CN103463616A - Chitosan and tripeptide composition as well as preparation method and application thereof - Google Patents
Chitosan and tripeptide composition as well as preparation method and application thereof Download PDFInfo
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- CN103463616A CN103463616A CN2013103965596A CN201310396559A CN103463616A CN 103463616 A CN103463616 A CN 103463616A CN 2013103965596 A CN2013103965596 A CN 2013103965596A CN 201310396559 A CN201310396559 A CN 201310396559A CN 103463616 A CN103463616 A CN 103463616A
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- homotaurine
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- tripeptides
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- 229920001661 Chitosan Polymers 0.000 title claims abstract description 60
- 239000000203 mixture Substances 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000007864 aqueous solution Substances 0.000 claims abstract description 16
- 208000027418 Wounds and injury Diseases 0.000 claims abstract description 11
- 208000006934 radiodermatitis Diseases 0.000 claims abstract description 9
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims abstract description 8
- 238000003756 stirring Methods 0.000 claims abstract description 8
- 239000000499 gel Substances 0.000 claims description 18
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 16
- 239000003814 drug Substances 0.000 claims description 8
- 230000035876 healing Effects 0.000 claims description 7
- 230000000474 nursing effect Effects 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 210000000589 cicatrix Anatomy 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 21
- 238000000034 method Methods 0.000 abstract description 5
- 230000001737 promoting effect Effects 0.000 abstract description 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 abstract 8
- 229960003080 taurine Drugs 0.000 abstract 4
- 230000008961 swelling Effects 0.000 abstract 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 8
- 206010052428 Wound Diseases 0.000 description 8
- 230000029663 wound healing Effects 0.000 description 7
- 201000004624 Dermatitis Diseases 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 241000699670 Mus sp. Species 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 206010008190 Cerebrovascular accident Diseases 0.000 description 3
- 241000191967 Staphylococcus aureus Species 0.000 description 3
- 208000006011 Stroke Diseases 0.000 description 3
- 230000003110 anti-inflammatory effect Effects 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 2
- 238000012449 Kunming mouse Methods 0.000 description 2
- 231100000987 absorbed dose Toxicity 0.000 description 2
- 238000010171 animal model Methods 0.000 description 2
- 230000002924 anti-infective effect Effects 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000003203 everyday effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 206010040882 skin lesion Diseases 0.000 description 2
- 231100000444 skin lesion Toxicity 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- 230000000472 traumatic effect Effects 0.000 description 2
- SNKZJIOFVMKAOJ-UHFFFAOYSA-N 3-Aminopropanesulfonate Chemical compound NCCCS(O)(=O)=O SNKZJIOFVMKAOJ-UHFFFAOYSA-N 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- 241000371997 Eriocheir sinensis Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- 206010048038 Wound infection Diseases 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- FCPVYOBCFFNJFS-LQDWTQKMSA-M benzylpenicillin sodium Chemical compound [Na+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)CC1=CC=CC=C1 FCPVYOBCFFNJFS-LQDWTQKMSA-M 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
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- 210000002421 cell wall Anatomy 0.000 description 1
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- 229940079593 drug Drugs 0.000 description 1
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- 150000004676 glycans Chemical class 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
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- 230000008733 trauma Effects 0.000 description 1
- 210000000689 upper leg Anatomy 0.000 description 1
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Abstract
The invention discloses a chitosan and glycine-L-cysteine-high taurine tripeptide composition as well as a preparation method and application thereof. The preparation method of the composition comprises the following steps of: preparing 0.01wt%-20wt% aqueous solution of glycine-L-cysteine-high taurine tripeptide; and preparing chitosan gel which contains 0.01wt%-10wt% of carboxymethyl chitosan, stirring and sufficiently swelling to form gel, adding the aqueous solution of the glycine-L-cysteine-high taurine tripeptide, stirring uniformly to obtain chitosan and glycine-L-cysteine-high taurine tripeptide gel. The composition prepared by adopting the method disclosed by the invention has better effect of preventing radiodermatitis and promoting the wound to heal in comparison with effect realized when the two are independently used.
Description
Technical field
The present invention relates to composition and method of making the same and the application of chitosan and glycine-Cys-Homotaurine tripeptides, be intended to by combination, the collaborative ability that improves two kinds of compound radioresistance dermatitis, promotes wound healing, belong to the medical material field.
Background technology
Chitin is a kind of natural polysaccharide extracted from the cell wall of the carapace of the Crustaceans such as shrimp, Eriocheir sinensis and fungus, is also that nature is only second to cellulosic second largest living resources.Chitosan is the deacetylated derivant of chitin, has good biocompatibility, biodegradability, Nantural non-toxic and multiple biological activity.In recent years, chitosan, as a kind of natural medical biological dressing, because of its antibiotic property and antiinflammatory action, gets more and more people's extensive concerning in application aspect the wound nursing.
Chinese Patent Application No.
201210534121.5structure of glycine-Cys-Homotaurine tripeptides and preparation method thereof is disclosed; and describe it in detail and treat the application in the apoplexy medicine in preparation; the medicine of glycine-Cys-anti-apoplexy prepared by the Homotaurine tripeptides has curative effect preferably; show that by zoopery glycine-Cys-Homotaurine tripeptides can improve the behavioristics of rat, play the effect for the treatment of apoplexy.
Summary of the invention
Composition and method of making the same and the application of chitosan and glycine-Cys-Homotaurine tripeptides have been the purpose of this invention is to provide; the compositions that adopts the method to prepare, possessed than the better radioresistance dermatitis of both independent uses and conglutinant effect.
Technical scheme provided by the invention is:
The combination its preparation method of chitosan and glycine-Cys-Homotaurine tripeptides is: the aqueous solution of glycine-Cys of preparation 0.01%-20%-Homotaurine tripeptides; Preparation chitosan gel rubber: containing the 0.01-10% carboxymethyl chitosan; stir and fully be swelled into gel; add the aqueous solution of glycine-Cys-Homotaurine tripeptides, stir, obtain chitosan and glycine-Cys-Homotaurine tripeptides composition gels.
Chitosan and glycine-Cys-Homotaurine three peptide combinations possess radioresistance dermatitis and promote the wound healing effect; the effect that its effect is better than using merely chitosan, uses merely glycine-Cys-Homotaurine tripeptides; experimental result is in Table 1, Fig. 1.
The present invention adopts above-mentioned technical scheme, and its advantage is: retain antibiotic, the antiinflammatory action of chitosan to skin lesion, the proliferation of composite glycine-Cys-Homotaurine tripeptides, strengthen conglutinant effect simultaneously.
Chitosan and glycine-Cys-Homotaurine three peptide combinations possess anti-infectious function, and effect is better than using merely the effect of glycine-Cys-Homotaurine tripeptides, and experimental result is in Table 2; There is the wound healing promoting effect, the effect that its effect is better than using merely chitosan, uses merely glycine-Cys-Homotaurine tripeptides, experimental result is in Table 3.
The present invention utilize chitosan bactericidal properties, anti-inflammatory and can film forming after resistance bacterium property; form the nursing film at skin lesion position and wound surface; utilize the non-oxidizability of glycine-Cys-Homotaurine tripeptides, infiltrate in tissue, promote cell proliferation, accelerate wound healing.After the chitosan film forming, can form local semiclosed environment, and strengthen the hydration of skin, can improve the percutaneous absorbability of glycine-Cys-Homotaurine tripeptides.
The accompanying drawing explanation
The effect of Fig. 1 chitosan and glycine-Cys-Homotaurine three peptide combinations, chitosan gel rubber, glycine-Cys-Homotaurine tripeptides, normal saline treating radiation dermatitis relatively.
The specific embodiment
Below in conjunction with specific embodiment, the present invention is described in detail.
Embodiment 1:
20g glycine-Cys-Homotaurine tripeptides is dissolved in the 50mL aqueous solution, prepares to obtain 40% glycine-Cys-Homotaurine tripeptides aqueous solution.The 0.1g carboxymethyl chitosan is added to 50ml water-soluble swollen, the froth breaking that spends the night, prepare to obtain 0.2% chitosan gel rubber.By above-mentioned two kinds of solution mixed in equal amounts, stir evenly, be prepared into 0.1% chitosan+20% glycine-Cys-Homotaurine three peptide combinations.
Embodiment 2:
0.01g glycine-Cys-Homotaurine tripeptides is dissolved in the 50mL aqueous solution, prepares to obtain 0.02% glycine-Cys-Homotaurine tripeptides aqueous solution.The 5g carboxymethyl chitosan is added to 50ml water-soluble swollen, the froth breaking that spends the night, prepare to obtain 10% chitosan gel rubber.By above-mentioned two kinds of solution mixed in equal amounts, stir evenly, be prepared into 10% chitosan+0.01% glycine-Cys-Homotaurine three peptide combinations.
Embodiment 3: adopt 1% chitosan+5% glycine-Cys-Homotaurine three peptide combinations, set up rat radiodermatitis model, inquire into the effect of compositions radioresistance dermatitis.
The material method
(1) experimental animal
The SD Mus, the male and female dual-purpose, provided by the Wuhan University animal testing center.
(2) test material
Reagent: carboxymethyl chitosan (pharmaceutical grade, Zhejiang Province gold shell Biochemie Co., Ltd), lot number: D061226300; Glycine-Cys-Homotaurine tripeptides, oneself is synthetic.
(3) test method
Modeling method: adopt the 6Mev electric wire, absorbed dose are 60Gy, and close rate is that 600cGy/ divides, and the right back thigh that once irradiating is exposed to rat produces 10%II degree radiodermatitis.
Grouping and administration: 24 of animals are divided into 4 groups, 6 every group at random.Model group; Model+chitosan gel rubber treatment group; Model group+glycine-Cys-Homotaurine tripeptides group; Model+chitosan+glycine-Cys-Homotaurine three peptide combinations groups; After acute radiodermatitis occurring, model group sprays normal saline in irradiated site every day, one day secondary; To medicine spraying relative medicine, in irradiated site, one day secondary.4 weeks after administration finish experiment, take pictures and calculate the dermatitis area with image software.
Statistical procedures: adopt SPSS10.0 to carry out statistical analysis as seen.Measurement data is with (χ ± S) expression, and result is carried out the t check; Enumeration data adopts X 2 test.P<0.05 is significant difference.
Experimental result
The effect research for the treatment of radiation dermatitis
Result is visible; chitosan gel rubber, glycine-Cys-Homotaurine tripeptides aqueous solution, chitosan and glycine-Cys-Homotaurine three peptide combinations all have significant therapeutic effect to radiodermatitis; and therapeutical effect is best with chitosan and glycine-Cys-Homotaurine tripeptides composition effect, the results are shown in Table 1, Fig. 1.As shown in Figure 1, through the 6Mev electric wire, the irradiation that absorbed dose are 60Gy, after 14 days, adopt relative medicine to be treated 4 weeks, and result is visible, and the average red and swollen area of normal saline group is: 0.94cm
2, separately the average red and swollen area of chitosan gel rubber group is: 0.49cm
2, separately the average red and swollen area of glycine-Cys-Homotaurine tripeptides aqueous solution is: 0.45cm
2, chitosan and glycine-Cys-Homotaurine three peptide combinations average red and swollen area be: 0.08cm
2.Show that compositions possesses the effect of radioresistance dermatitis, the effect that its effect is better than using merely chitosan, uses merely glycine-Cys-Homotaurine tripeptides
The effect of table 1. chitosan gel rubber, tripeptides aqueous solution, chitosan and tripeptides combination treatment radiodermatitis
（χ±S）
Embodiment 4: adopt 2% chitosan+2% glycine-Cys-Homotaurine three peptide combinations, set up rabbit trauma model, mouse infection model, inquire into the protective effect of compositions to wound.
The material method
(1) experimental animal
Japan large ear rabbit, the male and female dual-purpose, provided by the Wuhan University animal testing center; Kunming mice, the male and female dual-purpose, provided by the Wuhan University animal testing center.
(2) test material
Reagent: carboxymethyl chitosan (pharmaceutical grade, Zhejiang Province gold shell Biochemie Co., Ltd), lot number: D061226300; Glycine-Cys-Homotaurine tripeptides (food stage, Guangzhou Jiu Heng trade Co., Ltd), lot number: 20110302.
Medicine: penicillin sodium, Sino Pharm Group Guorui Pharmaceutical Co., Ltd provides, lot number 20070518; Gentian Violet is provided by Chemical Reagent Co., Ltd., Sinopharm Group, lot number: F20070418;
(3) test method
1. the large wound healing test of rabbit skin:
Rabbit, unhairing, excise respectively 1 * 2cm skin in the spinal column both sides, after infiltrating wound 1h with wet gauze, gives the corresponding nursing product, observes rabbit wound healing rate after 7 days.
2. mice traumatic infection test:
60 of Kunming mouses are divided at random: the pure chistosan film group; Chitosan biogum group; The normal saline group; The normal saline group.Each organizes mice along the depilation of spinal column both sides, draws # word mouth, and staphylococcus aureus bacterium liquid is smeared wound, and after connecing bacterium, 30min gives relative medicine, repeats every day once, continuously 7d.Mortality rate respectively organized in record respectively.
Experimental result
The test of mice traumatic infection
Result is visible, and staphylococcus aureus can cause that little genus is dead, and the mortality rate in 7 days is 50%, and chitosan gel rubber and chitosan+glycine-Cys-Homotaurine three peptide combinations groups can obviously be protected wound infection, and infecting mortality rate in 7 days is 20%; Glycine-Cys-Homotaurine tripeptides is without anti-infectious function, and infecting mortality rate in 7 days is 50%.The results are shown in following table 2.
Table 2. chitosan gel rubber, tripeptides aqueous solution, chitosan and three peptide combinations are to mice staphylococcus aureus wound
Infect the protective effect of mortality rate
The large wound healing examination of rabbit skin experiment
Result is visible, and 7 days normal healing rates of the large wound of rabbit are 50%; 7 days healing rates of chitosan gel rubber group are 70%; Glycine-Cys-Homotaurine tripeptides group 7 days healing rate is 60%, and chitosan+glycine-7 days healing rates of Cys-Homotaurine three peptide combinations group are 90%, the results are shown in following table 3.
Table 3. chitosan gel rubber, tripeptides aqueous solution, chitosan and three peptide combinations are observed 7 days Healings of the large wound of rabbit
| Group | 7 days healing rates (%) |
| The chitosan gel rubber group | 70 |
| The tripeptides group | 60 |
| Chitosan+tri-peptide combinations groups | 90 |
| The normal saline group | 50 |
Should be understood that, for those of ordinary skills, can be improved according to the above description or convert, and all these improvement and conversion all should belong to the protection domain of claims of the present invention.
Claims (4)
1. the preparation method of a chitosan and glycine-Cys-Homotaurine three peptide combinations, is characterized in that, preparation method is: the aqueous solution of glycine-Cys of preparation 0.01wt%-20wt%-Homotaurine tripeptides; Preparation chitosan gel rubber: containing the 0.01-10wt% carboxymethyl chitosan; stir and fully be swelled into gel; add the aqueous solution of glycine-Cys-Homotaurine tripeptides, stir, obtain chitosan and glycine-Cys-Homotaurine tripeptides composition gels.
2. preparation method according to claim 1, is characterized in that, the concentration of aqueous solution of described glycine-Cys-Homotaurine tripeptides is 2%-5%; Carboxymethyl chitosan concentration is 1-5wt%.
3. the chitosan that prepared by preparation method according to claim 1 and 2 and glycine-Cys-Homotaurine three peptide combinations.
4. compositions according to claim 3, at preparation prevention and treating radiation dermatitis, promotes the healing of wound, the medicine of the generation of minimizing cicatrix and the application in medical dressing and wound nursing agent.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105152986A (en) * | 2015-09-09 | 2015-12-16 | 武汉华纳联合药业有限公司 | Cysteine-high-taurine dipeptide, derivative of cysteine-high-taurine dipeptide and medicine purpose of cysteine-high-taurine dipeptide and derivative of cysteine-high-taurine dipeptide |
| CN106619581A (en) * | 2017-02-04 | 2017-05-10 | 青岛蓝百合生物科技有限公司 | Plaster for preventing and treating radioactive skin damage and preparation method of plaster |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102977186A (en) * | 2012-12-12 | 2013-03-20 | 武汉思达创新科技有限公司 | Glycine-L-cysteine-homotaurine tripeptide and application thereof |
-
2013
- 2013-09-04 CN CN201310396559.6A patent/CN103463616B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102977186A (en) * | 2012-12-12 | 2013-03-20 | 武汉思达创新科技有限公司 | Glycine-L-cysteine-homotaurine tripeptide and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| G.TAKE ET AL: "An investigation on skin wound healing in mice with a taurine-chitosan gel formulation", 《AMINO ACIDS 》 * |
| TIANHONG DAI ET AL: "Chitosan preparation for wounds and burns:antimicrobial and wound-healing effects", 《NIH PUBLIC ACCESS》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105152986A (en) * | 2015-09-09 | 2015-12-16 | 武汉华纳联合药业有限公司 | Cysteine-high-taurine dipeptide, derivative of cysteine-high-taurine dipeptide and medicine purpose of cysteine-high-taurine dipeptide and derivative of cysteine-high-taurine dipeptide |
| CN106619581A (en) * | 2017-02-04 | 2017-05-10 | 青岛蓝百合生物科技有限公司 | Plaster for preventing and treating radioactive skin damage and preparation method of plaster |
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| CN103463616B (en) | 2015-09-02 |
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