Isolierung und Konstitutionsermittlung weiterer Pregnanverbindungen aus Nebennieren. Über Steroide, 144. Mitteilung

Neher, R.; Wettstein, A.

doi:10.1002/hlca.19560390719

Cited by 65 publications

(10 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The finding of this steroid is interesting in view of the results of Shahwan et al [32] indicating that adrenals from anencephalic foetuses may convert 3@,16a-dihydroxy-5-pregnen-20-one into the potential oestra-1,3,5( IO)-triene-3,16a,17~-triol (oestriol) precursor 313, 16a-dihydroxy-5-androsten-17-one. 19-Hydroxylation has previously been described in adrenals [33] and it is possible that the isolated steroid may be a metabolite of a 16,19-dihydroxylated C,, steroid that may serve as a substrate for oestra-1,3,5(10)-triene-3,16a, 1713-triol (oestriol) biosynthesis in the placenta. I n a similar way the isolated 35,155,165-trihydroxy-5&pregnan-20-one may represent metabolism of a 15,16-dihydroxylated C,, steroid able to act as a precursor for 15,16-dihydroxylated C,, and C,, steroids, several of which have been reported in the literature [26,34,35].…”

Section: Discussionmentioning

confidence: 99%

Steroids in Meconium from Male and Female Newborn Infants

Gustafsson

Stenberg

1971

European Journal of Biochemistry

View full text Add to dashboard Cite

The steroids in meconium from normal male and female newborn infants have been studied by gas chromatography-mass spectrometry. Practically all steroids were excreted as monoand disulphates. The approximate concentrations of steroid mono-and disulphates were 430 and 470pg per g of meconium. Twenty unsaturated and fourteen saturated steroids were completely identified. Most of the unsaturated steroids had a 3/?-hydroxy-A6 structure. I n addition, seven saturated steroids were tentatively identified. No significant qualitative differences were found in the steroid composition of meconium from male and female newborns. The results are discussed in relation to present knowledge of steroid metabolism in the foeto-placental unit.Very little information is available on the excretion of neutral steroid metabolites in meconium from newborn infants. I n a series of publications Francis et al. . In order to obtain a complete understanding of the metabolism of neutral steroid hormones in the foeto-placental unit it was considered of interest to have a detailed knowledge of the metabolites excreted in meconium. New methods of purification in combination with gas chromatographymass spectrometry (for references see [6]) have now made it possible to separate and identify even minor constituents in small amounts of biological material. MATERIALS AND METHODS Collection of MeeoniumMeconium was collected from diapers not contaminated with urine. Samples from 6 male and 9 female infants were pooled to give a meconium pool from males (70 g) and a meconium pool from females (40 g). The samples were stored a t -20 "C until analysed. SteroidsThe sources of several of the steroids used as reference compounds were given in a previous Unusual Abbreviations. Progesterone, silyl, trimethylsilyl. The terms pregnanolone and pregnanediol are used as collective names for isomers of 3-hydroxy17p-pregnan-20-one and pregnane-3,2O-diol, respectively.Enzymes. 3-a-Hydroxysteroid : NADP oxidoreductase (EC 1.1.1.50).Note. Retention times, tg, are calculated relative to 5a-cholestane.paper [7]. 3~-Hydroxy-5-androsten-l7-one was purchased from Ikapharm (Ramat-Gan, Israel). 3/?,78-Dihydroxy-5-androsten-17-one and 3B,18-dihydroxy-5-androsten-17-one were gifts from Dr. G. Johannsson and Dr. C. H. L. Shackleton, respectively. 5-Androstene-3/?,17a-diol and 5m-androstane-3a,17a-diol were obtained from Schering AG (Berlin, Germany). 38-2 1 -Dihydroxy-5-pregnen-20 one-21 -acetate (purchased from Sigma Chemical Company, St. Louis, Missouri, U.S.A.) was hydrolysed with K2C0, in methanol a t room temperature over night. The resulting 38,21 -dihydroxy-5-pregnen-ZO-one was reduced with sodium borohydride in methanol and the following compounds were found : 5-pregnene-3@,20B, 21 -trio1 (high yield) and 5-pregnene-3B,20a,21 -trio1 (low yield). 3a-Hydroxy-5a-pregnan-ZO-one, 3m-hydroxy-5B-pregnan-ZO-one and 3B-hydroxy-5-pregnen-20-one were purchased from Ikapharm (Ramat-Gan, Israel). Sodium borohydride reductions of these compounds gave the corresponding 208-and 20a-hydr...

show abstract

Section: Discussionmentioning

confidence: 99%

Steroids in Meconium from Male and Female Newborn Infants

Gustafsson

Stenberg

1971

European Journal of Biochemistry

View full text Add to dashboard Cite

show abstract

“…uu'thanol is added to the dried sample, then 0-02 ml. of freshly prepared sodium horohydride solution (Neher and Wettstein, 1956). This is permitted to react for 20 sec.…”

Section: Other Derivatives and Proceduresmentioning

confidence: 99%

The Measurement of Corticosteroids in Adrenal Vein Blood of Sheep

Jp¹,

Wintour²,

Scoggins³

1966

Aust J Exp Biol Med

View full text Add to dashboard Cite

Summary. A double isotope dilution derivative method for determination of aldost( rorif. cortisol and forticosteront' in adrenal vein blood of sheep is described.' ^C-liiiioIIed steroids are iist-d as the indicator and -Ul-act'tit-anhydride as the reagent for the formation of the labelled derivative.Experimental data accumulated from six years' use of the method are diseti-ssetl with .special eniphasi.s on specifii-ity. sensitivity, accuracy and precision.Mean scretion rates of akiosterone, cortisol and corticosterone from sodium replete and Modium deficient .sheep with aiitotransplanted adrenals are pre.sented.INTRODUCTION.

show abstract

“…For another 19-oxygenated compound isolated by Neher and Wettstein [50] from the same source, 17α,19-dihydroxydeoxycorticosterone, the topographic arrangement is not so obvious. In steroid structures drawn in the customary manner, C-19 appears to be positioned far too remotely from C-17 to allow for an O O attack on both carbon atoms.…”

Section: -Hydroxydeoxycorticosteronementioning

confidence: 92%

“…This compound was first isolated in 1955 from extracts of bovine adrenals both by Mattox [49] and by Neher and Wettstein [50]. 19-Oxygenation is usually associated with the process of aromatization required for estradiol synthesis and in fact, estrone was first isolated by Beall [51] from bovine adrenals.…”

Section: -Hydroxydeoxycorticosteronementioning

confidence: 98%

“…11β,19-Dihydroxydeoxycorticosterone (19-hydroxycorticosterone) is another constituent of adrenal extracts that is hydroxylated at C-19 [50]. The proximity of the angular methyl group, C-19, to C-11 in Ring C, even in the chemist's version of structure, easily supports the possibility that this compound is the isolatable product of a process beginning with the side-on insertion of dioxygen on to C-11 and C-19 of DOC.…”

Section: -Hydroxydeoxycorticosteronementioning

confidence: 99%

See 1 more Smart Citation