CN100355790C - Method for preparing transparent zinc hyaluronic acid - Google Patents
Method for preparing transparent zinc hyaluronic acid Download PDFInfo
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- CN100355790C CN100355790C CNB2005101176011A CN200510117601A CN100355790C CN 100355790 C CN100355790 C CN 100355790C CN B2005101176011 A CNB2005101176011 A CN B2005101176011A CN 200510117601 A CN200510117601 A CN 200510117601A CN 100355790 C CN100355790 C CN 100355790C
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- zinc
- hyaluronate
- hyaluronic acid
- alcoholic solution
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Abstract
The present invention provides a method for preparing powdery hyaluronic acid zinc (also called as glass acid zinc). The hyaluronic acid zinc is the zinc salt of hyaluronic acid. The method has the step that the solid of sodium hyaluronate is directly prepared into the hyaluronic acid zinc in an ion exchanging mode by the zinc salt in an alcoholic solution. The present invention has the advantages of simple production technology, few needed devices and low production cost.
Description
Technical field
The invention belongs to the bio-pharmaceutical field, relate to a kind of preparation method of zinc hyaluronate.
Background technology
Zinc hyaluronate is hyaluronic zinc salt, the polysaccharide that hyaluronic acid (hyaluronic acid) is made up of the disaccharide repeating unit of glucuronic acid and glucosamine, be present in many reticular tissue such as skin, vitreum, umbilical cord, cartilage, knuckle synovia, and play therein preserve moisture, physiological actions such as nutrition, reparation and pre-antisitic defect, the premium properties that zinc hyaluronate has hyaluronate sodium concurrently also has the antiulcer effect of anti-inflammatory outward.
Hungary has relevant patent (patent publication No. is 1086422) to report the Powdered zinc hyaluronate preparation technology of HA-Zn, is with the hyaluronate sodium dissolving, uses organic solvent deposit behind the adding zinc salt, dehydrates afterwards; The at present domestic method of generally using is a spent ion exchange resin, earlier with the hyaluronic acid dissolving, and last ion exchange column, alcohol precipitation dehydrates again, and both common ground are need be converted under the solution state to carry out, and the production cycle is long, complex process, yield is low.Technology of the present invention by contrast is simple and direct, and it is few to take equipment, and production cost is low, and the yield height has very big superiority.
As bio-pharmaceutical, zinc hyaluronate has excellent biological compatibility, being subjected to the medical circle intensive pays close attention to, narrated the effect of zinc hyaluronate in the Chinese patent 98804672.5 to the treatment peptide ulceration, can treat stomach ulcer, duodenal ulcer and other digestive tract ulcers, have obvious superiority.Because of having stickiness, can form protective membrane on the wound surface, the wound repairing tissue promotes wound healing.To stomatocace, available film is attached on the surface of a wound of oral cavity, has the function that absorbs chronic ulcer tissue secretory product and wound repairing tissue concurrently.
The invention provides a kind of preparation method of Powdered zinc hyaluronate, in alcohol-water solution, can utilize the excess zinc ion that hyaluronate sodium is replaced into zinc hyaluronate under solid state.
Summary of the invention
The invention provides a kind of preparation method of Powdered zinc hyaluronate, in alcohol-water solution, utilize the excess zinc ion that hyaluronate sodium is replaced into zinc hyaluronate under solid state.
Organic solvent of the present invention comprises methyl alcohol and ethanol.
Zinc salt of the present invention, for zinc chloride, zinc sulfate, zinc acetate, zinc nitrate etc. can be dissolved in the inorganic or organic zinc salt of small molecules of alcohol-water solution, wide material sources are easy to get.
Its concentration of alcohol-water solution of the present invention is 40%～100% (volume fraction)
The present invention is the solid powdery product, zinc content 3%～10%.
The preparation technology of this invention zinc hyaluronate is: A. is soaked into hyaluronate sodium in the alcoholic solution of zinc salt, stirs to be beneficial to the speeding-up ion exchange, filters, and removes alcoholic solution.B. repeat A step 2～10 time, obtain the wet solid of zinc hyaluronate.C. soak the wet solid of washing zinc hyaluronate 2～10 times with the alcoholic solution that does not contain zinc salt.D. the dry zinc hyaluronate that gets.
The specific embodiment of the invention:
Following examples are for illustrating in greater detail the present invention, are not restriction the present invention.
Embodiment 1
With hyaluronate sodium 200 grams, join in 2 liters of spirituous solutions that contain 2% zinc acetate (alcoholic strength is 45%), stirred 6 hours, leave standstill, the alcohol supernatant liquor inclines, replace altogether 6 times, use 95% ethanol dehydration afterwards 5 times, to alcoholic strength 93%, centrifugal, remove ethanol, put the vacuum drying oven drying, to moisture 7%.
Detected result: viscosity: 21mm
2/ s, glucuronic acid content: 42.3%, zinc content 8.9%, sodium content: 0.2%.
Embodiment 2
With hyaluronate sodium 190 grams, stir, add 2 liters of 95% methyl alcohol that contain 3% zinc sulfate, open stirring, after 8 hours, stop to stir, the methyl alcohol supernatant liquor inclines, repeat above step, replace altogether 8 times, use the analytical pure methanol dehydration afterwards 3 times, centrifugal, remove methyl alcohol, put the vacuum drying oven drying, to moisture 7%.
Detected result: viscosity: 19mm
2/ s, glucuronic acid content: 43.1%, zinc content 6.2%, sodium content: 2.7%.
Embodiment 3
With hyaluronate sodium 150 gram, join in 2 liters of ethanolic solns that contain 5% zinc chloride 95%, stirred 10 hours, leave standstill, the alcohol supernatant liquor that inclines repeats above step, replaces altogether 8 times, uses the analytical pure ethanol dehydration afterwards 5 times, centrifugal, remove alcohol, put the vacuum drying oven drying, to moisture 7%.
Detected result: viscosity: 23mm
2/ s, glucuronic acid content: 41.9%, zinc content 9.1%, sodium content: 0.2%.
Claims (4)
1, a kind of preparation method of zinc hyaluronate is characterized in that preparation process is as follows:
(1). hyaluronate sodium is soaked in the alcoholic solution of zinc salt, stirs, filter, remove alcoholic solution; Wherein above-mentioned alcoholic solution concentration by volume umber is 40%～100%;
(2) repeating step is (1) 2～10 time, obtains the wet solid of zinc hyaluronate;
(3) soak the wet solid of washing zinc hyaluronate 2～10 times with the alcoholic solution that does not contain zinc salt;
(4) the dry zinc hyaluronate pressed powder that gets.
2, according to the preparation method of the zinc hyaluronate described in the claim 1, it is characterized in that: the zinc salt in the described step (1) is zinc chloride, zinc sulfate, zinc acetate, zinc nitrate, and its concentration in alcoholic solution is 1%～15%.
3, according to the preparation method of the zinc hyaluronate described in claim 1 or 2, it is characterized in that: described alcohol is methyl alcohol or ethanol.
4, according to the preparation method of the zinc hyaluronate described in the claim 1, it is characterized in that: zinc content is 3%～10% in the zinc hyaluronate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005101176011A CN100355790C (en) | 2005-11-04 | 2005-11-04 | Method for preparing transparent zinc hyaluronic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005101176011A CN100355790C (en) | 2005-11-04 | 2005-11-04 | Method for preparing transparent zinc hyaluronic acid |
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| Publication Number | Publication Date |
|---|---|
| CN1760214A CN1760214A (en) | 2006-04-19 |
| CN100355790C true CN100355790C (en) | 2007-12-19 |
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| Application Number | Title | Priority Date | Filing Date |
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| CNB2005101176011A Active CN100355790C (en) | 2005-11-04 | 2005-11-04 | Method for preparing transparent zinc hyaluronic acid |
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| CN (1) | CN100355790C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011061554A3 (en) * | 2009-11-18 | 2011-08-18 | Ritcher Gedeon Nyrt. | Pharmaceutical composition for the treatment of bladder disorders |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011129374A1 (en) * | 2010-04-14 | 2011-10-20 | ロート製薬株式会社 | Composition for external use for complexion improvement |
| CN102552309B (en) * | 2010-12-15 | 2013-06-05 | 北京理工大学 | Application and preparation method of gold hyaluronic acid |
| CN102584657B (en) * | 2011-12-27 | 2014-06-11 | 杭州海虹精细化工有限公司 | Preparation method of persulfide/sulfide zinc acetate |
| CN111647100B (en) * | 2020-07-14 | 2022-03-01 | 山东华熙海御生物医药有限公司 | Preparation method of high molecular weight zinc hyaluronate |
| CN116948054A (en) * | 2022-04-20 | 2023-10-27 | 华熙生物科技股份有限公司 | Preparation method and application of zinc hyaluronate |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1254285A (en) * | 1997-04-29 | 2000-05-24 | 里克特格登化工有限公司 | Use of zinc hyaluronate against peptic ulcer |
| JP2003160464A (en) * | 2001-11-28 | 2003-06-03 | Denki Kagaku Kogyo Kk | Stabilized aqueous solution composition of hyaluronic acid and/or its salt |
| WO2005032276A1 (en) * | 2003-10-08 | 2005-04-14 | Cpn Spol. S.R.O. | Dietetic preparation with hyaluronate for treatment of osteoporosis |
| CN1615159A (en) * | 2002-01-18 | 2005-05-11 | Cpn有限公司 | Preparation for healing wounds and preventing bandage adhesion to wounds |
| CN1634118A (en) * | 2004-11-05 | 2005-07-06 | 凌沛学 | Antivirus formulation containing polysaccharide polyanion zinc salt and its preparing process |
-
2005
- 2005-11-04 CN CNB2005101176011A patent/CN100355790C/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1254285A (en) * | 1997-04-29 | 2000-05-24 | 里克特格登化工有限公司 | Use of zinc hyaluronate against peptic ulcer |
| JP2003160464A (en) * | 2001-11-28 | 2003-06-03 | Denki Kagaku Kogyo Kk | Stabilized aqueous solution composition of hyaluronic acid and/or its salt |
| CN1615159A (en) * | 2002-01-18 | 2005-05-11 | Cpn有限公司 | Preparation for healing wounds and preventing bandage adhesion to wounds |
| WO2005032276A1 (en) * | 2003-10-08 | 2005-04-14 | Cpn Spol. S.R.O. | Dietetic preparation with hyaluronate for treatment of osteoporosis |
| CN1634118A (en) * | 2004-11-05 | 2005-07-06 | 凌沛学 | Antivirus formulation containing polysaccharide polyanion zinc salt and its preparing process |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011061554A3 (en) * | 2009-11-18 | 2011-08-18 | Ritcher Gedeon Nyrt. | Pharmaceutical composition for the treatment of bladder disorders |
| JP2013511504A (en) * | 2009-11-18 | 2013-04-04 | リヒター ゲデオン ニルバーノシャン ミーケデーレスベニュタールシャシャーグ | Pharmaceutical composition for the treatment of bladder disease |
| EA025141B1 (en) * | 2009-11-18 | 2016-11-30 | Рихтер Гедеон Нирт. | Use of pharmaceutical composition comprising zinc-hyaluronan complex for the prevention and treatment of cystitis, method and kit |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1760214A (en) | 2006-04-19 |
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Address after: 250014 No. 264 mountain road, Lixia District, Shandong, Ji'nan Patentee after: Shandong Freda Biopharm Co., Ltd. Address before: 250014 No. 264 mountain road, Lixia District, Shandong, Ji'nan Patentee before: Furuida Biological Chemical Co., Ltd., Shandong |
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