CN104558242B - A kind of thick shell mussel polysaccharide Partial acid hydrolysis compound and the preparation method and application thereof - Google Patents
A kind of thick shell mussel polysaccharide Partial acid hydrolysis compound and the preparation method and application thereof Download PDFInfo
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Abstract
The present invention relates to pharmaceutical technology fields, and the present invention provides a kind of new preparation China East Sea thick shell mussel polysaccharide class Partial acid hydrolysis compounds.The present invention also provides the preparation methods and application in preparation of anti-tumor drugs of the thick shell mussel polysaccharide Partial acid hydrolysis compound.
Description
Technical field
The present invention relates to pharmaceutical technology fields, specifically, the present invention relates to a kind of new thick shell mussel polysaccharide part acid
Hydrolysis of compound, meanwhile, it further relates to the preparation method of the Partial acid hydrolysis polysaccharide compound and is preparing anti-tumor drug
In application.
Background technique
Mussel is marine products bivalve shellfish, is commonly called as green mouth, Hai Hong, and dried product is referred to as mussel, except amino acid rich in,
Outside carbohydrate, protein and vitamin, microelement-selenium also rich in.Mussel extract has antitumor, increase body
Immune function, reducing blood lipid, anti-aging and antiviral and antibacterial functions；Recently report mussel DNA plerosis damage with higher
Effect, therefore be expected to develop anti-tumor drug new component；The mussel adhesion egg that the mucus protein of mussel pedal gland cell secretion contains
It is white（Belong to glycoprotein）For the research and development etc. of super-strength mucus.Mussel not only has very high nutritive value, also has medicinal well
It and is kidney tonifying good medicine with dietotherapy effect, drug effect is obvious.The produced edible mussel of China coast mainly has Mytilus galloprovincialis, Trachyostracous mussel
With Perna viridis etc..Research both at home and abroad at present to the separating-purifying of mussel protein matter such as superoxide dismutase, agglutinin etc. and
Function has carried out certain research, but few for the research of mussel polysaccharide.
The mussel polysaccharide isolated and purified from the Trachyostracous mussel of the East Sea has apparent enhancing immunity of organisms effect
And the effects of internal antitumor.Proliferation is significantly inhibited to tumour cell HO-8910, MCF-7, K562 and SMMC-7721 to make
With.Xu Hongli etc. extracts China East Sea Trachyostracous mussel Thick many candies, DEAE-Sepharose, Sepharose CL-6B using hot water
Column chromatography further isolates and purifies to obtain mussel polysaccharide sterling MP-I.The research of anti tumor activity in vitro is carried out with mtt assay.As a result
Show mussel polysaccharide sterling MP-I mainly by glucose group at having different degrees of inhibiting effect to external kinds of tumor cells
（Referring to document：Xu Hongli, Guo Tingting, Guo Yifeng, Zhang Jianpeng, Feng Weihua, Jiao Ping Hua.The separation of mussel water-soluble polysaccharide MP-I
Purifying and anti tumor activity in vitro research [J] The 2nd Army Medical College journal, 2006,27（9）：998-1001.）.
Since mussel polysaccharide highly finished product are high molecular polymers, when studying its Antitumor Mechanism, due to itself
Molecular weight is larger, may have some impact on to the internal and external environment of growth of tumour cell, increase the uncertainty of result of study.
Therefore, we are by carrying out incomplete sour water solution, the digested absorption process of analogue body, thus more anti-to mussel polysaccharide
It reflects metabolic condition in mussel polysaccharide body and gos deep into illustrating its Anticancer Effect and Mechanism.
Summary of the invention
It is an object of the invention to, due to its macromolecular property, it is multiple digest and assimilate process in vivo for compound of polysaccharide
It is miscellaneous, to influence the shortcomings that its biological function plays, provide a kind of new Trachyostracous mussel Partial acid hydrolysis polysaccharide compound
And preparation method thereof；The second object of the present invention is to provide the Partial acid hydrolysis polysaccharide compound in the preparation of antitumor drugs
Application.
The purpose of the present invention is achieved by following technical proposals.
The first aspect of the present invention, the present invention provides thick shell mussel polysaccharide class compound and preparation method thereof, this method
Mainly include：
The preparation of Partial acid hydrolysis mussel polysaccharide：On the basis of experiment of single factor, for acid concentration, hydrolysis time, water
The factors such as solution temperature determine part acid hydrolysis conditions using Orthogonal Method.
Unless otherwise indicated, percentage employed in the present invention is mass percent.
The present invention provides a kind of preparation method of thick shell mussel polysaccharide Partial acid hydrolysis compound, this method includes following
Step：
A. prepared by semifinished product
Fresh mussel soft tissue homogenate, 1% methanol intermittent stirring impregnate degreasing for 24 hours, centrifuging and taking precipitating.Boiling is added to boil 5h,
It filters, residue repeats plus 3h is boiled in boiling, filters, merging filtrate.50 DEG C of reduced pressure filtrates of rotary evaporation.0.5% active carbon is de-
Color, centrifugation go to precipitate；Add ethyl alcohol to final concentration 75%, 4 DEG C of standing alcohol precipitations are stayed overnight.Precipitating is collected by centrifugation, respectively with dehydrated alcohol and
Acetone washing 2 times, much dry syrup extract.Polysaccharide water extract is dissolved in water, Sevage method removing protein, mixed liquor magnetic agitation,
Separatory funnel stratification abandons lower layer's organic solvent phase；8 times repeatedly, until interface is without white precipitate.50 DEG C of decompressions of rotary evaporation are dense
Contracting upper strata aqueous phase adds three times volume dehydrated alcohol precipitates overnight, abandons supernatant, is freeze-dried to obtain Thick many candies；
B. prepared by highly finished product
Thick many candies are dissolved in distilled water, are collected by centrifugation supernatant, insoluble matter is dissolved in distilled water in hot bath again, and centrifugation is abandoned heavy
It forms sediment, merges supernatant twice, final concentration about 0.2g/ml；Upper DEAE-Sepharose F.F XK-50 ion exchange prepares column, steams
Distilled water elution, automatic part receiver collect eluent；Phend-sulphuric acid（1:5）Tracing detection collects polysaccharide component, until sugar-free
Until wash-off, OD value is measured at 480nm, draws elution curve；Polysaccharide eluent is concentrated in vacuum freeze drying, obtains Polyose extraction
Half sterling of object；Polyoses extract is redissolved in distilled water, and precipitating is abandoned in centrifugation, and concentration about 0.2g/ml, upper Sepharose CL-6B are solidifying
Glue prepares column, distills water elution, and automatic part receiver collects eluent, and phend-sulphuric acid tracing detection collects polysaccharide component,
Until sugar-free washes out.Sepharose CL-6B gel prepares column in repetition, until HPLC detection is in single symmetrical peak.Vacuum is cold
Jelly is dried to obtain refinishing polyose product；
C. the preparation of Partial acid hydrolysis compound of polysaccharide
Refinishing polyose product 5mg/ml is dissolved in 0.9%NaCI solution, and enriching sulfuric acid to final concentration 10%, hydrolyzes 2h by 50 DEG C；Rotation
50 DEG C of reduced pressure hydrolyzates are evaporated, vacuum freeze drying obtains.
The present invention also provides the thick shell mussel polysaccharide Partial acid hydrolysis compounds being prepared according to the above method.
The second aspect of the present invention, the present invention provides above-mentioned thick shell mussel polysaccharide Partial acid hydrolysis compounds to prepare
Application in anti-tumor drug.
The anti-tumor drug, antitumor action are by inhibiting tumour cell NF- κ B p65 gene expression to rise
Effect.
The present invention has carried out the inspection of inside and outside anti-tumor activity to the thick shell mussel polysaccharide Partial acid hydrolysis compound
It surveys, it was demonstrated that the compounds of this invention has good anti-tumor activity.
Specific embodiment
Below with reference to embodiment, the present invention will be described in detail.But the following example should not be regarded as to the scope of the invention
Limitation.
Experimental method in following embodiments is unless otherwise specified conventional method.
Biomaterial and main agents in following embodiments are purchased from Chinese medicines group Shanghai branch company.
Embodiment 1：The preparation of Trachyostracous mussel Partial acid hydrolysis polysaccharide compound
Trachyostracous mussel produces Co., Ltd by Zhejiang Province Shengsi County Xiang far water and provides, and picks up from Zhejiang Province Shengsi County mussel culture water
Domain.
Taking fresh mussel soft tissue 700g, tissue mashing machine's homogenate adds 1L1% methanol to impregnate degreasing for 24 hours, 5000rpm ×
10min centrifuging and taking precipitating.Add water 5L, stir, boil 5h, filter, residue repeats plus 3h is boiled in boiling, filters, and merges filtrate twice.
50 DEG C of reduced pressure filtrates of rotary evaporation.0.5% active carbon decoloring, centrifugation go to precipitate.Add ethyl alcohol to final concentration 75%, 4 DEG C of standings
Alcohol precipitation is stayed overnight.Precipitating is collected by centrifugation, uses dehydrated alcohol and acetone washing 2 times, much dry syrup extract respectively.Polysaccharide water extract
It is dissolved in 250ml water, Sevage method removing protein（V sample:V chloroform:N-butanol=20 V:4:1）, mixed liquor magnetic agitation 0.5h, point
Liquid funnel stratification abandons lower layer's organic solvent phase（Containing a large amount of albumen）.8 times repeatedly, until interface is without white precipitate.Rotary evaporation
50 DEG C of reduced pressure upper strata aqueous phases add three times volume dehydrated alcohol precipitates overnight, abandon supernatant, are freeze-dried to obtain Thick many candies.It will be thick
Polysaccharide is dissolved in distilled water, is collected by centrifugation supernatant, and insoluble matter is dissolved in distilled water in hot bath again, and precipitating is abandoned in centrifugation, is merged twice
Supernatant, final concentration about 0.2g/ml.Upper DEAE-Sepharose F.F XK-50 ion exchange prepares column, distills water elution, from
Dynamic part receiver collects eluent.Phend-sulphuric acid（1:5）Tracing detection collects polysaccharide component, until sugar-free washes out
（OD value is measured at 480nm, draws elution curve）.Polysaccharide eluent is concentrated in vacuum freeze drying, and it is pure to obtain polyoses extract half
Product.Polyoses extract is redissolved in distilled water, and precipitating, concentration about 0.2g/ml, upper Sepharose CL-6B gel preparation are abandoned in centrifugation
Column distills water elution, and automatic part receiver collects eluent, and phend-sulphuric acid tracing detection collects polysaccharide component, until sugar-free
Until wash-off.Sepharose CL-6B gel prepares column in repetition, until HPLC detection is in single symmetrical peak.Vacuum freeze drying
Obtain refinishing polyose product.
Refinishing polyose product 5mg/ml is dissolved in 0.9%NaCI solution, and enriching sulfuric acid to final concentration 10%, hydrolyzes 2h by 50 DEG C.Rotation
50 DEG C of reduced pressure hydrolyzates are evaporated, vacuum freeze drying obtains Partial acid hydrolysis compound of polysaccharide.
Embodiment 2：The research of the anti-tumor activity of the compounds of this invention
1. tumor cell in vitro proliferation inhibition test
0.25% pancreatin digests the gastric carcinoma cells MKN-45 of logarithmic growth phase, and adjusting separately cell concentration is 2 × 105/
Ml, is inoculated in 96 orifice plates, every group of 6 repeating holes, 90 μ l of every hole, and 37 DEG C, 5%CO2Under the conditions of it is adherent for 24 hours, be added various concentration
10 μ l of polysaccharide and Partial acid hydrolysis polysaccharide solution, making final concentration is respectively 500 μ g/ml, 100 μ g/ml, 20 μ g/ml, is set simultaneously
Negative control group (physiological saline), positive controls (5-Fu) make final concentration of 5 μ g/ml.72h is cultivated after sample-adding, every hole is added
10 μ l MTT (5mg/m1) continue to cultivate 4h.Careful inhale abandons supernatant (abandoning supernatant after suspension cell centrifugation), and 100 μ are added in every hole
L10%SDS, 37 DEG C stand overnight, it is to be crystallized be completely dissolved after, with measuring each hole absorbance at enzyme-labeled immunity analyzer 590nm.
Inhibiting rate is calculated according to the following equation out.
Inhibiting rate=(OD control group-OD experimental group)/OD control group × 100%
The extracorporeal suppression tumor cell growth of Partial acid hydrolysis mussel polysaccharide the results show that mussel polysaccharide to MKN-
45 cells are inhibited, and the dosage of inhibition level and polysaccharide is positively correlated.
2. influence of the Partial acid hydrolysis mussel polysaccharide to MKN-45 cell NF- κ B p65 gene expression
P65 is a kind of important transcription factor, can by regulate and control series of genes expression participate in cell Proliferation, apoptosis and
Tumor transformation, its overexpression promote cell cycle evolution and inhibit apoptosis, play during tumor development important
Effect.0.25% pancreatin digests the MKN-45 tumour cell of logarithmic growth phase, and adjustment cell concentration is 5 × 105/ ml, is inoculated in 6
Orifice plate, 37 DEG C, 5%CO2Under the conditions of adherent growth for 24 hours, the 50 μ l of Partial acid hydrolysis mussel polysaccharide solution of various concentration is added, makes
Final concentration is respectively 500 μ g/ml, 100 μ g/ml, 20 μ g/ml, while setting negative control group (physiological saline, 50 μ l), respectively after
It is continuous culture for 24 hours, 48h.Cell is collected, western blot method detects p65 protein expression level.The experimental results showed that mussel is more
Sugar can significantly reduce p65 protein expression level.Therefore, Partial acid hydrolysis mussel polysaccharide is pressed down by reducing tumor agent p65
The growth of tumour cell processed may be one of the mechanism that it inhibits tumour growth.
The basic principles, main features and advantages of the present invention have been shown and described above.The technology of the industry
Personnel are it should be appreciated that the present invention is not limited to the above embodiments, and the above embodiments and description only describe this
The principle of invention, various changes and improvements may be made to the invention without departing from the spirit and scope of the present invention, these changes
Change and improvement all fall within the protetion scope of the claimed invention.The claimed scope of the invention by appended claims and its
Equivalent defines.
Claims (4)
1. a kind of thick shell mussel polysaccharide Partial acid hydrolysis compound, which is characterized in that the compound is according to following preparation method
It is prepared：
A. prepared by semifinished product
Fresh mussel soft tissue homogenate, 1% methanol intermittent stirring impregnate degreasing for 24 hours, centrifuging and taking precipitating；Add boiling to boil 5h, takes out
Filter, residue repeats plus 3h is boiled in boiling, filters, merging filtrate；50 DEG C of reduced pressure filtrates of rotary evaporation；0.5% active carbon decoloring,
Centrifugation goes to precipitate；Add ethyl alcohol to final concentration 75%, 4 DEG C of standing alcohol precipitations are stayed overnight；Precipitating is collected by centrifugation, uses dehydrated alcohol and third respectively
Ketone washs 2 times, much dry syrup extract；Polysaccharide water extract is dissolved in water, Sevage method removing protein, and mixed liquor magnetic agitation is divided
Liquid funnel stratification abandons lower layer's organic solvent phase；8 times repeatedly, until interface is without white precipitate；50 DEG C of rotary evaporation reduced pressures
Upper strata aqueous phase adds three times volume dehydrated alcohol precipitates overnight, abandons supernatant, is freeze-dried to obtain Thick many candies；
B. prepared by highly finished product
Thick many candies are dissolved in distilled water, are collected by centrifugation supernatant, insoluble matter is dissolved in distilled water in hot bath again, and precipitating is abandoned in centrifugation,
Merge supernatant twice, final concentration 0.2g/ml；Upper DEAE-Sepharose F.F XK-50 ion exchange prepares column, distilled water
Elution, automatic part receiver collect eluent；Phend-sulphuric acid 1:5 tracing detections collect polysaccharide component, until sugar-free wash-off is
Only, OD value is measured at 480nm, draws elution curve；Polysaccharide eluent is concentrated in vacuum freeze drying, and it is pure to obtain polyoses extract half
Product；Polyoses extract is redissolved in distilled water, and precipitating is abandoned in centrifugation, and concentration 0.2g/ml, upper Sepharose CL-6B gel prepares column,
Water elution is distilled, automatic part receiver collects eluent, and phend-sulphuric acid tracing detection collects polysaccharide component, until sugar-free is washed
Until out；Sepharose CL-6B gel prepares column in repetition, until HPLC detection is in single symmetrical peak；Vacuum freeze drying obtains
To refinishing polyose product；
C. the preparation of Partial acid hydrolysis compound of polysaccharide
Refinishing polyose product 5mg/ml is dissolved in 0.9%NaCI solution, and enriching sulfuric acid to final concentration 10%, hydrolyzes 2h by 50 DEG C；Rotation is steamed
50 DEG C of reduced pressure hydrolyzates are sent out, vacuum freeze drying obtains.
2. a kind of preparation method of thick shell mussel polysaccharide Partial acid hydrolysis compound as described in claim 1, which is characterized in that
This approach includes the following steps：
A. prepared by semifinished product
Fresh mussel soft tissue homogenate, 1% methanol intermittent stirring impregnate degreasing for 24 hours, centrifuging and taking precipitating；Add boiling to boil 5h, takes out
Filter, residue repeats plus 3h is boiled in boiling, filters, merging filtrate；50 DEG C of reduced pressure filtrates of rotary evaporation；0.5% active carbon decoloring,
Centrifugation goes to precipitate；Add ethyl alcohol to final concentration 75%, 4 DEG C of standing alcohol precipitations are stayed overnight；Precipitating is collected by centrifugation, uses dehydrated alcohol and third respectively
Ketone washs 2 times, much dry syrup extract；Polysaccharide water extract is dissolved in water, Sevage method removing protein, and mixed liquor magnetic agitation is divided
Liquid funnel stratification abandons lower layer's organic solvent phase；8 times repeatedly, until interface is without white precipitate；50 DEG C of rotary evaporation reduced pressures
Upper strata aqueous phase adds three times volume dehydrated alcohol precipitates overnight, abandons supernatant, is freeze-dried to obtain Thick many candies；
B. prepared by highly finished product
Thick many candies are dissolved in distilled water, are collected by centrifugation supernatant, insoluble matter is dissolved in distilled water in hot bath again, and precipitating is abandoned in centrifugation,
Merge supernatant twice, final concentration 0.2g/ml；Upper DEAE-Sepharose F.F XK-50 ion exchange prepares column, distilled water
Elution, automatic part receiver collect eluent；Phend-sulphuric acid 1:5 tracing detections collect polysaccharide component, until sugar-free wash-off is
Only, OD value is measured at 480nm, draws elution curve；Polysaccharide eluent is concentrated in vacuum freeze drying, and it is pure to obtain polyoses extract half
Product；Polyoses extract is redissolved in distilled water, and precipitating is abandoned in centrifugation, and concentration 0.2g/ml, upper Sepharose CL-6B gel prepares column,
Water elution is distilled, automatic part receiver collects eluent, and phend-sulphuric acid tracing detection collects polysaccharide component, until sugar-free is washed
Until out；Sepharose CL-6B gel prepares column in repetition, until HPLC detection is in single symmetrical peak；Vacuum freeze drying obtains
To refinishing polyose product；
C. the preparation of Partial acid hydrolysis compound of polysaccharide
Refinishing polyose product 5mg/ml is dissolved in 0.9%NaCI solution, and enriching sulfuric acid to final concentration 10%, hydrolyzes 2h by 50 DEG C；Rotation is steamed
50 DEG C of reduced pressure hydrolyzates are sent out, vacuum freeze drying obtains.
3. a kind of thick shell mussel polysaccharide Partial acid hydrolysis compound as described in claim 1 answering in the preparation of antitumor drugs
With.
4. according to thick shell mussel polysaccharide Partial acid hydrolysis compound as claimed in claim 3 answering in the preparation of antitumor drugs
With, which is characterized in that the anti-tumor drug inhibits NF- κ B p65 gene expression.
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| CN104825494A (en) * | 2015-04-19 | 2015-08-12 | 青岛大学 | Mussel extract and application thereof in drugs for promoting post-natal uterine contraction |
| CN105852132A (en) * | 2016-03-31 | 2016-08-17 | 浙江海洋学院 | Preparation method of thick-shell mytilus edulis polysaccharide oral liquid |
| CN107814851A (en) * | 2017-10-31 | 2018-03-20 | 海盐县凌特生物科技有限公司 | The extraction process of mussel polysaccharide |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1749283A (en) * | 2005-10-11 | 2006-03-22 | 大连轻工业学院 | Mussel polysacharide and its preparing method |
| CN101357952A (en) * | 2008-09-18 | 2009-02-04 | 中国人民解放军第二军医大学 | Polysaccharide MA from Mytilus coruscus with hypolipidemic activity and preparation method thereof |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1749283A (en) * | 2005-10-11 | 2006-03-22 | 大连轻工业学院 | Mussel polysacharide and its preparing method |
| CN101357952A (en) * | 2008-09-18 | 2009-02-04 | 中国人民解放军第二军医大学 | Polysaccharide MA from Mytilus coruscus with hypolipidemic activity and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| Characterization and protection on acute liver injury of a polysaccharide MP-I from;Hongli Xu等;《Glycobiology》;20080131;第18卷(第1期);第97-103页 * |
| 贻贝水溶性多糖MP-Ⅰ的分离纯化及体外抗肿瘤活性研究;徐红丽等;《第二军医大学学报》;20060920;第27卷(第9期);第998-1001页 * |
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