CN101177426B - Process for separating extracting spherosinin from gansu whin - Google Patents
Process for separating extracting spherosinin from gansu whin Download PDFInfo
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- CN101177426B CN101177426B CN2006101049186A CN200610104918A CN101177426B CN 101177426 B CN101177426 B CN 101177426B CN 2006101049186 A CN2006101049186 A CN 2006101049186A CN 200610104918 A CN200610104918 A CN 200610104918A CN 101177426 B CN101177426 B CN 101177426B
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- trihydroxyoctahydroindolizidine
- oxytropis kansuensis
- herba oxytropis
- chloroform
- extraction
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Abstract
The invention relates to a method for extracting swainsonine from Oxytropis kansuensis Bunge. The invention adopts the method of countercurrent extraction to degrease and remove impurity by using chloroform under acid conditions, and then countercurrent extraction is conducted using n-butyl alcohol under alkaline condition to obtain the crude products of alkaloid. Subsequently, the crude products of swainsonine is obtained by conducting chromatographic separation of the crude products of alkaloid using silica gel, and then the purified products of swainsonine is obtained through recrystallization. The purification process provided by the invention is finished by four steps with low cost of extraction, simple process and high purity, which is suitable for industrialized production.
Description
Technical field
The present invention relates to a kind of natural product extraction, separation method, particularly a kind of from Herba Oxytropis Kansuensis the processing method of separating extracting spherosinin.
Background technology
Herba Oxytropis Kansuensis (O xy trop is kansuensis) belongs to per nnial herb for the pulse family whin, mainly be distributed in ground such as China Qinghai, Gansu, Ningxia, Sichuan, Yunnan, its well developed root system, branch is leafy luxuriant, strong stress resistance, biological yield is huge, and annual all have large quantities of domestic animals to be poisoned to death in the pastoral area of its intensive growth, quite serious to the loss that local herdsman causes, be one of the most serious poisonous weeds of NORTHWEST CHINA and southwestern pastoral area harm.The research of Herba Oxytropis Kansuensis toxic ingredient is thought that trihydroxyoctahydroindolizidine (swainsonine) is its main toxic ingredient.Trihydroxyoctahydroindolizidine is a western pyridine Alkaloid in a kind of indoles of high polarity, and alpha-Mannosidase is had special restraining effect.Trihydroxyoctahydroindolizidine has obtained domestic and international researchist's concern as a kind of brand-new cancer therapy drug in recent years, and its characteristics are both to have the effect of direct killing tumour cell, have immunoregulatory two-way function again.
The main source of current separating extracting spherosinin has two kinds, and the one, from plant, extract; Another kind is to purify from beans rhizoctonia (Rhizoctonia leguminicola).Its cost of synthetic is very high.External major technique technology of separating purifying spherosinin is the lixiviate in organic solvent with plant sample or mycelium earlier, extractive substance is concentrated the laggard cation exchange resin column of crossing to be separated with the sepharose post, last recrystallization obtains trihydroxyoctahydroindolizidine, its deficiency is the extraction process complexity, the cost height can not industrial mass production.Domestic trihydroxyoctahydroindolizidine is mainly derived from from plant and extracts, and has the problems referred to above equally.The invention has the advantages that extraction route technology is simple, with low cost, be suitable for suitability for industrialized production.
Summary of the invention
At defective that exists in the above-mentioned prior art and deficiency, the object of the present invention is to provide a kind of processing method of from Herba Oxytropis Kansuensis, separating purifying spherosinin.
The present invention is a raw material with plant resources-Herba Oxytropis Kansuensis abundant on the NORTHWEST CHINA grassland, basic physical and chemical according to trihydroxyoctahydroindolizidine, adopt the method for counter-current extraction under acidic conditions, to use chloroform degreasing removal of impurities, under alkaline condition, obtain the total alkaloids crude product then with the propyl carbinol counter-current extraction.Gained total alkaloids crude product is obtained the trihydroxyoctahydroindolizidine crude product through the silica gel column chromatography separation, and recrystallization obtains the pure product of trihydroxyoctahydroindolizidine then.
The present invention adopts the organic solvent lixiviate, and technology such as counter-current extraction, silica gel column chromatography separation, recrystallization obtain trihydroxyoctahydroindolizidine at last.
Purifying technique of the present invention divided for four steps finished, and extraction cost is low, and technology is simple, the product purity height, and whole extraction process is suitable for suitability for industrialized production.
A kind of from Herba Oxytropis Kansuensis the processing method of separating extracting spherosinin, it is characterized in that this method in turn includes the following steps:
A, Herba Oxytropis Kansuensis is pulverized, carried 2-5 time, discard the material slag after the filtration, the extracting solution concentrating under reduced pressure is got the total medicinal extract of Herba Oxytropis Kansuensis with industrial alcohol heat;
B, total medicinal extract that will obtain, the water dissolution that adds 1～3 times of amount, with the acid solution adjust pH to 3-5, under acidic conditions, remove wherein oil-soluble impurities with the chloroform counter-current extraction, use the sodium hydroxide solution adjust pH to 8-10 then, use the propyl carbinol counter-current extraction, collect butanol extraction liquid, the reclaim under reduced pressure propyl carbinol gets the total alkaloids crude product;
C, the total alkaloids crude product is separated with silica gel column chromatography, sample on the dry method, chloroform-methyl alcohol-ammoniacal liquor gradient elution, thin-layer chromatography detects, and merges the trihydroxyoctahydroindolizidine part, and natural solvent flashing obtains the white powder trihydroxyoctahydroindolizidine;
D, with the white powder trihydroxyoctahydroindolizidine that obtains, adopt dissolve with methanol, obtain the pure product of trihydroxyoctahydroindolizidine of white, needle-shaped crystals to wherein adding the chloroform recrystallization again.
In the A step, the mass ratio of industrial alcohol and Herba Oxytropis Kansuensis is 1-3: 1.
The extraction yield of trihydroxyoctahydroindolizidine of the present invention is 20～30 μ g/g, compared with the prior art reduced the middle-chain that trihydroxyoctahydroindolizidine extracts, reduced production cost, be fit to industrial production and use, further promoted the industrialization of trihydroxyoctahydroindolizidine as product developments such as antitumor drug and immunostimulants.
Embodiment
Embodiment 1:
Get Herba Oxytropis Kansuensis hay 1kg, carry three times with 10 liter of 75% industrial alcohol heat, each two hours, discard the material slag after the filtration, the extracting solution concentrating under reduced pressure is got the total medicinal extract 180g of Herba Oxytropis Kansuensis, paste-forming rate 18%.In medicinal extract, add 200mL water stirring and dissolving repeatedly, regulate pH to 4, remove oil-soluble impuritieses such as chlorophyll in the medicinal extract with the chloroform counter-current extraction with concentrated hydrochloric acid.Discard chloroform, water is adjusted pH to 9 with NaOH solution, with propyl carbinol counter-current extraction extraction total alkaloids wherein.The reclaim under reduced pressure propyl carbinol obtains 11.5g total alkaloids crude product, goes out alkali content 1.15%.With alkaloid crude product dissolve with methanol, 100～200 purpose silica gel mixed samples are with 200～300 purpose silica gel dry method upper props, chloroform-methyl alcohol-ammoniacal liquor gradient elution, thin-layer chromatography detects, and merges the trihydroxyoctahydroindolizidine part, and natural solvent flashing obtains white powder trihydroxyoctahydroindolizidine 0.15g.It is dissolved in the 1mL methyl alcohol, treats that methyl alcohol evaporates into behind the 0.5ml to wherein adding 5mL chloroform recrystallization, obtain white, needle-shaped crystals 23.1mg, be trihydroxyoctahydroindolizidine, extraction yield 0.0023%.
Claims (2)
1. the processing method of a separating extracting spherosinin from Herba Oxytropis Kansuensis is characterized in that this method in turn includes the following steps:
A, Herba Oxytropis Kansuensis is pulverized, carried 2-5 time, discard the material slag after the filtration, the extracting solution concentrating under reduced pressure is got the total medicinal extract of Herba Oxytropis Kansuensis with industrial alcohol heat;
B, total medicinal extract that will obtain, the water dissolution that adds 1～3 times of amount, with the acid solution adjust pH to 3-5, under acidic conditions, remove wherein oil-soluble impurities with the chloroform counter-current extraction, use the sodium hydroxide solution adjust pH to 8-10 then, use the propyl carbinol counter-current extraction, collect butanol extraction liquid, the reclaim under reduced pressure propyl carbinol gets the total alkaloids crude product;
C, the total alkaloids crude product is separated with silica gel column chromatography, sample on the dry method, chloroform-methanol-ammoniacal liquor gradient elution, thin-layer chromatography detects, and merges the trihydroxyoctahydroindolizidine part, and natural solvent flashing obtains the white powder trihydroxyoctahydroindolizidine;
D, with the white powder trihydroxyoctahydroindolizidine that obtains, adopt dissolve with methanol, obtain the pure product of trihydroxyoctahydroindolizidine of white, needle-shaped crystals to wherein adding the chloroform recrystallization again.
2. method according to claim 1 is characterized in that in the A step mass ratio of industrial alcohol and Herba Oxytropis Kansuensis is 1-3: 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2006101049186A CN101177426B (en) | 2006-11-11 | 2006-11-11 | Process for separating extracting spherosinin from gansu whin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN2006101049186A CN101177426B (en) | 2006-11-11 | 2006-11-11 | Process for separating extracting spherosinin from gansu whin |
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| Publication Number | Publication Date |
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| CN101177426A CN101177426A (en) | 2008-05-14 |
| CN101177426B true CN101177426B (en) | 2010-09-15 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN2006101049186A Active CN101177426B (en) | 2006-11-11 | 2006-11-11 | Process for separating extracting spherosinin from gansu whin |
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Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102100725B (en) * | 2009-12-18 | 2012-05-09 | 中国科学院兰州化学物理研究所 | Preparation technology of extracting total alkaloid extraction from Gansu whin |
| CN102304126A (en) * | 2010-09-29 | 2012-01-04 | 鄂尔多斯市普众生物技术有限公司 | New process for extracting and purifying Swainsonine from plants |
| CN102329316A (en) * | 2011-07-26 | 2012-01-25 | 苏州宝泽堂医药科技有限公司 | Method for preparing spherosin |
| CN103073544B (en) * | 2011-10-25 | 2014-12-24 | 中国科学院兰州化学物理研究所 | Method for separating swainsonine by using counter-current chromatography |
| CN105481921B (en) * | 2015-12-29 | 2018-04-06 | 中国科学院西北高原生物研究所 | Compound method in chromatographic isolation whin is prepared based on parallel clastotype |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5075448A (en) * | 1989-10-20 | 1991-12-24 | Monsanto Company | Synthesis of swainsonine and analogs thereof |
| CN1191367C (en) * | 2002-05-24 | 2005-03-02 | 杨凌大农生物技术有限公司 | Process for purifying swainsonine by biofermentation |
-
2006
- 2006-11-11 CN CN2006101049186A patent/CN101177426B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5075448A (en) * | 1989-10-20 | 1991-12-24 | Monsanto Company | Synthesis of swainsonine and analogs thereof |
| CN1191367C (en) * | 2002-05-24 | 2005-03-02 | 杨凌大农生物技术有限公司 | Process for purifying swainsonine by biofermentation |
Non-Patent Citations (3)
| Title |
|---|
| 刘志滨等.《甘肃棘豆中苦马豆素提取工艺改进初报》.《西北农林科技大学学报(自然科学版)》.2006,第34卷(第1期),97－99. * |
| 葛鹏斌.《小花棘豆中苦马豆素的提取分离与结构鉴定》.《中国农学通报》.2003,第19卷(第1期),1-4. * |
| 赵俊等.甘肃棘豆草中苦马豆素的提取分离工艺比较研究.《西北植物学报》.2006,第26卷(第7期),1459-1463. * |
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| CN101177426A (en) | 2008-05-14 |
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