CN103113450A - Method of extracting and purifying betulin - Google Patents
Method of extracting and purifying betulin Download PDFInfo
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- CN103113450A CN103113450A CN 201310092276 CN201310092276A CN103113450A CN 103113450 A CN103113450 A CN 103113450A CN 201310092276 CN201310092276 CN 201310092276 CN 201310092276 A CN201310092276 A CN 201310092276A CN 103113450 A CN103113450 A CN 103113450A
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- betulin
- cortex betulae
- betulae luminiferae
- betulinic acid
- purifying
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Abstract
Betulin and betulinic acid are both rooted in natural compounds of plants. The betulin has the effects on killing bacteria, resisting ulcer and HIV virus, lowering lipid, preventing atherosclerosis, protecting alcoholic liver disease and the like. The betulinic acid and derivatives thereof have multiple bioactivities such as resisting tumor and HIV virus, diminishing inflammation, being antibiosis, killing sperms, being anti-worm, and the like, thereby being the most potential medicine for treating tumor and AIDS (Acquired Immune Deficiency Syndrome). 15-30% of betulin is contained in birch barks, the content of the betulinic acid is extremely low in the plants, and the betulinic acid comes from the synthesis taking the betulin as raw materials. The invention relates to a method of extracting and purifying betulin from birch barks. The method comprises the following steps: crushing birch barks, pretreating with alkali liquor and alcohol, extracting with an organic solvent, and washing and degreasing to obtain a crude betulin product; and performing recrystallization on the crude betulin product with a mixed solvent to obtain the product with the purity of 98%.
Description
Technical field the present invention relates to a kind of method of betulin and purifying betulin of extracting that suitable industrial production is used from Cortex Betulae Luminiferae.It is characterized in that the raw material for the preparation of original new drug raw material, pharmaceutical intermediate and functional biological material with antitumor and anti-AIDS performance.
Background technology malignant tumour and acquired immune deficiency syndrome (AIDS) have become the two large important diseases that threaten human health.In China, annual newly-increased tumour patient 1,700,000, up to 1,300,000, the main method for the treatment of at present tumour is operation, chemotherapy, radiotherapy because of the dead number of tumour.Clinical in antineoplastic natural drug camptothecine, podophyllotoxin and taxol and their some derivatives etc.; The medicine of acquired immune deficiency syndrome (AIDS) mainly contains zidovudine, delavirdine, ritonavir, Kui Nawei etc., and all there are the shortcomings such as erious adverse reaction and resistance in these medicines.Therefore, the medicine of research and development determined curative effect, antitumor and anti-AIDS that toxic side effect is low is the focus that people pay close attention to.
The betulin that derives from Cortex Betulae Luminiferae has the effects such as sterilization, antiulcer agent, antitumor, anti HIV-1 virus, lipopenicillinase, atherosclerosis.The effects such as that the betulinic acid that derives from Cortex Betulae Luminiferae has is antitumor, anti HIV-1 virus, anti-inflammatory, antibiotic, spermicide, anthelmintic are antitumor, the Anti-AIDS Drugs of tool potentiality.Betulin content in Cortex Betulae Luminiferae is 15～30%, can directly extract to obtain from Cortex Betulae Luminiferae; The content of betulinic acid in Cortex Betulae Luminiferae is 0.025%, and difficulty is extracted in industrialization.By betulin be raw material synthetic be the main source of betulinic acid.
Betulinic acid and betulin purification ratio be more difficult, the enterprise of present domestic large-scale production, and product purity rarely has and reaches 98%, and the enterprise of selling 98% purity product is all with the SILVER REAGENT production marketing, and output is very low, and price is high.Therefore, the large-scale production of betulin and betulinic acid has very high market outlook.
For the market requirement of betulin, the invention provides a kind of method of betulin and purifying betulin of extracting that suitable large-scale production is used from Cortex Betulae Luminiferae.
Summary of the invention the present invention relates to a kind of method of betulin and betulin purifying of extracting that suitable suitability for industrialized production is used from Cortex Betulae Luminiferae.This method comprises: four steps of purifying of extraction (4) betulin of pre-treatment (3) betulin of pulverizing (2) Cortex Betulae Luminiferae of (1) Cortex Betulae Luminiferae.
In the pulverising step of Cortex Betulae Luminiferae, with pulverizer, the bulk Cortex Betulae Luminiferae being broken into the length of side, to be about the square fritter of 2cm standby.
In the pre-treatment step of Cortex Betulae Luminiferae, with dry Cortex Betulae Luminiferae after pulverizing, first use 5% NaOH solution soaking, then extremely neutral with water wash, then used soaked in absolute ethyl alcohol 10 minutes, dry standby.
In the extraction step of betulin, Cortex Betulae Luminiferae dry after pre-treatment is put into reactor, add the extraction using alcohol 5～8 hours of 10 times, solids removed by filtration, the liquid distillating recovering solvent gets the solids crude product.
In the purification step of betulin, the thick product of betulin is first with ethanol or recrystallizing methanol, and then with Virahol/methanol mixed solvent recrystallization.
The raw material that embodiment the present invention is used: Cortex Betulae Luminiferae (from the Changbai Mountain, Jilin Province), methyl alcohol, ethanol, Virahol, chloroform, ether equal solvent are analyzes alcohol (Tianjin chemical reagent wholesaling firm).Fusing point is measured with the X-4 melting point apparatus.IR measures with Bio-RAD FTS135 type Fourier transformation infrared spectrometer, the KBr compressing tablet.1HNMR Varian Unity Plus-400 nmr determination, CDCl
3Be solvent, TMS is interior mark.
Implementation step is broken into the bulk Cortex Betulae Luminiferae the square fritter that the length of side is about 2cm with pulverizer, and with 5%NaOH solution soaking 12h, drip washing is extremely neutral, then rinses with dehydrated alcohol, then uses alcohol immersion 10min, drying.A certain amount of Cortex Betulae Luminiferae through pre-treatment is joined in reactor, add wherein the ethanol of 10 times of bark quality, reflux 7h, stopped heating, filtered while hot is removed solid.The insolubless such as filtrate dedusting, soil, the evaporated under reduced pressure solvent gets the betulin crude product.(1/1, v/v) mixed solvent is recrystallization solvent to the betulin crude product, and adopting solid-to-liquid ratio is 1/30, and suction filtration is dry, gets white needles betulin crystal with chloroform/methanol again.Productive rate 18%, purity 98.2%.
1H?NMR(400MHz，CDCl
3)：δ0.751(s，3H，H-24)；0.821(s，3H，H-25)；0.960(s，3H，H-23)；0.970(s，3H，H-26)；1.587(s，3H，-CH
3)；1.665(s，3H，H-30)；3.180(m，1H，H-3)；3.310(m，1H，H-28)；3.790(m，1H，H-28)；4.574(d，J＝2，1H，H-29)；4.674(d，J＝2，1H，H-29)。
Claims (6)
1. method of betulin and betulin purifying of extracting from Cortex Betulae Luminiferae that suitable suitability for industrialized production is used.Betulin has the effects such as sterilization, antiulcer agent, antitumor, anti HIV-1 virus, lipopenicillinase, atherosclerosis, protection alcoholic liver injury.Betulin is also the raw material of synthetic betulinic acid, and betulinic acid and derivative thereof have multiple biological activity, as antitumor, anti HIV-1 virus, anti-inflammatory, antibiotic, spermicide, anthelmintic etc., is antitumor, the Anti-AIDS Drugs of tool potentiality.
2. the extraction of betulin claimed in claim 1 and purification process comprise the steps: the purifying of extraction (4) betulin of pre-treatment (3) betulin of pulverizing (2) Cortex Betulae Luminiferae of (1) Cortex Betulae Luminiferae.
3. the pulverising step of Cortex Betulae Luminiferae claimed in claim 2, is characterized in that with crusher, the bulk Cortex Betulae Luminiferae being broken into the square fritter that the length of side is about 2cm.
4. Cortex Betulae Luminiferae pre-treatment step claimed in claim 2, is characterized in that dry Cortex Betulae Luminiferae after pulverizing is first used the NaOH solution soaking, and is then extremely neutral with water wash, then uses soaked in absolute ethyl alcohol, dries standby.
5. the extraction step of betulin claimed in claim 2 is characterised in that betulin is put into reactor to be extracted 5～8 hours, solids removed by filtration, and the liquid distillating recovering solvent gets the solids crude product.
6. the purification step of betulin claimed in claim 2 is characterised in that the thick product of betulin first with ethanol or recrystallizing methanol, and then with chloroform/methanol mixed solvent recrystallization.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201310092276 CN103113450A (en) | 2013-03-21 | 2013-03-21 | Method of extracting and purifying betulin |
Applications Claiming Priority (1)
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|---|---|---|---|
| CN 201310092276 CN103113450A (en) | 2013-03-21 | 2013-03-21 | Method of extracting and purifying betulin |
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| CN103113450A true CN103113450A (en) | 2013-05-22 |
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| CN 201310092276 Pending CN103113450A (en) | 2013-03-21 | 2013-03-21 | Method of extracting and purifying betulin |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108478582A (en) * | 2018-05-30 | 2018-09-04 | 上海市内分泌代谢病研究所 | Application of the betulinic acid as aliphatic acid synthase inhibitor |
| CN110092811A (en) * | 2019-06-04 | 2019-08-06 | 哈尔滨市泽尼康药业有限公司 | A kind of preparation method of betulin |
-
2013
- 2013-03-21 CN CN 201310092276 patent/CN103113450A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108478582A (en) * | 2018-05-30 | 2018-09-04 | 上海市内分泌代谢病研究所 | Application of the betulinic acid as aliphatic acid synthase inhibitor |
| CN110092811A (en) * | 2019-06-04 | 2019-08-06 | 哈尔滨市泽尼康药业有限公司 | A kind of preparation method of betulin |
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Application publication date: 20130522 |