CN102329266B - Preparation method of dauriciline - Google Patents
Preparation method of dauriciline Download PDFInfo
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- CN102329266B CN102329266B CN 201110143961 CN201110143961A CN102329266B CN 102329266 B CN102329266 B CN 102329266B CN 201110143961 CN201110143961 CN 201110143961 CN 201110143961 A CN201110143961 A CN 201110143961A CN 102329266 B CN102329266 B CN 102329266B
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- dauriciline
- ethanol
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Abstract
The invention discloses a preparation method of dauriciline, which is easy and convenient to operate and has small pollution and low energy consumption. The method comprises the following process steps of: adding fresh menispermum dauricum root stalks into a dilute hydrochloric acid aqueous solution of which the pH is 2-3 for soaking for 24-76 hours; squeezing; filtering; decoloring a filtrate with an active carbon column; collecting a column unloading liquid; concentrating; adding NaOH for adjusting the pH value to 12-13; adsorbing with a macroporous absorption resin column; eluting with ethanol; collecting an eluent; filtering; recovering ethanol under reduced pressure and concentrating; refrigerating; filtering; taking filter residues out; adding ethanol for dissolving; refrigerating; separating precipitates out; and drying and smashing. Due to the adoption of the method for preparing dauriciline, the product purity is high and industrial amplification is easy to realize.
Description
Technical field
The present invention relates to a kind of preparation method of dauriciline, especially a kind of preparation method who from plant, extracts dauriciline.
Background technology
Dauriciline (Dauriciline), molecular formula: C
36H
40N
2O
6, molecular weight: 596.722, CAS accession number: 21446-35-5 mainly is present in fence lichee section, the Menispermaceae various plants.Wherein with the menispermaceous plants yellow parilla
Menispermum dauricumDC. content is abundant in the rhizome, and its molecular formula is as follows.
Modern study shows that dauriciline has multiple effects such as anti-inflammatory, antitumor, antimicrobial, anti-HIV, antianaphylaxis, and it is also as the raw material that synthesizes other reactive derivative simultaneously.
The menispermaceous plants yellow parilla
Menispermum dauricumDC. dry rhizome is used as the Chinese medicine Rhizoma Menispermi and uses, and is clearing heat and detoxicating, wind-expelling pain-stopping.Be used for swelling and pain in the throat, enteritis and dysentery, rheumatic arthralgia.
In the prior art, still be not applicable to preparation technology's report of high purity dauriciline industrialized production.
Summary of the invention
Technical problem to be solved by this invention provides a kind of preparation method who is beneficial to big production operation, dauriciline that product purity is high.
For solving the problems of the technologies described above, the present invention adopts following technical proposal.
Get fresh yellow parilla rhizome, add the diluted hydrochloric acid aqueous solution that its quality 10-15 doubly measures the pH=2-3 of quality, soaked 24-76 hour, squeezing filters, and filtrate is by the activated carbon column adsorption bleaching, collected post liquid, concentrate, add NaOH and regulate pH value 12-13, adsorb by macroporous adsorptive resins, the 50-70% ethanol elution, collect 3-8 times of column volume elutriant, filter, decompression recycling ethanol also concentrates, refrigeration, filter, get filter residue, add dissolve with ethanol, refrigeration, separate out precipitation, precipitation separation, drying, pulverizing are namely.
Soak quality with diluted hydrochloric acid aqueous solution and be raw materials quality 12 times.
The diluted hydrochloric acid aqueous solution soak time is 42 hours.
Macroporous adsorbent resin is selected from a kind of in D101 type, D102 type, the AB-8 type macroporous adsorbent resin.
The wash-out concentration of ethanol is 60%.
Wash-out is 5 times of amount column volumes with the collecting amount of ethanol.
Preparation gained dauriciline can adopt following method to detect.
Test example 1 HPLC method is measured dauriciline purity.
Chromatographic condition
Chromatographic column: octadecylsilane bonding glue silica gel is weighting agent; Moving phase: the aqueous solution (46: 5: 49) of methyl alcohol-tetrahydrofuran (THF)-1% acetic acid; Flow velocity: 1mL/min; Detect wavelength: 284nm; Column temperature: 35 ℃.
Measuring method
Precision takes by weighing dauriciline 2mg, places the 50mL measuring bottle, adds people's methyl alcohol 20mL, and sonic oscillation makes dissolving, and methanol constant volume is drawn 10 μ L to scale, injects high performance liquid chromatograph, adopts normalization method working sample purity.
Adopt the present invention to prepare dauriciline, be beneficial to big production operation, energy consumption is little, pollutes little.
The present invention is further elaborated below in conjunction with embodiment, but the scope of protection of present invention is not limited to following embodiment.
Embodiment
Embodiment 1
Get fresh yellow parilla rhizome 10Kg, add the diluted hydrochloric acid aqueous solution of the pH=2-3 of 100Kg, soaked 24 hours, squeezing filters, and filtrate is by the activated carbon column adsorption bleaching, collected post liquid, concentrated, and added NaOH and regulate pH value 12-13, by the absorption of D101 type macroporous adsorptive resins, 50% ethanol elution is collected 3 times of column volume elutriants, filter, decompression recycling ethanol also concentrates refrigeration, filter, get filter residue, add dissolve with ethanol, refrigeration, separate out precipitation, precipitation separation, dry, pulverizing namely gets dauriciline 16.5g, detects through HPLC, purity be 95.7%, UV, IR, MS,
2HNMR,
13The data of its physical behavior of sign such as CNMR are consistent with prior art.
Embodiment 2
Get fresh yellow parilla rhizome 10Kg, add the diluted hydrochloric acid aqueous solution of the pH=2-3 of 150Kg, soaked 76 hours, squeezing filters, and filtrate is by the activated carbon column adsorption bleaching, collected post liquid, concentrated, and added NaOH and regulate pH value 12-13, by the absorption of D102 type macroporous adsorptive resins, 70% ethanol elution is collected 8 times of column volume elutriants, filter, decompression recycling ethanol also concentrates refrigeration, filter, get filter residue, add dissolve with ethanol, refrigeration, separate out precipitation, precipitation separation, dry, pulverizing namely gets dauriciline 17.3g, detects through HPLC, purity be 94.3%, UV, IR, MS,
2HNMR,
13The data of its physical behavior of sign such as CNMR are consistent with prior art.
Embodiment 3
Get fresh yellow parilla rhizome 10Kg, add the diluted hydrochloric acid aqueous solution of the pH=2-3 of 120 Kg, soaked 42 hours, squeezing filters, and filtrate is by the activated carbon column adsorption bleaching, collected post liquid, concentrated, and added NaOH and regulate pH value 12-13, by the absorption of AB-8 type macroporous adsorptive resins, 60% ethanol elution is collected 5 times of column volume elutriants, filter, decompression recycling ethanol also concentrates refrigeration, filter, get filter residue, add dissolve with ethanol, refrigeration, separate out precipitation, precipitation separation, drying, pulverize and namely get dauriciline 17.3g, detect through HPLC, purity is 96.8%, UV, IR, MS;
2HNMR,
13The data of its physical behavior of sign such as CNMR are consistent with prior art.
Claims (5)
1. the preparation method of a dauriciline, it is characterized in that described method is made up of the following step: get fresh yellow parilla rhizome, add the diluted hydrochloric acid aqueous solution that its quality 10-15 doubly measures the pH=2-3 of quality, soaked 24-76 hour, squeezing, filter, filtrate was collected post liquid by the activated carbon column adsorption bleaching, concentrate, add NaOH and regulate pH value 12-13, by macroporous adsorptive resins absorption, described macroporous adsorbent resin is selected from the D101 type, the D102 type, a kind of in the AB-8 type macroporous adsorbent resin, the 50-70% ethanol elution, collect 3-8 times of column volume elutriant, filter, decompression recycling ethanol also concentrates, refrigeration, filter, get filter residue, add dissolve with ethanol, refrigeration, separate out precipitation, precipitation separation, drying, pulverize namely.
2. according to the preparation method of the described a kind of dauriciline of claim 1, it is characterized in that described immersion is 12 times of raw materials quality with the quality of diluted hydrochloric acid aqueous solution.
3. according to the preparation method of the described a kind of dauriciline of claim 1, it is characterized in that described diluted hydrochloric acid aqueous solution soak time is 42 hours.
4. according to the preparation method of the described a kind of dauriciline of claim 1, it is characterized in that described macroporous adsorbent resin wash-out concentration of ethanol is 60%.
5. according to the preparation method of the described a kind of dauriciline of claim 1, it is characterized in that described macroporous adsorbent resin wash-out is 5 times of amount column volumes with the collecting amount of ethanol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110143961 CN102329266B (en) | 2011-05-31 | 2011-05-31 | Preparation method of dauriciline |
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| CN 201110143961 CN102329266B (en) | 2011-05-31 | 2011-05-31 | Preparation method of dauriciline |
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| CN102329266A CN102329266A (en) | 2012-01-25 |
| CN102329266B true CN102329266B (en) | 2013-09-04 |
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| CN 201110143961 Expired - Fee Related CN102329266B (en) | 2011-05-31 | 2011-05-31 | Preparation method of dauriciline |
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Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102961443B (en) * | 2012-12-13 | 2018-02-23 | 黑龙江大学 | Rhizoma menispermi antineoplastic extract, Preparation method and use |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1275565A (en) * | 1999-05-28 | 2000-12-06 | 同济医科大学 | Menispermum dauricum extract, its extractive process and application |
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2011
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1275565A (en) * | 1999-05-28 | 2000-12-06 | 同济医科大学 | Menispermum dauricum extract, its extractive process and application |
Non-Patent Citations (4)
| Title |
|---|
| Alcaloides de Caryomene olivascens. Nouvelles Structures Bisbenzylisoquinoleiques;MARIE LAVAULT et al.;《Chem.Pharm.Bull.》;19861231;第34卷(第3期);1148-1152 * |
| MARIE LAVAULT et al..Alcaloides de Caryomene olivascens. Nouvelles Structures Bisbenzylisoquinoleiques.《Chem.Pharm.Bull.》.1986,第34卷(第3期),1148-1152. |
| 潘锡平等.蝙蝠葛中的新生物碱——蝙蝠葛新林碱.《药学学报》.1991,第26卷(第5期),387-390. |
| 蝙蝠葛中的新生物碱——蝙蝠葛新林碱;潘锡平等;《药学学报》;19911231;第26卷(第5期);387-390 * |
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Owner name: JIANGSU FUBANG .PHARM CO., LTD. Free format text: FORMER OWNER: SUZHOU PAITENG BIOPHARMACEUTICAL TECHNOLOGY CO., LTD. Effective date: 20150721 |
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Effective date of registration: 20150721 Address after: 222500 Jiangsu city of Lianyungang province Xin'an guannaxian Town People's Road No. 3 Patentee after: Jiangsu Fubang .Pharm Co., Ltd. Address before: 215011 Jiangsu high tech Zone Suzhou City Binhe Road, No. 1326 Patentee before: Suzhou Paiteng Biopharmaceutical Technology Co., Ltd. |
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