DE658958C - Process for obtaining the total pigment substances in turmeric drugs - Google Patents
Process for obtaining the total pigment substances in turmeric drugsInfo
- Publication number
- DE658958C DE658958C DET43126D DET0043126D DE658958C DE 658958 C DE658958 C DE 658958C DE T43126 D DET43126 D DE T43126D DE T0043126 D DET0043126 D DE T0043126D DE 658958 C DE658958 C DE 658958C
- Authority
- DE
- Germany
- Prior art keywords
- drugs
- turmeric
- obtaining
- total pigment
- pigment substances
- 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
Links
- 239000003814 drug Substances 0.000 title claims description 15
- 229940079593 drug Drugs 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 10
- 239000000049 pigment Substances 0.000 title claims description 8
- 239000000126 substance Substances 0.000 title claims description 8
- 235000003392 Curcuma domestica Nutrition 0.000 title claims description 5
- 235000003373 curcuma longa Nutrition 0.000 title claims description 5
- 235000013976 turmeric Nutrition 0.000 title claims description 5
- 244000008991 Curcuma longa Species 0.000 title claims 2
- 239000000975 dye Substances 0.000 claims description 7
- 239000000284 extract Substances 0.000 claims description 6
- 238000003916 acid precipitation Methods 0.000 claims description 3
- 150000001447 alkali salts Chemical class 0.000 claims description 3
- 150000002736 metal compounds Chemical class 0.000 claims description 3
- 239000012670 alkaline solution Substances 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 17
- 239000004148 curcumin Substances 0.000 description 8
- 235000012754 curcumin Nutrition 0.000 description 8
- 229940109262 curcumin Drugs 0.000 description 8
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 244000163122 Curcuma domestica Species 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241000407170 Curcuma Species 0.000 description 1
- 235000014375 Curcuma Nutrition 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000001058 brown pigment Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000401 methanolic extract Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229930004725 sesquiterpene Natural products 0.000 description 1
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 150000003388 sodium compounds Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/88—Liliopsida (monocotyledons)
- A61K36/906—Zingiberaceae (Ginger family)
- A61K36/9066—Curcuma, e.g. common turmeric, East Indian arrowroot or mango ginger
Landscapes
- Health & Medical Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Description
Verfahren zur Gewinnung der Gesamtpigmentstoffe der Curcuma-Drogen Es ist bekannt, Curctuna-Drogen bzw. Auszüge aus den Drogen als Arzneimittel zu verwenden. Hierbei ist man bis jetzt von der Annahme ausgegangen, daß die eigentlich wirksamen Stoffe der Drogen entweder ein in dem ätherischen Öl der Wurzel vorkommendes Sesquiterpen von der Zusammensetzung Cis H24 (vgl. Archiv der . Pharmazie und Berichte derDeutschenPharmazeutischen Gesellschaft, 1932, Seite 418) oder das Curcumin (vgl. Münchener Medizinische Wochenschrift, 1933, Seite526, linke Spalte, Ziffer4) oder auch z. T. die wasserlöslichen Bestandteile der Droge (vgl. Deutsche Medizinische Wochenschrift, 1932, Seite 1721, rechteSpalte, Absatz 4) seien. Man hat deshalb für pharinazeutische Zwecke Präparate in denHandel gebracht, die im Hinblick auf die nicht sichere Kenntnis von den spezifisch wirksamen Bestandteilen der Droge die Gesamtextrakte der Droge enthalten.Process for obtaining the total pigment substances of the turmeric drugs It is known to use curctuna drugs or extracts from the drugs as medicaments. Up to now, the assumption has been made that the actually active substances of the drugs are either a sesquiterpene with the composition Cis H24 (cf. Archives of the Pharmacy and Reports of the German Pharmaceutical Society, 1932, page 418) or the curcumin (see Munich Medical Weekly, 1933, page 526, left column, number 4) or z. T. the water-soluble constituents of the drug (cf. German Medical Wochenschrift, 1932, page 1721, right column, paragraph 4). For this reason, preparations for pharmaceutical purposes have been brought onto the market which, in view of the uncertain knowledge of the specifically active components of the drug, contain the total extracts of the drug.
Man hat auch bereits einen chemisch reinen Farbstoff, das Curcumin, der nach den Angaben derLiteratur bis zu o,3°4 in derDroge enthalten ist, durch Extraktion der Curcuma dornestica mit Trichloräthylen gewonnen. Hierbei werden die aus dem öligen Extrakt sich abscheidenden Farbstoffballenabgesaugt, in Alkali gelöst und durch Fällen mit Säure und wiederholter Umkristallisation das Curcumin gewonnen. Es wurde nun gefunden, daß bei diesem Verfahren erhebliche Mengen von phenolischen Farbstoffen im Öl zurückbleiben, die ähnlich wie Curcumin wirksam sind, und daß man die gesamten wirksamen Farbstoffe aus den Extrakten erhalten kann, wenn man diese vor der Abtrennung der öligen Anteile mit Alkalien behandelt.You already have a chemically pure dye, curcumin, which, according to the literature, is contained in the drug up to 0.3 ° 4 Extraction of the Turmeric dornestica obtained with trichlorethylene. Here are the from the oily extract which separates the dyestuff balls sucked off, dissolved in alkali and the curcumin is obtained by precipitation with acid and repeated recrystallization. It has now been found that significant amounts of phenolic in this process Colorings remain in the oil, which are similar to curcumin, and that you can get all the effective colorants from the extracts if you treated with alkalis before separating off the oily components.
Die Erfindung beruht also auf der Erkenntnis, daß nicht nur das Curcumin, sondern auch seine pigmentartigen Begleitstoffe therapeutisch außerordentlich wirksam sind, daß diese Begleitstoffe phenolartigen Charakter haben und daher über ihre Alkalisalze leicht zu gewinnen sind.The invention is based on the knowledge that not only curcumin, but also its pigment-like accompanying substances are extremely therapeutically effective are that these accompanying substances have phenol-like character and therefore about their Alkali salts are easy to obtain.
Das Verfahren zur Gewinnung der Gesamtpigmente der Curcuma-Droge kann beispielsweise wie folgt ausgeführt werden: Die Droge wird mit Methanol ausgezogen. Dem Methanolextrakt werden nach Verjagen des Lösungsmittels durch Digerieren mit Wasser die wasserlöslichen Bestandteile entzogen. Dann wird durch Behandeln mit Natronlauge und Äther eine Trennung in Öl (Ätherlösung) und Farbstoff (wäßrig-alka-. lische Lösung) vorgenommen. Aus der Farbstofflösung wird entweder die- Natriumverbindung unmittelbar gewonnen oder durch Säurefällung der Farbstoff abgeschieden.The process of extracting the total pigments of the turmeric drug can be for example, be carried out as follows: The drug is extracted with methanol. After the solvent has been driven off by digesting the methanol extract Water removed the water-soluble components. Then by treating with Caustic soda and ether separate into oil (ethereal solution) and dye (aqueous-alka-. solution). The dye solution either becomes the sodium compound obtained directly or deposited by acid precipitation of the dye.
Anstatt die phenolartigen Pigmentstoffe durch Fällung zu isolieren, kann man durch Behandlung der Alkalilösung mit 'Metallverbindungen die Alkalisalze der Pigmente in Metallverbindungen überführen und isolieren.Instead of isolating the phenolic pigment substances through precipitation, you can go through Treatment of the alkali solution with 'metal compounds convert the alkali salts of the pigments into metal compounds and isolate them.
Das neue Verfahren- sei an Hand eines Beispiels näher beschrieben:
Man extrahiert ioo Teile Curcuma longä mit kaltem Methanol. Aus dem Extrakt erhält
man nach dem Verdampfen des Lösungsmittels io Teile Rückstand. Dieser besteht in
der Hauptsache aus Pigmentstoffen, fetten und ätherischen Ölen, Harzen, Kohlehydraten
und Salzen von Pflanzensäuren. Mit Wasser' lassen sich daraus die Kohlehydrate und
Salze (etwa i Teil) herauslösen. Nimmt man die verbleibende Masse dann in Alther
und Natronlauge auf, so kann man mit der Ätherschicht die Öle (3,5 Teile) abtrennen,
während alle alkalilöslichen Bestandteile in der wäßrigen Schicht vereinigt sind.
Aus dieser erhält man durch Säurefällung einen Niederschlag, der zum überwiegenden
Teil aus Pigmentstoffen besteht. Durch Behandeln mit Natrium-Bicarbonat-Lösung entzieht
manHarzsäuren (o,5 Teile). Der so isolierte Komplex von amorphen, gelbbraunen Pigmenten
(5 Teile) zeigt Phenoleigenschaften und schmilzt zwischen ioo bis iao°; er ist aber
keineswegs identisch mit Curcumin (Fp. i83), das nur einer seiner Bestandteile ist.
In ..Übereinstimmung damit steht die Angabe in Wehmers Pflanzenstoffen, Seite 178
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DET43126D DE658958C (en) | 1933-10-10 | 1933-10-10 | Process for obtaining the total pigment substances in turmeric drugs |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DET43126D DE658958C (en) | 1933-10-10 | 1933-10-10 | Process for obtaining the total pigment substances in turmeric drugs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE658958C true DE658958C (en) | 1938-04-20 |
Family
ID=7561425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DET43126D Expired DE658958C (en) | 1933-10-10 | 1933-10-10 | Process for obtaining the total pigment substances in turmeric drugs |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE658958C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3340250A (en) * | 1963-09-18 | 1967-09-05 | Griffith Laboratories | Extracting values from turmeric |
| WO2010023128A1 (en) * | 2008-08-29 | 2010-03-04 | Chr. Hansen A/S | Turmeric curcumin compositions with low residual solvent |
-
1933
- 1933-10-10 DE DET43126D patent/DE658958C/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3340250A (en) * | 1963-09-18 | 1967-09-05 | Griffith Laboratories | Extracting values from turmeric |
| WO2010023128A1 (en) * | 2008-08-29 | 2010-03-04 | Chr. Hansen A/S | Turmeric curcumin compositions with low residual solvent |
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