CN1563102A - Polysaccharide sulfate from flower of ash tree, preparation method and application - Google Patents
Polysaccharide sulfate from flower of ash tree, preparation method and application Download PDFInfo
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- CN1563102A CN1563102A CN 200410023856 CN200410023856A CN1563102A CN 1563102 A CN1563102 A CN 1563102A CN 200410023856 CN200410023856 CN 200410023856 CN 200410023856 A CN200410023856 A CN 200410023856A CN 1563102 A CN1563102 A CN 1563102A
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Abstract
The invention relates to a polyporus frondosus polysaccharide sulfate. It is characterized by that in its glycochain the glucose, mannitose and xylose are contained, its main chain is alpha-1,3-glycosidic bond, and it branched chain is alpha-1,4-glycosidic bond. When it is prepared, the polyporus frondosus water-insoluble polysaccharide is added into sulfonating agent, esterified for 2-8 hrs at 50-75 deg.C, then undergone the processes of ethyl alcohol precipitation, neutralization, washing and drying so as to obtain the invented product. the described sulfonating agent is formed from chlorosulfonic acid and methanamide or pyridine according to the ratio of 1:5-10. Said invented product structure is unique, and has immunoregulatory and anti-cancer activity. Said product preparation method is simple, easy to operate, and its raw material source is rich.
Description
Technical field
The present invention relates to a kind of fungus polysaccharide derivative and preparation method thereof and application, more specifically to a kind of grifolan sulfuric ester and preparation method thereof with improve immunity and anticancer in application.
Background technology
Grifola frondosa (Grifola.frondosa) belongs to Polyporus, and basidiomycetes for famous and precious edible and medicinal fungi, utilizes liquid fermentation process can obtain a large amount of maitake mushroom mycelias.Studies show that, contain the different polysaccharide of multiple structure in the Grifola frondosa, as water-soluble polysaccharide and water-insoluble polysaccharide etc.Contain β-1 in the water-soluble polysaccharide, the 3-glucan structure, the structure of water-insoluble polysaccharide is still indeterminate.The structure and the activity research of Grifola frondosa water-soluble polysaccharide are more, but the structure of Grifola frondosa insoluble polysaccharide and activity research are less.One piece of paper (Wuxi Light Industry Univ.'s journal, 2003) had once disclosed a kind of preparation method of grifolan sulfuric ester, and the mode of connection in the products obtained therefrom between the saccharide residue is mainly 1, the 6-glycosidic link, and monose is formed also indeterminate in the polysaccharide.At present, structure and the activity research about Grifola frondosa water-insoluble polysaccharide sulfuric ester still is not reported.
Summary of the invention
The purpose of this invention is to provide a kind of grifolan sulfuric ester and preparation method and application, can remedy the above-mentioned deficiency of prior art.
A kind of grifolan sulfuric ester is characterized in that containing glucose, seminose and wood sugar in its sugar chain, and main chain is α-1, and 3-glycosidic link, side chain are α-1, the 4-glycosidic link.
A kind of preparation method of grifolan sulfuric ester is characterized in that the Grifola frondosa water-insoluble polysaccharide is joined in the sulphonating agent, at 50-75 ℃ of following esterification 2-8 hour, and through ethanol sedimentation, neutralization, washing, drying.
The grifolan sulfuric ester is as immunomodulator.
The grifolan sulfuric ester is as antitumor drug.
Product structure uniqueness of the present invention has immunomodulatory and antitumour activity.This product preparation method is simple, operation easily, and its raw material source is abundant.
Embodiment
The invention will be further described below in conjunction with specific embodiment.
Adding 2000 ml concns in 100 gram maitake mushroom mycelias is 85% (weight percent, aqueous ethanolic solution down together), extracted 2 hours in 80 ℃, centrifugal collecting precipitation, in this precipitation, add 1500 ml distilled waters then, in 100 ℃ of refluxing extraction 2 hours, centrifugal collecting precipitation, in this precipitation, add 1500 ml concns then and be 8% the NaOH aqueous solution, extracted 8 hours in 4 ℃ of stirrings, centrifugal collection supernatant liquor, this supernatant liquor neutralizes and centrifugal collecting precipitation with dilute acetic acid, wash with water, the adding dehydrated alcohol dehydrates and obtains the Grifola frondosa water-insoluble polysaccharide.Get methane amide 60mL and place the 250mL there-necked flask, bathe cooling with cryosel, agitation condition slowly drips the 12mL chlorsulfonic acid down, and the control rate of addition makes temperature of reaction system be lower than 5 ℃, continues to stir 30min and obtains sulphonating agent.Take by weighing the above-mentioned polysaccharide that the 4g drying is pulverized, above-mentioned sulphonating agent is heated up and add above-mentioned polysaccharide, 65 ℃ of control reaction temperature, and stirring reaction 3h, reaction finish back taking-up flask and are chilled to room temperature, add 95% long-pending ethanol of tetraploid, precipitation occurs, this precipitation with the less water dissolving, is transferred pH to 8 with NaOH, alcohol precipitation is water-soluble 4 times repeatedly, promptly gets grifolan sulfuric ester of the present invention in 60 ℃ of oven dry.Molecular weight 100,000-250,000 dalton of this product, organic sulfur content 8-18%.
Methane amide described in the present embodiment can replace with pyridine; The volume ratio of chlorsulfonic acid and methane amide or pyridine is 1: 5-10, described esterification reaction temperature are 50-75 ℃, and the reaction times is 2-8 hour.
By existing method mouse has been done immunomodulatory and antitumour activity experiment with product of the present invention, the result as shown in Table 1 and Table 2.From table 1 and table 2 experimental result as can be seen, product of the present invention can obviously improve the thymus index and the spleen index of tumor-bearing mice, and inhibitory rate 51% has tangible raising immunity and antitumour activity.
Table 1 grifolan sulfuric ester is to the influence of mouse immune organ
| Group | The knurl strain | Route of administration and dosage | Thymus index (mg/g) | Spleen index (mg/g) |
| The physiological saline group | ????S180 | ????8.25 | ????1.92 | |
| Cis-platinum | ????S180 | ?ip(2mg/kg) | ????3.63 | ????0.66 |
| Lentinan | ????S180 | ?ip(2mg/kg) | ????6.67 | ????1.84 |
| The grifolan sulfuric ester | ????S180 | ?ip(1mg/kg) | ????8.61 | ????2.83 |
Table 2 grifolan sulfuric ester is to the influence of mouse tumour inhibiting rate
| Group | The knurl strain | Route of administration and dosage | Tumour inhibiting rate, % |
| The physiological saline group | ????S180 | ????0 | |
| Cis-platinum | ????S180 | ????ip(2mg/kg) | ????85 |
| Lentinan | ????S180 | ????ip(2mg/kg) | ????29 |
| The grifolan sulfuric ester | ????S180 | ????ip(1mg/kg) | ????51 |
Claims (5)
1 one kinds of grifolan sulfuric esters is characterized in that containing glucose, seminose and wood sugar in its sugar chain, and main chain is α-1, and 3-glycosidic link, side chain are Q-1, the 4-glycosidic link.
The preparation method of 2 one kinds of grifolan sulfuric esters is characterized in that the Grifola frondosa water-insoluble polysaccharide is joined in the sulphonating agent, at 50-75 ℃ of following esterification 2-8 hour, and through ethanol sedimentation, neutralization, washing, drying.
3 preparation methods as claimed in claim 2 is characterized in that described sulphonating agent is made up of chlorsulfonic acid and methane amide or pyridine, and the volume ratio of the former with the latter is 1: 5-10.
4 grifolan sulfuric esters are as immunomodulator.
5 grifolan sulfuric esters are as antitumor drug.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN 200410023856 CN1292004C (en) | 2004-03-30 | 2004-03-30 | Polysaccharide sulfate from flower of ash tree, preparation method and application |
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| CN 200410023856 CN1292004C (en) | 2004-03-30 | 2004-03-30 | Polysaccharide sulfate from flower of ash tree, preparation method and application |
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| CN1563102A true CN1563102A (en) | 2005-01-12 |
| CN1292004C CN1292004C (en) | 2006-12-27 |
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| CN 200410023856 Expired - Fee Related CN1292004C (en) | 2004-03-30 | 2004-03-30 | Polysaccharide sulfate from flower of ash tree, preparation method and application |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100404557C (en) * | 2005-12-09 | 2008-07-23 | 武汉理工大学 | Preparation method of umbellate pore fungus polysaccharide sulphate |
| CN101117354B (en) * | 2007-09-04 | 2011-01-19 | 山东师范大学 | Esterified pine pollen polysaccharide and preparation method and use thereof |
| CN102167847A (en) * | 2011-01-24 | 2011-08-31 | 杭州电子科技大学 | Chitosan and sulfating grifolan mixed gel freeze-dried sponge, and preparation method and application thereof |
| CN103804508A (en) * | 2014-03-03 | 2014-05-21 | 河南中烟工业有限责任公司 | Preparation method and application of tobacco polysaccharide sulfate |
| CN103819573A (en) * | 2014-03-07 | 2014-05-28 | 北京联合大学 | Ultrasonic wave assistant-catalyzed synthesis of grifolan sulphate |
| CN105001352A (en) * | 2015-07-14 | 2015-10-28 | 青岛海洋生物医药研究院股份有限公司 | Beta-1,3/1,6-glucan, preparation method therefor, and application thereof in preparing immune enhancement and anti-tumor medicine and functional food |
-
2004
- 2004-03-30 CN CN 200410023856 patent/CN1292004C/en not_active Expired - Fee Related
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100404557C (en) * | 2005-12-09 | 2008-07-23 | 武汉理工大学 | Preparation method of umbellate pore fungus polysaccharide sulphate |
| CN101117354B (en) * | 2007-09-04 | 2011-01-19 | 山东师范大学 | Esterified pine pollen polysaccharide and preparation method and use thereof |
| CN102167847A (en) * | 2011-01-24 | 2011-08-31 | 杭州电子科技大学 | Chitosan and sulfating grifolan mixed gel freeze-dried sponge, and preparation method and application thereof |
| CN102167847B (en) * | 2011-01-24 | 2012-07-25 | 杭州电子科技大学 | Chitosan and sulfating grifolan mixed gel freeze-dried sponge, and preparation method and application thereof |
| CN103804508A (en) * | 2014-03-03 | 2014-05-21 | 河南中烟工业有限责任公司 | Preparation method and application of tobacco polysaccharide sulfate |
| CN103804508B (en) * | 2014-03-03 | 2016-06-01 | 河南中烟工业有限责任公司 | The preparation method and its usage of a kind of tobacco Sulfate of polysaccharide |
| CN103819573A (en) * | 2014-03-07 | 2014-05-28 | 北京联合大学 | Ultrasonic wave assistant-catalyzed synthesis of grifolan sulphate |
| CN105001352A (en) * | 2015-07-14 | 2015-10-28 | 青岛海洋生物医药研究院股份有限公司 | Beta-1,3/1,6-glucan, preparation method therefor, and application thereof in preparing immune enhancement and anti-tumor medicine and functional food |
| CN105001352B (en) * | 2015-07-14 | 2017-04-26 | 青岛海大海洋生物医药销售有限公司 | Beta-1,3/1,6-glucan, preparation method therefor, and application thereof in preparing immune enhancement and anti-tumor medicine and functional food |
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| Publication number | Publication date |
|---|---|
| CN1292004C (en) | 2006-12-27 |
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Granted publication date: 20061227 Termination date: 20100330 |