DE704996C - Method for the isolation of follicular hormone from urine of pregnant individuals - Google Patents

Method for the isolation of follicular hormone from urine of pregnant individuals

Info

Publication number
DE704996C
DE704996C DESCH100276D DESC100276D DE704996C DE 704996 C DE704996 C DE 704996C DE SCH100276 D DESCH100276 D DE SCH100276D DE SC100276 D DESC100276 D DE SC100276D DE 704996 C DE704996 C DE 704996C
Authority
DE
Germany
Prior art keywords
urine
hormone
isolation
pregnant individuals
follicular hormone
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
DESCH100276D
Other languages
German (de)
Inventor
Dr Friedrich Hildebrandt
Dr Walter Schoeller
Dr Erwin Schwenk
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Pharma AG
Original Assignee
Schering AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Schering AG filed Critical Schering AG
Priority to DESCH100276D priority Critical patent/DE704996C/en
Application granted granted Critical
Publication of DE704996C publication Critical patent/DE704996C/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
    • A61K31/566Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol having an oxo group in position 17, e.g. estrone

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Steroid Compounds (AREA)

Description

Verfahren zur Isolierung von Follikelhormon aus Harn schwangerer Individuen Zur Isolierung des Follikelhormons aus dem Harn schwangerer Individuen sind die verschiedensten Methoden vorgeschlagen worden, die im allgemeinen darauf beruhen, das Follikelhormon durch Lösungsmittel abzuscheiden, Gemäß der Erfindung gelangt man zu besonders guten Ausbeuten an Follikelhormon, wenn man auf den hormonhaltigen Harn Ketonreagenzien einwirken läßt, die erhaltenen Kondensationsprodukte von den nicht in Reaktion getretenen Anteilen abtrennt und aus den Kondensationsprodukten das Hormon abspaltet, beispielsweise durch Kochen mit verdünnten Säuren oder durch Umsetzung mit geeigneten Aldehyden oder Ketonen.Method for the isolation of follicular hormone from urine of pregnant individuals To isolate the follicular hormone from the urine of pregnant individuals, the various methods have been proposed, which are generally based on to secrete the follicular hormone by solvent, according to the invention arrives you get particularly good yields of follicular hormone if you look at the hormone-containing ones Urine allows ketone reagents to act, the condensation products obtained from the separates unreacted fractions and from the condensation products splits off the hormone, for example by boiling with dilute acids or by Implementation with suitable aldehydes or ketones.

Unter der Bezeichnung Ketonreagenzien sind alle diejenigen Verbindungen zu verstehen, diimstande sind, mit Stoffen, die eine Ketogruppe besitzen, unlösliche Kondensationsprodukte zu bilden, wie z. B. Semicarbazid, Hydroxylamin, Hydrazine, Thiosemicarb.azid, Aminoguanidin, ihre Substitutionsprodukte u. dgl.Under the name ketone reagents are all those compounds to understand that it is possible to insoluble with substances which have a keto group To form condensation products, such as. B. semicarbazide, hydroxylamine, hydrazine, Thiosemicarb.azid, aminoguanidine, their substitution products and the like.

Es ist zwar bereits die Herstellung von Ketonderivaten des Follikelhormons zum Zwecke der Aufklärung seiner chemischen Natur beschrieben worden. Dabei wurden diese Stoffe durch Einwirkung von Ketonreagenzien auf das reine, kristallisierte Hormon selbst erhalten. Demgegenüber stellt das erfindungsgemäße Verfahren ein tvertvolles Reinigungs- und Anreicherungsverfahren zur Gewinnung des Follikelhormons bzw. analoger, eine Ketogruppe enthaltender Stoffe direkt aus Harn schwangerer Individuen dar. Die hierbei benutzte chemische Methode der Umsetzung mit Ketonreagenzien hat den besonderen technischen Effekt, daß nicht nur das Foliikelhormon, sondern alle im Rohmaterial enthaltenen aktiven weiblichen Brunststoffe, die sämtlich eine Ketogruppe besitzen und die auf Grund ihrer verschiedenen physikalischen Eigenschaften, besonders auf Grund ihrer verschiedenen Löslichkeit, durch physikalische Methoden, z. B. durch Behandlung init Lösungs- oder Adsorptionsmitteln, gemeinsam nicht zu erfassen sind, gleichmäßig angereichert undisoliertwerdenkönnen. Beispiel Harn von schwangeren Individuen, den man durch Filtration von unlöslichen Verunreini- Sungen befreit hat. wird je Liter mit i g Seinicarbazid in essigsaurer Lösung versetzt, Worauf man den Harn 2 bis 3 Tage stelienläl3t. Nach dieser zeit haben sieh die Ketone in Form ihrer Scmicarbazone zum größten Teil als grauhratine Flocken abgeschieden. Maii filtriert unter Zusatz von K ieselgur und spaltet das so erhaltene Rohprodukt durch Kochen mit alkoholischer Salzsäure. Nach Verdünnen mit Wasser extrahiert man erschöpfend mit Äther und erhält das Fo@Ilikelhormon in Form einer noch etwas schmierigen. von Kristallen durchsetzten, bräunlich "efärhten Masse, die t@-eitergereinigt wird.It is true that it is already producing ketone derivatives of the follicle hormone has been described for the purpose of elucidating its chemical nature. There were these substances by the action of ketone reagents on the pure, crystallized Get hormone itself. In contrast, the method according to the invention is a complete one Purification and enrichment processes for the extraction of the follicle hormone or analogous, a substance containing keto groups directly from the urine of pregnant individuals. The chemical method used here for the reaction with ketone reagents has the special technical effect that not only the foliage hormone but all of the Raw material contained active female oestrus, all of which have a keto group and which because of their different physical properties, especially due to their different solubility, by physical methods, e.g. B. by Treatment with solvents or adsorbents, which cannot be recorded together, can be evenly enriched and isolated. Example urine from pregnant women Individuals who can be identified by filtration of insoluble impurities Sings has freed. i g of Seinicarbazid in acetic acid solution is added per liter, After which the urine is drawn for 2 to 3 days. After this time you will have the ketones in the form of their Scmicarbazone, for the most part deposited as gray-throat flakes. Maii filters with the addition of kieselguhr and splits the crude product obtained in this way by boiling with alcoholic hydrochloric acid. After dilution with water, extraction is carried out exhausting with ether and receives the fo @ ilicle hormone in the form of a still somewhat greasy. brownish colored mass interspersed with crystals, which is further purified.

Claims (3)

I'ATENNTANSPRÜCHE: i. Verfahren zur Isolierung von Follikelhormon aus Harn schwangerer Individuen, dadurch gekennzeichnet, daß man den Harn mit Ketonreagenzien zur Umsetzung bringt und aus den entstandenen Kondensationsprodukten -das Hormon abspaltet. IAT CLAIMS: i. Procedure for the isolation of follicular hormone from the urine of pregnant individuals, characterized in that the urine with ketone reagents brings to implementation and from the resulting condensation products - the hormone splits off. 2. Verfahren nach Anspruch t, dadurch gekennzeichnet, daß man als Ketonreagens Semicarhazid vcr«-endet. 2. The method according to claim t, characterized in that there is used as the ketone reagent Semicarhazid ended. 3. Verfahren nach Anspruch i, dadurch gekennzeichnet, da(.; man als Ketonreagens Hydroxy-1,min verwendet.3. The method according to claim i, characterized in that (.; the ketone reagent used is hydroxy-1, min.
DESCH100276D 1933-02-01 1933-02-01 Method for the isolation of follicular hormone from urine of pregnant individuals Expired DE704996C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DESCH100276D DE704996C (en) 1933-02-01 1933-02-01 Method for the isolation of follicular hormone from urine of pregnant individuals

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DESCH100276D DE704996C (en) 1933-02-01 1933-02-01 Method for the isolation of follicular hormone from urine of pregnant individuals

Publications (1)

Publication Number Publication Date
DE704996C true DE704996C (en) 1941-04-15

Family

ID=7446779

Family Applications (1)

Application Number Title Priority Date Filing Date
DESCH100276D Expired DE704996C (en) 1933-02-01 1933-02-01 Method for the isolation of follicular hormone from urine of pregnant individuals

Country Status (1)

Country Link
DE (1) DE704996C (en)

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