference values (Table 1) and the latter used to indicate likely structural changes. For clarity the ARM value observed in changing from substance of structure A to structure B was signified ARM [A--B]. It was presumed that substances with RMO values differing by less than 0-07 (S.D. ofrepetition of a value on different occasions) were in fact one substance.Referencel-hydroxysteroid. loc-Hydroxy-5oc-androstane-3,17-dione samples from Dr Fukushima and Dr Foell were found to be identical with the exception of a small proportion of contaminant in the latter. This was assumed to be the lfl-isomer, since other isomerization was unlikely from the method of preparation. A similar contaminant was present in the lac-hydroxyandrost-4-ene-3,17-dione sample. The lc,3,B-dihydroxy-50c-androstan-17-one sample was uncontaminated.Other reference steroids were prepared by unambiguous chemical transformations and were purified by chromatography, but there was insufficient material available...

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Indirect analysis of corticosteroids. 1. The determination of 17-hydroxycorticosteroids

Cited by 346 publications

References 11 publications

The Effect of Clomiphene on Spermatogenesis and Hormone Excretion in a Patient With Klinefelter's Syndrome

The Effect of Clomiphene on Spermatogenesis and Hormone Excretion in a Patient With Klinefelter's Syndrome

The indirect analysis of 17-oxosteroid glucosiduronates and sulphates in human urine

The partial characterization of 1-oxygenated steroids from urine of a hypertensive newborn child

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