CN103804509A - Preparation method of selenylation algal polysaccharides with high biological activity - Google Patents
Preparation method of selenylation algal polysaccharides with high biological activity Download PDFInfo
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Abstract
The invention discloses a preparation method of selenylation algal polysaccharides with high biological activity. The method comprises the following steps: measuring washed and dried eucheuma, placing the eucheuma into a reaction kettle to be stirred, extracted and filtered, decompressing and concentrating the volume by utilizing a rotating evaporation instrument, adding ethanol, stirring, and separating out the precipitate to obtain algal polysaccharides; placing the algal polysaccharides into the reaction kettle, adding 0.1 to 2% nitric acid aqueous solution, heating and stirring the mixture, adding sodium selenite and barium chloride, filtering, adding anhydrous sodium sulfate, centrifugally removing the precipitate, dialyzing the solution with the precipitate removed by utilizing convection water, and precipitating the anhydrous ethanol to obtain the selenylation algal polysaccharides. The selenylation algal polysaccharide which is formed by combining the algal polysaccharides with selenium maintains the basic architecture and physiological function of the sulphated polysaccharide. The bioavailability of the selenium and the physiological function of the selenium which is used as a necessary trace element for organism can be effectively improved by adopting the organic selenium. The selenylation algal polysaccharide is a safe, efficient and health selenium nutrition.
Description
Technical field
The present invention relates to the extraction and application of Sargassum polysaccharides and mend the synthetic of selenium material, more specifically pointing out, the present invention relates to a kind of selenizing Sargassum polysaccharides preparation method of high biological activity.
Background technology
In recent years, quantity is huge, and miscellaneous marine organisms are used widely in fields such as food, medicine, makeup and biomaterials, and oneself becomes the focus of Natural products research from marine organisms, to extract isolating biologically active material.Marine organisms are its abundant medicine resource the most strikingly, scientist has separated and has identified multiple marine natural active substance from marine organisms, wherein many have biological actions such as antibacterial, antiviral, antitumor and anticoagulation, lays the foundation for developing marine drug.Compared with the other biological macromole such as protein, fat, nucleic acid, carbohydrate has stronger wetting ability.Marine organisms, by synthetic polysaccharose substance, with the needed free water of vital movement in holder, adapt to this special environment of ocean.Every vital movements such as polysaccharide wide participation cell recognition, Growth of Cells, differentiation, metabolism, fetal development, cell carcinogenesis, virus infection and immunne response, there is the biological activitys such as antiviral, anticoagulation, antitumor, anti-mutation, antiulcer agent, anti-oxidant, hypoglycemic and reducing blood-fat, become the common focus of paying close attention to of modern medicine and functional food worker.Sargassum polysaccharides is the contained various polymeric carbohydrates of marine alga, accounts for 20 ~ 70% of dry weight, is the main component of marine alga.Since the sixties in 20th century; people find that Sargassum polysaccharides has many-sided biological activity gradually; as antiviral, antitumor, immunomodulatory, invigorating blood circulation addiction, anti-ageing and protection body cell etc., and most nontoxic, become aspect marine drug and have larger potentiality in exploitation.
Have anti-tumor activity from the polysaccharide separating in a large amount of plants, fungi, microbe, it is mainly that host mediates anti-tumor activity and realizes by strengthening host immune regulatory function, but not direct cytotoxicity killing tumor cell.As lentinan produces by activating cells poison T cell (CTL), scavenger cell, LAK, induction γ-IFN, strengthen the cell toxicant (ADCC) of antibody dependent cellular mediation, performance anti-tumor activity; In addition, lentinan can also make the vasodilation of tumor locus and hemorrhage, causes tumour hemorrhagic necrosis and degenerates completely.Panaxan can improve the activity of the NK cell of tumor-bearing mice, production of TNF induced, and the cytokine profiles generating by endogenous activates NK cell and T cell, and tumor cell line is had to killing and wounding and restraining effect in various degree.
The polysaccharide of many natural polysaccharides and chemosynthesis can suppress multiple virus, especially sulfated polysaccharides, because be a class polyanion, with negative charge, can with outer virionic membrane glycoprotein on interact with the amino-acid residue of positive charge, and structurally similar with cell surface glycosaminoglycan-Suleparoid, can compete suppressor mode with acceptor stops virus to be combined with host cell, it contains again the simulation part of many cell surface molecules simultaneously, can be directly and Cell binding, hinder viruses adsorption.Therefore, absorption and the intrusion of retrovirus and other viruses be can disturb, the reverse transcriptase activity of various retroviruss and the expression of virus antigen and viral plasmodial formation suppressed.The polysaccharide majority separating from marine organisms has highly Sulfated feature, and many algae sulfated polysaccharides have been proved has antiviral activity.
Carrageenin claims again carrageenin, carrageeman, is the lyophilic colloid being present in some red algaes, can from the red algaes such as Eucheuma muricatum (Gmel.) Web． Van Bos．, extract, and is a kind of polymer sulfated polysaccharides that has Important Economic to be worth.The red algae kind that contains carrageenin basic structure nearly more than 80 is planted, and type and quantity that different marine alga kinds contains carrageenin are different.The carrageenin in different red algaes source has different fine structures, and its colloidal property is not identical yet; Even same source, different technique extraction conditions cause different molecular weight degradations, and product property is also discrepant, and therefore carrageenin is the title of a broad sense.Various carrageenins are all linear polysaccharides that α-D-galactose unit of the β-D-semi-lactosi and the Isosorbide-5-Nitrae that are connected by 1,3--be connected is alternately formed by connecting.Wherein 1,3-connects unit and occurs with 2-and 4-sulfuric ester form, also may not exist; Isosorbide-5-Nitrae-connection unit occurs with 2-and 6-sulfuric ester form, or with 2,6-di-sulfate, or occur with forms such as 3,6-Anhydrogalactose bases.On basic polymkeric substance, substituent multiple possibility makes the diversification of forms of carrageenin, but they can regard the mutation of several desirable representative polysaccharide as, the carrageenin of having named has Kappa, Lambda, Iota, Mu, Nu, Theta, Xi type carrageenin etc.Wherein, in λ type (Lambda type) carrageenin structure 1,3-connects and Isosorbide-5-Nitrae-be connected that unit is respectively D-semi-lactosi-2-sulfate and 2,6-, bis-sulfates-D-semi-lactosi forms.
Selenium is a kind of and the closely-related trace element of vital movement; its existence form has two kinds of inorganic selenium and organoselenium; common inorganic selenium is mainly Sodium Selenite and sodium selenate; organoselenium is seleno-protein and selenium polysaccharide; selenium element has the free radical, Cell protection, antagonism toxicity of removing and improves immune function of human body, the multiple effect of waiting for a long time of protection hemopoietic function of bone marrow and potential anticancer, health care.When body lacks selenium, the lymphocytic specificity of T and cytotoxicity obviously reduce, cytophagous activity decreased, and antibody generates and reduces.Free radical and lipid peroxide have participated in the pathologic process of viral hepatitis, and liver ultrastructure generation pathologic is changed, and cause hepatocellular degeneration, and selenium can be removed free radical and lipid peroxide thereof, accelerates Hepatic function improvement, reaches the object that protects the liver anti-inflammatory.Selenium and metal have very strong avidity, it can form metal-selenium-protein complex with melts combine in human body, to excrete elements such as the virulent aluminium of human body, mercury, tin, arsenic, silver in this way, thereby, there is people selenium to be described as to " natural toxinicide ".
K-selenocarrageenan has the differentiation of promotion and suppresses division two-way function cancer cells, can regulate and control the expression of propagation and division oncogene, make cancer cells behavior to normal conversion, can suppress and the activity of the closely-related protein kinase C of cell carcinogenesis, thereby effectively anticancer internal protein is synthetic, the growth of DNA replication dna and cancer cells simultaneously.
As desirable benefit selenium product, k-selenocarrageenan has been given full play to the physiologically active of selenium and polysaccharide, make both effects mutually coordinate and strengthen: the one, k-selenocarrageenan merges the removing free radical ability of selenium and sulfated polysaccharide self to the quenching effect of free radical, effectively improve bioavailability; The 2nd, the k-selenocarrageenan of organic structure is compared with other organoselenium, and toxic side effect drops to minimum; The 3rd, there is good water-soluble and consistency; The 4th, there is significant antioxidant property.
Summary of the invention
In order to have given full play to the physiologically active of selenium and polysaccharide, the invention discloses a kind of preparation method of high biological activity selenizing Sargassum polysaccharides.
A selenizing Sargassum polysaccharides preparation method for high biological activity, concrete preparation comprises following two large steps:
(1) extraction of Sargassum polysaccharides
By weight, take 5 ~ 100 parts of clean Eucheuma muricatum (Gmel.) Web． Van Bos．s of drying, after shredding, add distilled water, be placed in reactor and stir extraction 2 ~ 4 hours, extracting solution temperature is 60 ~ 99 ℃, dacron cloth suction filtration, add water 10 ~ 100 parts of boiling waterbaths 1 ~ 2 time of filter residue, each approximately 15 minutes, suction filtration, merging filtrate, be evaporated to 1/2 ~ 1/8 of original volume with Rotary Evaporators, the extracting solution after concentrated adds 95% ethanol of 1 ~ 8 times, stirs, separate out precipitation, precipitation is placed 5 ~ 12 hours, and suction filtration, uses respectively dehydrated alcohol, washing with acetone, drying at room temperature, obtains Sargassum polysaccharides.
(2) selenizing Sargassum polysaccharides is synthetic
By weight, 1 part of Sargassum polysaccharides is put into reactor, and adding nitric acid volume fraction is 10 ~ 200 parts of 0.1 ~ 2% the aqueous solution, and heated and stirred is all dissolved polysaccharide, obtains Sargassum polysaccharides solution.Add 0.1 ~ 2 part of Sodium Selenite and 0.1 ~ 3 part of bariumchloride, be heated to 50 ~ 99 ℃ of stirring reaction 4 ~ 12h, cooling reaction solution, filtration, add the bariumchloride in appropriate anhydrous sodium sulphate precipitin reaction liquid, centrifugal go precipitation after solution flowing water is dialysed, get dialyzate add on a small quantity xitix detect, when redfree, stop dialysis, underpressure distillation to 2 ~ 40 part, dehydrated alcohol precipitation, places in refrigerator 6 ~ 12 hours, centrifugal, precipitation absolute ethanol washing, drying at room temperature, obtains selenizing Sargassum polysaccharides.
Compared with prior art, the invention has the beneficial effects as follows: (1) Sargassum polysaccharides is combined the selenizing Sargassum polysaccharides forming and has been kept basic configuration and the physiological function of sulfated polysaccharide with selenium.(2) selenizing Sargassum polysaccharides has good restraining effect to people's larynx cell carcinoma HEp-2 cell, be obviously better than the pure Sargassum polysaccharides of same concentration and Sodium Selenite, and inhibiting rate increases with concentration.(3) selenizing Sargassum polysaccharides has certain restraining effect to Leukemia K562 cell cell and human lung carcinoma cell H460 cell, therefrom concentration starts to show to the obvious restraining effect of K562 cell proliferation, and along with the rising of concentration, when concentration is 4000 μ g/mL, inhibiting rate reaches more than 88%.(4) selenium of organic has improved the bioavailable degree of selenium and the physiological function as biological essential trace element thereof very effectively, is a kind of safe, effective, healthy selemium nutrition source.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of selenizing Sargassum polysaccharides.
Embodiment
Below in conjunction with concrete embodiment, the present invention is described in further detail.Should understand embodiment below and only be not used in the restriction scope of the invention for the present invention is described.
embodiment 1
Prepare the selenizing Sargassum polysaccharides of high biological activity.
(1) extraction of Sargassum polysaccharides
By weight, take and clean the Eucheuma muricatum (Gmel.) Web． Van Bos． 10kg drying, after shredding, add 600L distilled water, be placed in reactor and stir extraction 2 hours, extracting solution temperature is 85 ℃, dacron cloth suction filtration, add water 25L boiling waterbath 1 ~ 2 time of filter residue, each approximately 15 minutes, suction filtration, merging filtrate, be evaporated to 1/3 of original volume with Rotary Evaporators, the extracting solution after concentrated adds 95% ethanol of 4 times, stirs, separate out precipitation, precipitation is placed 8 hours, and suction filtration, uses respectively dehydrated alcohol, washing with acetone, drying at room temperature, obtains Sargassum polysaccharides.
(2) selenizing Sargassum polysaccharides is synthetic
By weight, 1kg Sargassum polysaccharides is put into reactor, and adding nitric acid volume fraction is 1% aqueous solution 100L, and heated and stirred is all dissolved polysaccharide, obtains Sargassum polysaccharides solution.Add 0.8kg Sodium Selenite and 1.25kg bariumchloride, be heated to 80 ℃ of stirring reaction 8h, cooling reaction solution, filtration, add the bariumchloride in appropriate anhydrous sodium sulphate precipitin reaction liquid, centrifugal go precipitation after solution flowing water is dialysed, get dialyzate add on a small quantity xitix detect, when redfree, stop dialysis, underpressure distillation is to 15L, and dehydrated alcohol precipitation, places in refrigerator 8 hours, centrifugal, precipitation absolute ethanol washing, drying at room temperature, obtains selenizing Sargassum polysaccharides.
The selenizing Sargassum polysaccharides XMSe1 making.
embodiment 2
Prepare the selenizing Sargassum polysaccharides of high biological activity.
(1) extraction of Sargassum polysaccharides
By weight, take and clean the Eucheuma muricatum (Gmel.) Web． Van Bos． 5kg drying, after shredding, add 280L distilled water, be placed in reactor and stir extraction 2 hours, extracting solution temperature is 80 ℃, dacron cloth suction filtration, add water 12L boiling waterbath 1 ~ 2 time of filter residue, each approximately 15 minutes, suction filtration, merging filtrate, be evaporated to 1/4 of original volume with Rotary Evaporators, the extracting solution after concentrated adds 95% ethanol of 3 times, stirs, separate out precipitation, precipitation is placed 8 hours, and suction filtration, uses respectively dehydrated alcohol, washing with acetone, drying at room temperature, obtains Sargassum polysaccharides.
(2) selenizing Sargassum polysaccharides is synthetic
By weight, 1kg Sargassum polysaccharides is put into reactor, and adding nitric acid volume fraction is 1% aqueous solution 80L, and heated and stirred is all dissolved polysaccharide, obtains Sargassum polysaccharides solution.Add 0.5kg Sodium Selenite and 1.0kg bariumchloride, be heated to 75 ℃ of stirring reaction 9h, cooling reaction solution, filtration, add the bariumchloride in appropriate anhydrous sodium sulphate precipitin reaction liquid, centrifugal go precipitation after solution flowing water is dialysed, get dialyzate add on a small quantity xitix detect, when redfree, stop dialysis, underpressure distillation is to 10L, and dehydrated alcohol precipitation, places in refrigerator 8 hours, centrifugal, precipitation absolute ethanol washing, drying at room temperature, obtains selenizing Sargassum polysaccharides.
The selenizing Sargassum polysaccharides XMSe2 making.
embodiment 3
Get embodiment 1 selenizing Sargassum polysaccharides and measure its infrared spectra.
As shown in Figure of description Fig. 1, the position of the each charateristic avsorption band of selenizing Sargassum polysaccharides, the basic configuration of Sargassum polysaccharides remains unchanged, and its charateristic avsorption band is 930 and 850cm
-1strength Changes not obvious.In selenizing Sargassum polysaccharides, without free selenite radical, confirm that polysaccharide is combined rear formation chemical bond with selenite radical, rather than adsorb.
embodiment 4
Measure the restraining effect of selenizing Sargassum polysaccharides to people's larynx cell carcinoma HEp-2 cell.
MTT colorimetric analysis is measured cell inhibitory rate: logarithmic phase cell is 0.25% through trypsin massfraction) digest after (K562 cell indigestion), to get 100 μ L and be inoculated in 96 orifice plates, final concentration of cells is l*10
5/ mL; Experimental group becomes selenizing Sargassum polysaccharides doubling dilution after respective concentration gradient, adds respectively 100 μ L in each hole, and the isopyknic nutrient solution of negative control group is established 3 multiple holes for every group.Cell and tested material are in CO
2in incubator, cultivate 72 hours, finish first 4 hours every holes in cultivation and add MTT solution (5g/L) 20 μ L, continue to cultivate abandoning supernatant after 4 hours, every hole adds DMSO 200 μ L, on vibrator, fully mix l0min, after first hairpin dissolves, in microplate reader, detect wavelength 570nm, measure each hole optical density value (OD value) with reference to wavelength 655nm.According to MTT experimental result, cell inhibitory rate calculates by following formula:
Cell inhibitory rate=(control group OD value-experimental group OD value)/control group OD value * 100%
Half-inhibition concentration (IC
50)=inhibiting rate is 50% drug level
The inhibiting rate of table 1 different concns selenizing Sargassum polysaccharides to people's larynx cell carcinoma HEp-2 cell
As shown in table 1, each group of selenizing Sargassum polysaccharides is strengthened with polysaccharide concentration increase gradually to the restraining effect of HEp-2 cell, in the time that concentration exceedes 500 μ g/mL, each group OD value is all significantly lower than control group (P<0.05, P <0.01), selenizing Sargassum polysaccharides therefrom concentration starts to show to the obvious restraining effect of HEp-2 cell proliferation, and along with the rising of concentration, OD value constantly reduces, and the restraining effect of HEp-2 cell proliferation is obviously strengthened.Calculate selenizing polysaccharide regression equation, obtain the IC of selenizing Sargassum polysaccharides according to equation
50be 1805 μ g/mL, the highest inhibiting rate of selenizing Sargassum polysaccharides reaches 72.96%.
embodiment 5
Measure the restraining effect of selenizing Sargassum polysaccharides to Leukemia K562 cell.
The inhibiting rate of table 2 different concns selenizing Sargassum polysaccharides to Leukemia K562 cell
As shown in table 2, each group of selenizing Sargassum polysaccharides is strengthened with polysaccharide concentration increase gradually to the restraining effect of K562 cell, in the time that concentration exceedes 500 μ g/mL, respectively organize OD value all significantly lower than control group (P<0.05, P<0.01), visible, selenium polysaccharide I therefrom concentration starts to show to the obvious restraining effect of K562 cell proliferation, and along with the rising of concentration, OD value constantly reduces, when concentration is 4000 μ g/mL, inhibiting rate reaches 90.14%.Its IC
50be less than 1000 μ g/mL.
embodiment 6
Measure the restraining effect of selenizing Sargassum polysaccharides to human lung carcinoma cell H-460.
The inhibiting rate of table 3 different concns selenizing Sargassum polysaccharides to human lung carcinoma cell H-460
As shown in table 3, selenizing Sargassum polysaccharides is respectively organized lower concentration and middle concentration to obviously (P<0.05, P<0.01) of the restraining effect of human lung carcinoma cell H-460, and inhibiting rate increases with concentration, can reach 34.68%.
Claims (6)
1. a selenizing Sargassum polysaccharides preparation method for high biological activity, concrete preparation comprises step: the extraction of Sargassum polysaccharides and selenizing Sargassum polysaccharides synthetic.
2. a kind of selenizing Sargassum polysaccharides preparation method of high biological activity according to claim 1, it is characterized in that: the extraction of Sargassum polysaccharides, by weight, take 5 ~ 100 parts of clean Eucheuma muricatum (Gmel.) Web． Van Bos．s of drying, after shredding, add distilled water, be placed in reactor and stir extraction 2 ~ 4 hours, extracting solution temperature is 60 ~ 99 ℃, dacron cloth suction filtration, add water 10 ~ 100 parts of boiling waterbaths 1 ~ 2 time of filter residue, each approximately 15 minutes, suction filtration, merging filtrate, be evaporated to 1/2 ~ 1/8 of original volume with Rotary Evaporators, extracting solution after concentrated adds 95% ethanol of 1 ~ 8 times, stir, separate out precipitation, precipitation is placed 5 ~ 12 hours, suction filtration, use respectively dehydrated alcohol, washing with acetone, drying at room temperature, obtain Sargassum polysaccharides.
3. a kind of selenizing Sargassum polysaccharides preparation method of high biological activity according to claim 1, it is characterized in that: selenizing Sargassum polysaccharides synthetic, by weight, 1 part of Sargassum polysaccharides is put into reactor, adding nitric acid volume fraction is 10 ~ 200 parts of 0.1 ~ 2% the aqueous solution, heated and stirred is all dissolved polysaccharide, obtain Sargassum polysaccharides solution, add 0.1 ~ 2 part of Sodium Selenite and 0.1 ~ 3 part of bariumchloride, be heated to 50 ~ 99 ℃ of stirring reaction 4 ~ 12h, cooling reaction solution, filter, add the bariumchloride in appropriate anhydrous sodium sulphate precipitin reaction liquid, centrifugal go precipitation after solution flowing water is dialysed, getting dialyzate adds xitix to detect on a small quantity, when redfree, stop dialysis, underpressure distillation to 2 ~ 40 part, dehydrated alcohol precipitation, in refrigerator, place 6 ~ 12 hours, centrifugal, precipitation absolute ethanol washing, drying at room temperature, obtain selenizing Sargassum polysaccharides.
4. a kind of selenizing Sargassum polysaccharides preparation method of high biological activity according to claim 2, is characterized in that: the extraction of Sargassum polysaccharides, and extracting solution temperature is 80 ~ 90 ℃; Be evaporated to 1/3 ~ 1/4 of original volume with Rotary Evaporators.
5. a kind of selenizing Sargassum polysaccharides preparation method of high biological activity according to claim 2, is characterized in that: the extraction of Sargassum polysaccharides, by weight, the extracting solution after concentrated adds 95% ethanol of 3 ~ 4 times.
6. a kind of selenizing Sargassum polysaccharides preparation method of high biological activity according to claim 3, is characterized in that: selenizing Sargassum polysaccharides synthetic, and by weight, adding nitric acid volume fraction is 60 ~ 100 parts of 0.5 ~ 1% the aqueous solution; Add 0.5 ~ 1 part of Sodium Selenite and 0.5 ~ 2 part of bariumchloride.
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| CN104604930A (en) * | 2015-02-04 | 2015-05-13 | 青岛鹏洋生物工程有限公司 | Preparation method of plant selenium enrichment enhancer |
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| CN110742964A (en) * | 2019-11-06 | 2020-02-04 | 国泰振兴科技发展有限公司 | Medicine composition for treating lung cancer and preparation method thereof |
| CN111978420A (en) * | 2020-08-19 | 2020-11-24 | 青岛谦和信科技服务有限公司 | Preparation method of spirulina selenium polysaccharide |
| CN115736112A (en) * | 2022-11-15 | 2023-03-07 | 西北农林科技大学 | Feed additive for reducing diarrhea rate of lactating calves and preparation method thereof |
| CN115736112B (en) * | 2022-11-15 | 2024-05-14 | 西北农林科技大学 | Feed additive for reducing diarrhea rate of lactating calves and preparation method thereof |
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