CN106632714A - Abalone muscle polysaccharose and preparation method and application thereof - Google Patents
Abalone muscle polysaccharose and preparation method and application thereof Download PDFInfo
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- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
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Abstract
The invention discloses abalone muscle polysaccharose and a preparation method and application thereof. The polysaccharose mainly consists of glucose and mannose, the molecular weight is 3200 Da, the main chain of the polysaccharose is composed of glucoses through first to fourth glucosidic bonds and first to sixth glucosidic bonds, the side chain of the polysaccharose is composed of first to sixth glucosidic bonds, and the saccharose residue is in alpha configuration. The abalone muscle polysaccharose extracted in the invention has a good effect of inhibiting the activity of cell growth and propagation of breast cancer and liver cancer, and plays a diversified comprehensive utilization role in product development of abalone.
Description
【Technical field】
The present invention relates to a kind of polysaccharide, more particularly to a kind of novel polysaccharide extracted from abalone muscle and its preparation technology and
Using.
【Background technology】
Abalone is described as the nutriments such as ocean ginseng, albumen, polysaccharide and bioactive ingredients help lend some impetus to human body and are good for
Health.Due to the polysaccharide in abalone source have it is good it is anti-oxidant, strengthen the functions such as immunological regulation, antitumor and anticoagulant active,
Therefore extract polysaccharide from abalone in recent years and cause extensive concern.China Patent Publication No. CN102898538 A discloses one kind
Abalone internal organ acidic polysaccharose and the health products containing it and application, its abalone internal organ polysaccharide is mainly by rhamnose, grape alditol
Acid and galactolipin are constituted, and can serve as a kind of function factor of liver protecting.However, about the structure and work(of abalone muscle polysaccharide
Can but be rarely reported.
【The content of the invention】
It is an object of the invention to provide a kind of abalone muscle polysaccharide, the polysaccharide is extracted from abalone muscle, with good
The activity that good suppression breast cancer and liver cancer cell growth is bred.
Present invention also offers the preparation technology of the abalone muscle polysaccharide and application.
Present disclosure is：
A kind of abalone muscle polysaccharide, is mainly made up of glucose and mannose, and molecular weight is 3200Da, and its main chain is by Portugal
Grape sugar is consisted of 1 → 4 glycosidic bond and 1 → 6 glycosidic bond, and side chain is made up of 1 → 6 glycosidic bond, and saccharide residue is α configurations, specifically
Structure is：
Present invention also offers the preparation method of the abalone muscle polysaccharide, step is：
1st, abalone muscle is removed after surface impurity, is blended with 2-4 times of weight cold water mix, is then stirred at 10-30 DEG C
Extraction 0.5-2h, is centrifuged 15-30min and removes after insoluble matter by 5000rpm, obtains supernatant.
2nd, the supernatant for obtaining step 1 adjusts pH to 9.0 with NaOH, then successively adds supernatant quality volume
The 1-2g/L alkali proteases and 1-2g/L clostridiopetidase As of ratio, at 45-55 DEG C 1-3h is digested.
3rd, the pH of the supernatant for being obtained step 2 with hydrochloric acid is adjusted to 6.0-7.0, then is separately added into liquid quality volume ratio
1-2g/L neutral proteinases and 1-2g/L papains, digest 1-3h at 45-55 DEG C.
4th, after enzymolysis terminates, after concentrated by rotary evaporation, absolute alcohol is added toward concentrate, makes the alcohol concentration in solution
20-40% is reached, is stood after 30-60min under normal temperature, be filtered to remove precipitation.
5th, continue to be slowly added absolute alcohol in the filtrate that step 4 is obtained, make the alcohol concentration in solution reach 80%,
Being placed on standing 8-16h at 4 DEG C can obtain the sediment of abalone muscle weight 5-6%.
6th, after distillation water dissolves of the above-mentioned sediment with 5-10 times of weight of precipitate, the 5- of solution quality volume ratio is added
The activated carbon of 20g/L, after decolouring 1-3h at 30-40 DEG C, is centrifuged 15-30min, is filtered to remove after activated carbon by 5000rpm,
Using DEAE-52 anion exchange post separations, washing separation component is collected, recycle Sephadex-G sephadex layers
Analysis purifying, finally by freeze-drying abalone muscle polysaccharide is obtained, and purity is 92%.
Present invention also offers application of the above-mentioned abalone muscle polysaccharide in treatment breast cancer medicine and health products.
Present invention also offers application of the above-mentioned abalone muscle polysaccharide in treatment liver cancer medicine and health products.
Beneficial effects of the present invention：
The abalone muscle polysaccharide that the present invention is extracted is the glucan of 3200Da, it is easy to synthesized；With good suppression mammary gland
Cancer and the activity of liver cancer cell growth breeding；The present invention specify that the molecular structure of abalone muscle polysaccharide, can provide for synthesis
With reference to；The present invention is extracted using cold water, is extracted the abalone muscle residue after polysaccharide and be can be also used for other product developments, will be played
Diversification is comprehensively utilized.
【Description of the drawings】
Fig. 1 be before abalone muscle polysaccharide methylates (a) and after methylating (b) infared spectrum；
Fig. 2 is the 1H NMR spectras of abalone muscle polysaccharide；
Fig. 3 is the 13C NMR spectras of abalone muscle polysaccharide；
Fig. 4 is the hsqc spectrum figure of abalone muscle polysaccharide；
Fig. 5 is the COSY spectrograms of abalone muscle polysaccharide；
Fig. 6 is the TOCSY spectrograms of abalone muscle polysaccharide；
Fig. 7 is the HMBC spectrograms of abalone muscle polysaccharide；
Fig. 8 is the ROESY spectrograms of abalone muscle polysaccharide；
Fig. 9 is abalone muscle polysaccharide main chain molecular structure；
Figure 10 is abalone muscle polysaccharide on human hepatoma cell (HepG2 cells) growth inhibiting impact；
Figure 11 is abalone muscle polysaccharide on human breast cancer cell's (MDA-MB-231 cells) growth inhibiting impact.
【Specific embodiment】
The present invention is described in further detail below by way of specific embodiment, below for the description of specific embodiment
It is only used for explaining the present invention, does not limit the present invention.
Embodiment 1
1st, the abalone muscle of 1kg is removed after surface impurity, is blended with 4L cold water mix, the then stirring extraction at 10 DEG C
2h, is centrifuged 15min and removes the supernatant that 4.5L is obtained after insoluble matter by 5000rpm.
2nd, the supernatant for obtaining step 1 adjusts pH to 9.0 with NaOH, then successively adds 4.5g alkali proteases
With 4.5g clostridiopetidase As, at 50 DEG C 2h is digested.
3rd, the pH of the supernatant for being obtained step 2 with hydrochloric acid is adjusted to 6.5, then be separately added into 4.5g neutral proteinases and
4.5g papains, at 50 DEG C 2h is digested.
4th, after enzymolysis terminates, by concentrated by rotary evaporation to 0.5L, the absolute alcohol of 0.33L is added toward concentrate, in normal temperature
After lower standing 30min, precipitation is filtered to remove.
5th, continue to be slowly added the absolute alcohol of 1.67L in the filtrate that step 4 is obtained, standing 8h at being placed on 4 DEG C can be with
Obtain the sediment of 50g or so.
6th, above-mentioned sediment adds the activated carbon of 5g with after the distillation water dissolves of 0.50L, after decolouring 3h at 30 DEG C, leads to
Cross 5000rpm centrifugation 15min, be filtered to remove after activated carbon, using DEAE-52 anion exchange post separations, collect washing and separate
Component, recycles Sephadex-G sephadex chromatographic purifyings, obtains 10g abalone muscle finally by freeze-drying many
Sugar, purity is 92%.
7th, phend-sulphuric acid is adopted, carries out detecting the total sugar content of abalone muscle polysaccharide using galactolipin as standard items；Adopt
Protein content is measured with Kjeldahl's method；Monose composition adopts high effective liquid chromatography for measuring；Polysaccharide structures adopt nuclear magnetic resonance
(NMR) it is analyzed；Polysaccharide is detected to the inhibitory action of tumour cell by tetrazolium salts (MTT) colorimetric method.
Embodiment 2
1st, the abalone muscle of 1kg is removed after surface impurity, is blended with 2L cold water mix, is then stirred in 20 DEG C of insulating boxs
Extraction 30min, is centrifuged 30min and removes the supernatant that 2.5L is obtained after insoluble matter by 5000rpm.
2nd, the supernatant for obtaining step 1 adjusts pH to 9.0 with NaOH, then successively adds 5.0g alkali proteases
With 5.0g clostridiopetidase As, at 45 DEG C 1h is digested.
3rd, the pH of the supernatant for being obtained step 2 with hydrochloric acid is adjusted to 6.0, then be separately added into 5.0g neutral proteinases and
5.0g papains, at 45 DEG C 1h is digested.
4th, after enzymolysis terminates, by concentrated by rotary evaporation to 0.4L, the absolute alcohol of 0.1L is added toward concentrate, under normal temperature
After standing 60min, precipitation is filtered to remove.
5th, continue to be slowly added the absolute alcohol of 1.5L in the filtrate that step 4 is obtained, standing 16h at being placed on 4 DEG C can be with
Obtain the sediment of 60g or so.
6th, above-mentioned sediment adds the activated carbon of 3g with after the distillation water dissolves of 0.30L, after decolouring 1h at 35 DEG C, leads to
Cross 5000rpm centrifugation 30min, be filtered to remove after activated carbon, using DEAE-52 anion exchange post separations, collect washing and separate
Component, recycles Sephadex-G sephadex chromatographic purifyings, obtains 11g abalone muscle finally by freeze-drying many
Sugar, purity is 92%.
7th, phend-sulphuric acid is adopted, carries out detecting the total sugar content of abalone muscle polysaccharide using galactolipin as standard items；Adopt
Protein content is measured with Kjeldahl's method；Monose composition adopts high effective liquid chromatography for measuring；Polysaccharide structures adopt nuclear magnetic resonance
(NMR) it is analyzed；Polysaccharide is detected to the inhibitory action of tumour cell by tetrazolium salts (MTT) colorimetric method.
Embodiment 3
1st, the abalone muscle of 1kg is removed after surface impurity, is blended with 3L cold water mix, is then stirred in 30 DEG C of insulating boxs
Extraction 30min, is centrifuged 25min and removes the supernatant that 3.5L is obtained after insoluble matter by 5000rpm.
2nd, the supernatant for obtaining step 1 adjusts pH to 9.0 with NaOH, then successively adds 1.75g basic proteins
Enzyme and 1.75g clostridiopetidase As, at 55 DEG C 3h is digested.
3rd, the pH of the supernatant for being obtained step 2 with hydrochloric acid is adjusted to 7.0, then be separately added into 1.75g neutral proteinases and
1.75g papains, at 55 DEG C 3h is digested.
4th, after enzymolysis terminates, by concentrated by rotary evaporation to 0.3L, the absolute alcohol of 0.13L is added toward concentrate, in normal temperature
After lower standing 60min, precipitation is filtered to remove.
5th, continue to be slowly added the absolute alcohol of 0.77L in the filtrate that step 4 is obtained, standing 12h at being placed on 4 DEG C can be with
Obtain the sediment of 60g or so.
6th, above-mentioned sediment adds the activated carbon of 12g with after the distillation water dissolves of 0.40L, after decolouring 1h at 40 DEG C, leads to
Cross 5000rpm centrifugation 25min, be filtered to remove after activated carbon, using DEAE-52 anion exchange post separations, collect washing and separate
Component, recycles Sephadex-G sephadex chromatographic purifyings, and finally by freeze-drying 11.5g abalone muscle is obtained
Polysaccharide, purity is 92%.
7th, phend-sulphuric acid is adopted, carries out detecting the total sugar content of abalone muscle polysaccharide using galactolipin as standard items；Adopt
Protein content is measured with Kjeldahl's method；Monose composition adopts high effective liquid chromatography for measuring；Polysaccharide structures adopt nuclear magnetic resonance
(NMR) it is analyzed；Polysaccharide is detected to the inhibitory action of tumour cell by tetrazolium salts (MTT) colorimetric method.
Abalone muscle polysaccharide is constituted and structural analysis
Abalone muscle polysaccharide total amount, protein content and the monose composition that above-mentioned 3 embodiments are extracted is as shown in table 1：
The chemical composition of the abalone muscle polysaccharide of table 1 and monose are constituted
According to the result of table 1, the protein content in the abalone muscle polysaccharide of 3 embodiment extractions is below 1%, and total reducing sugar contains
Amount all close 90%, and with molar ratio calculating, the abalone muscle polysaccharide contains more than 99% D-Glucose, shows this
The abalone muscle polysaccharide of bright extraction is probably a kind of glucan.In addition, the molecular weight of the abalone muscle polysaccharide for extracting is about
3200Da (data do not show).
Abalone muscle polysaccharide is methylated, after the results of FT-IR of before and after product that methylates is as shown in figure 1, methylate
Infrared spectrum is in 3400cm-1Nearby there is not peak, illustrate that abalone muscle polysaccharide methylates completely.Promoting the circulation of qi is entered to methylate
Analysis of hplc, as a result as shown in table 2：
The abalone muscle polysaccharide methylate of table 2 is analyzed
As shown in Table 2, glucose Glc detects following four of bonding：1 →, 1 → 4,1 → 6,1 → 4,6；Mannose
(Man) detected a kind of of bonding：1→2.It is similar with monose result, abalone muscle polysaccharide also detect that a small amount of side chain (1 →
2) Man, therefore the glucan that extracted abalone muscle polysaccharide is made up of D-Glucose is can consider in theory.
The architectural feature of abalone muscle polysaccharide is determined by 1D and 2D NMR spectras, such as Fig. 2 institutes,1The different head of H-NMR collection of illustrative plates
Hydrogen region observe respectively δ 5.35 (d,3JH-1,H-2=4.13Hz), not 5.33 (not dividing peak), 5.24 (d,3JH-1,H-2=
4.00Hz), 4.98ppm (d,3JH-1,H-2=4.13Hz) four anomer hydrogen signals, the saccharide residue for showing abalone muscle polysaccharide is logical
The glucosides for crossing α-configuration is bonded.
From Fig. 3's13It is observed that δ 102.83,101.39,100.76,98.58 and 94.69ppm five in C NMR spectras
Individual anomeric carbon signals, but the different Head Section in the HSQC collection of illustrative plates of Fig. 4 only observed four main intersection peaks.It can be considered that
Abalone muscle polysaccharide is made up of four saccharide residues, and corresponding different Head Section signal is respectively δ 5.35/102.83 (residue A),
5.33/100.76 (residue B), 5.24/94.68 (residue C) and 4.98/101.63ppm (residue D).Fig. 3's13C NMR spectras are also
Can illustrate that abalone muscle polysaccharide is a kind of pyranose.On the other hand, by the signal strength signal intensity and methyl of anomer hydrogen signal in Fig. 2
The result of change can by residue A, B, C, D temporary home for → 4)-α-D-Glc- (1 →, → 4,6)-α-D-Glcp- (1 →, →
6)-α-D-Glcp- (1 → and T- α-D-Glcp- (1 →.
According to the numerical value in the result and document of the hsqc spectrum figure of Fig. 4, the COSY spectrograms of Fig. 5 and the TOCSY spectrograms of Fig. 6
It is right1H NMR and13Signal in C NMR is belonged to, as a result as shown in table 3：
The ownership of the COSY of the abalone muscle polysaccharide of table 3, TOCSY and hsqc spectrum peak
Can be seen that by the data in table 313Signal value 80.80 and 80.87ppm in C NMR spectras is belonging respectively to residue
4 carbon of A and residue B, show that residue A and 4 carbon of residue B there occurs replacement.Likewise, 6 carbon of residue B and residue C
Also there occurs replacement.Thus further prove to residue A, the ownership of B, C, D is rational.Additionally, in methylated result
Detect in abalone muscle polysaccharide containing the-Man- of saccharide residue → 2) (1 →, but do not have in nmr analysis result (Fig. 2, Fig. 3)
Have and detect its signal, the too low reason of the mannose content that this is possibly due in abalone muscle polysaccharide.
It is observed that intersection peak (the A H- of the H-1 (δ 5.35ppm) and C-4 of abalone muscle polysaccharide residue radical A from Fig. 7
1/A C-1), the intersection peak (B H-4/A C-1) of the C-1 of the H-4 (δ 3.66ppm) and residue A of residue B, the H-1 (δ of residue B
5.33ppm) and residue A C-4 intersection peak (B H-1/A C-4), show residue A and residue A and residue A and residue B it
Between be all to be attached by 1,4- glycosidic bonds.
It is observed that the intersection peak of the H-6 of the H-1 (δ 5.33ppm) and residue C of abalone muscle polysaccharide residue radical A from Fig. 8
(A H-1/C H-6), the intersection peak (D H-1/B H-6) of the H-6 of the H-1 (δ 4.98ppm) and residue B of residue D, shows abalone
Between saccharide residue A and residue C and residue D and residue B in muscle polysaccharide it is attached with 1,4- glycosidic bonds.Intersect peak
A H-1/A H-4 and A H-1/B H-4 equally can be observed in ROESY collection of illustrative plates.
Based on above all of chemistry and Spectroscopic analysis results, the alpha-glucans obtained from abalone muscle is can be inferred that
A possible molecular structure such as Fig. 9：In a cycling element of abalone muscle polysaccharide structures, eight 1 are included on main chain
→ 4 glycosidic bonds and 1 → 6 glycosidic bond, three side chains are connected by 1 → 6 glycosidic bond with main chain.
Abalone muscle polysaccharide is to human breast cancer cell and the inhibition analysis of HCC
Figure 10 and Figure 11 is that abalone muscle polysaccharide is thin to human breast cancer cell's (MDA-MB-231 cells) and human hepatocellular
Born of the same parents' (HepG2 cells) growth inhibiting impact, as a result shows growth suppression of the abalone muscle polysaccharide for extracting to two kinds of tumour cells
Make of having inhibition and obvious dose-effect relationship, can apply in treatment breast cancer and liver cancer medicine and health products.
The foregoing is only illustrative, rather than for restricted person.Any spirit and scope without departing from the present invention, and to it
The equivalent modifications for carrying out or change, after being intended to be limited solely by attached claim.
Claims (4)
1. a kind of abalone muscle polysaccharide, it is characterised in that：The polysaccharide is mainly made up of glucose and mannose, and molecular weight is
3200Da, its main chain is consisted of 1 → 4 glycosidic bond and 1 → 6 glycosidic bond glucose, and side chain is made up of 1 → 6 glycosidic bond,
Saccharide residue is α configurations, and concrete structure is：
2. the preparation method of the abalone muscle polysaccharide described in a kind of claim 1, it is characterised in that：Comprise the following steps：
(1), abalone muscle is removed after surface impurity, is blended with 2-4 times of weight cold water mix, then the stirring extraction at 10-30 DEG C
0.5-2h is taken, 15-30min is centrifuged by 5000rpm and is removed after insoluble matter, obtain supernatant；
(2), the supernatant for obtaining step 1 adjusts pH to 9.0 with NaOH, then successively adds supernatant mass volume ratio
1-2g/L alkali proteases and 1-2g/L clostridiopetidase As, digest 1-3h at 45-55 DEG C；
(3), the pH of the supernatant for being obtained step 2 with hydrochloric acid is adjusted to 6.0-7.0, then is separately added into liquid quality volume ratio
1-2g/L neutral proteinases and 1-2g/L papains, at 45-55 DEG C 1-3h is digested；
(4) after, enzymolysis terminates, by concentrated by rotary evaporation, absolute alcohol is added toward concentrate, reaches the alcohol concentration in solution
20-40%, stands after 30-60min under normal temperature, is filtered to remove precipitation；
(5), continue to be slowly added absolute alcohol in the filtrate that step 4 is obtained, make the alcohol concentration in solution reach 80%, put
8-16h is stood at 4 DEG C can obtain the sediment of abalone muscle weight 5-6%；
(6), after distillation water dissolves of the above-mentioned sediment with 5-10 times of weight of precipitate, the 5-20g/ of solution quality volume ratio is added
The activated carbon of L, after decolouring 1-3h at 30-40 DEG C, is centrifuged 15-30min, is filtered to remove after activated carbon by 5000rpm, is utilized
DEAE-52 anion exchange post separations, collect washing separation component, recycle Sephadex-G sephadexs chromatography pure
Change, finally by freeze-drying abalone muscle polysaccharide is obtained, purity is 92%.
3. the abalone muscle polysaccharide described in claim 1 is preparing treatment breast cancer medicine and the application in health products.
4. the abalone muscle polysaccharide described in claim 1 is preparing treatment liver cancer medicine and the application in health products.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105087713A (en) * | 2015-09-01 | 2015-11-25 | 集美大学 | Preparation method of abalone viscera polysaccharide |
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| CN105087713A (en) * | 2015-09-01 | 2015-11-25 | 集美大学 | Preparation method of abalone viscera polysaccharide |
Non-Patent Citations (4)
| Title |
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| 张力田: "《碳水化合物化学（第1版）》", 31 October 1988, 轻工业出版社 * |
| 李明主编: "《提取技术与实例（第1版）》", 30 September 2006, 化学工业出版社 * |
| 殷红玲等: ""酶法提取鲍鱼多糖的研究"", 《食品与发酵工业》 * |
| 贾玉海主编: "《蓝色本草：中国海洋湖沼药物学（第1版）》", 30 September 1996, 学苑出版社 * |
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Application publication date: 20170510 |