RU2568998C2 - Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты - Google Patents

Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты Download PDF

Info

Publication number: RU2568998C2
Authority: RU; Russia
Prior art keywords: hyaluronic acid; crosslinked hyaluronic; composition; producing; crosslinked
Prior art date: 2013-03-27

Application number

RU2013153007/13A

Other languages

English (en)

Russian (ru)

Other versions

RU2013153007A (ru

Inventor

Джун Хо ЛИ

Чун Ли

Хан Сын ЛИ

Original Assignee

ЭлДжи ЛАЙФ САЙЕНСИЗ ЛТД.

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2013-03-27

Filing date

2013-11-29

Publication date

2015-11-20

2013-11-29 Application filed by ЭлДжи ЛАЙФ САЙЕНСИЗ ЛТД. filed Critical ЭлДжи ЛАЙФ САЙЕНСИЗ ЛТД.

2015-06-10 Publication of RU2013153007A publication Critical patent/RU2013153007A/ru

2015-11-20 Application granted granted Critical

2015-11-20 Publication of RU2568998C2 publication Critical patent/RU2568998C2/ru

Links

KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 title claims abstract description 129
229920002674 hyaluronan Polymers 0.000 title claims abstract description 128
229960003160 hyaluronic acid Drugs 0.000 title claims abstract description 127
239000000203 mixture Substances 0.000 title claims abstract description 50
238000000034 method Methods 0.000 title claims abstract description 8
238000004132 cross linking Methods 0.000 claims abstract description 17
239000003431 cross linking reagent Substances 0.000 claims abstract description 17
239000007864 aqueous solution Substances 0.000 claims abstract description 11
238000000227 grinding Methods 0.000 claims abstract description 7
239000000725 suspension Substances 0.000 claims abstract description 4
230000008961 swelling Effects 0.000 claims abstract description 4
238000005406 washing Methods 0.000 claims abstract description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
239000000243 solution Substances 0.000 claims description 7
SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical group C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 2
239000011780 sodium chloride Substances 0.000 claims description 2
102000004190 Enzymes Human genes 0.000 abstract description 9
108090000790 Enzymes Proteins 0.000 abstract description 9
230000000694 effects Effects 0.000 abstract description 2
239000000126 substance Substances 0.000 abstract description 2
239000012266 salt solution Substances 0.000 abstract 1
238000002156 mixing Methods 0.000 description 9
238000002360 preparation method Methods 0.000 description 9
230000000052 comparative effect Effects 0.000 description 8
229940088598 enzyme Drugs 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 7
238000004519 manufacturing process Methods 0.000 description 7
230000017423 tissue regeneration Effects 0.000 description 7
150000003839 salts Chemical class 0.000 description 6
WCDDVEOXEIYWFB-VXORFPGASA-N (2s,3s,4r,5r,6r)-3-[(2s,3r,5s,6r)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@@H]1C[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](C(O)=O)O[C@@H](O)[C@H](O)[C@H]1O WCDDVEOXEIYWFB-VXORFPGASA-N 0.000 description 5
239000012670 alkaline solution Substances 0.000 description 5
238000000354 decomposition reaction Methods 0.000 description 5
229940014041 hyaluronate Drugs 0.000 description 5
108010003272 Hyaluronate lyase Proteins 0.000 description 4
102000001974 Hyaluronidases Human genes 0.000 description 4
230000002051 biphasic effect Effects 0.000 description 4
229960002773 hyaluronidase Drugs 0.000 description 4
230000005923 long-lasting effect Effects 0.000 description 4
102000002274 Matrix Metalloproteinases Human genes 0.000 description 3
108010000684 Matrix Metalloproteinases Proteins 0.000 description 3
230000001939 inductive effect Effects 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
239000012267 brine Substances 0.000 description 2
239000000463 material Substances 0.000 description 2
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
239000007858 starting material Substances 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
239000004593 Epoxy Substances 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
229920002385 Sodium hyaluronate Polymers 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
230000002730 additional effect Effects 0.000 description 1
239000003513 alkali Substances 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
230000003078 antioxidant effect Effects 0.000 description 1
229920001222 biopolymer Polymers 0.000 description 1
239000007853 buffer solution Substances 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
238000004364 calculation method Methods 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
239000002537 cosmetic Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
238000006911 enzymatic reaction Methods 0.000 description 1
239000012530 fluid Substances 0.000 description 1
KIUKXJAPPMFGSW-MNSSHETKSA-N hyaluronan Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H](C(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-MNSSHETKSA-N 0.000 description 1
229940099552 hyaluronan Drugs 0.000 description 1
VJVOFLWZDWLHNR-MRCUWXFGSA-N icosan-9-yl (z)-docos-13-enoate Chemical compound CCCCCCCCCCCC(CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC VJVOFLWZDWLHNR-MRCUWXFGSA-N 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
238000011081 inoculation Methods 0.000 description 1
238000011835 investigation Methods 0.000 description 1
238000011031 large-scale manufacturing process Methods 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
229940010747 sodium hyaluronate Drugs 0.000 description 1
YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
238000004659 sterilization and disinfection Methods 0.000 description 1
238000010254 subcutaneous injection Methods 0.000 description 1
239000007929 subcutaneous injection Substances 0.000 description 1
238000012360 testing method Methods 0.000 description 1
DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
230000030968 tissue homeostasis Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Images

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Molecular Biology (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Genetics & Genomics (AREA)
Materials Engineering (AREA)
Biotechnology (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Cosmetics (AREA)
Medicinal Preparation (AREA)
Materials For Medical Uses (AREA)

RU2013153007/13A 2013-03-27 2013-11-29 Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты RU2568998C2 (ru)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
KR1020130032956A KR101869988B1 (ko)	2013-03-27	2013-03-27	점탄성 히알루론산 가교물 제조용 조성물, 및 이를 이용하여 얻은 히알루론산 가교물
KR10-2013-0032956		2013-03-27

Publications (2)

Publication Number	Publication Date
RU2013153007A RU2013153007A (ru)	2015-06-10
RU2568998C2 true RU2568998C2 (ru)	2015-11-20

Family

ID=51594442

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
RU2013153007/13A RU2568998C2 (ru)	2013-03-27	2013-11-29	Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты

Country Status (10)

Country	Link
KR (1)	KR101869988B1 (2)
CN (2)	CN110078978A (2)
AR (1)	AR093689A1 (2)
BR (1)	BR102013030668B1 (2)
IN (1)	IN2013MU03773A (2)
MX (1)	MX366526B (2)
MY (1)	MY169325A (2)
RU (1)	RU2568998C2 (2)
TR (1)	TR201313318A2 (2)
TW (1)	TWI522134B (2)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US20160268291A1 (en) *	2015-03-13	2016-09-15	Kabushiki Kaisha Toshiba	Semiconductor device and manufacturing method of semiconductor device
KR101720426B1 (ko) *	2015-09-01	2017-04-14	(주)시지바이오	히알루론산 조성물 및 그의 제조방법
TWI708607B (zh) *	2018-07-06	2020-11-01	南韓商Ｌｇ化學股份有限公司	同時具有高度黏彈性和內聚性之玻尿酸填料
EP3804770B1 (en) *	2018-07-10	2023-12-06	Lg Chem, Ltd.	Hyaluronic acid filler having high lift capacity and low injection force
TWI797405B (zh)	2018-12-21	2023-04-01	南韓商Ｌｇ化學股份有限公司	具有經改善之填充性質的包含玻尿酸水凝膠之填料
KR102395184B1 (ko) *	2020-03-10	2022-05-10	(주)메디톡스	단일상도 아니고 이성상도 아닌 히알루론산 가교체, 및 이의 용도

Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5827937A (en) *	1995-07-17	1998-10-27	Q Med Ab	Polysaccharide gel composition
RU2398566C2 (ru) *	2004-05-05	2010-09-10	Ку-Мед Аб	Применение вязкоупругой композиции по новому назначению

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ATE221086T1 (de) *	1995-11-15	2002-08-15	Seikagaku Kogyo Co Ltd	Photovernetztes hyaluronsäuregel und verfahren zu dessen herstellung
FR2811996B1 (fr) *	2000-07-19	2003-08-08	Corneal Ind	Reticulation de polysaccharide(s), preparation d'hydrogel(s) ; polysaccharide(s) et hydrogel(s) obtenus,leurs utilisations
KR101239037B1 (ko) *	2004-11-15	2013-03-04	가부시키가이샤 시세이도	가교 히알루론산 겔의 제조 방법
KR100852944B1 (ko) *	2007-02-15	2008-08-19	(주)아모레퍼시픽	화학적으로 가교된 히알루론산 하이드로겔 나노입자의제조방법
CN101244290A (zh) *	2007-11-30	2008-08-20	顾其胜	一种用于组织填充的交联透明质酸微粒凝胶的制备方法
CN101538377A (zh) *	2008-03-20	2009-09-23	上海昊海生物科技有限公司	一种交联透明质酸凝胶及其制备方法
CN101759881A (zh) *	2008-10-08	2010-06-30	上海建华精细生物制品有限公司	一种医用交联透明质酸钠凝胶衍生产品及其制备方法
CN101724164B (zh) *	2008-10-31	2011-12-14	科妍生物科技股份有限公司	交联透明质酸的制造方法
CN102188712A (zh) *	2010-03-04	2011-09-21	上海其胜生物制剂有限公司	一种可注射用凝胶微粒的制备方法
CN102120833A (zh) *	2011-01-10	2011-07-13	深圳市资福药业有限公司	一种透明质酸盐凝胶颗粒及其制备方法
CN102952275A (zh) *	2011-08-19	2013-03-06	上海建华精细生物制品有限公司	一种双相技术运用的透明质酸凝胶及其制备方法

2013
- 2013-03-27 KR KR1020130032956A patent/KR101869988B1/ko active Active
- 2013-11-13 TW TW102141213A patent/TWI522134B/zh active
- 2013-11-14 MY MYPI2013702159A patent/MY169325A/en unknown
- 2013-11-15 TR TR2013/13318A patent/TR201313318A2/tr unknown
- 2013-11-26 MX MX2013013828A patent/MX366526B/es active IP Right Grant
- 2013-11-28 BR BR102013030668A patent/BR102013030668B1/pt active IP Right Grant
- 2013-11-29 AR ARP130104435A patent/AR093689A1/es active IP Right Grant
- 2013-11-29 CN CN201811531607.7A patent/CN110078978A/zh active Pending
- 2013-11-29 CN CN201310631346.7A patent/CN104072814A/zh active Pending
- 2013-11-29 RU RU2013153007/13A patent/RU2568998C2/ru active
- 2013-12-02 IN IN3773MU2013 patent/IN2013MU03773A/en unknown

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5827937A (en) *	1995-07-17	1998-10-27	Q Med Ab	Polysaccharide gel composition
RU2398566C2 (ru) *	2004-05-05	2010-09-10	Ку-Мед Аб	Применение вязкоупругой композиции по новому назначению

Also Published As

Publication number	Publication date
BR102013030668B1 (pt)	2020-04-07
MX2013013828A (es)	2014-09-26
RU2013153007A (ru)	2015-06-10
CN104072814A (zh)	2014-10-01
TW201436827A (zh)	2014-10-01
CN110078978A (zh)	2019-08-02
BR102013030668A8 (pt)	2018-05-08
KR20140117956A (ko)	2014-10-08
BR102013030668A2 (pt)	2015-08-04
IN2013MU03773A (2)	2015-08-07
TR201313318A2 (tr)	2014-10-21
AR093689A1 (es)	2015-06-17
TWI522134B (zh)	2016-02-21
KR101869988B1 (ko)	2018-06-21
MY169325A (en)	2019-03-21
MX366526B (es)	2019-07-11

Legal Events

Date	Code	Title	Description
2018-01-18	PD4A	Correction of name of patent owner
2018-02-13	PC43	Official registration of the transfer of the exclusive right without contract for inventions	Effective date: 20180213

Publication	Publication Date	Title
RU2568998C2 (ru)	2015-11-20	Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты
KR102076337B1 (ko)	2020-02-11	히알루론산 유도체 및 dna 분획물이 포함된 히알루론산 주사용 조성물 및 이의 이용
AU2008333132B2 (en)	2013-06-06	Biodegradable single-phase cohesive hydrogel
JP6342906B2 (ja)	2018-06-13	架橋されたヒアルロン酸及びヒドロキシアパタイトに基づく、美容用途のための注射可能な無菌水性製剤
CN113164652B (zh)	2023-02-21	具有优异的填充剂性能的包含透明质酸水凝胶的填充剂
US9822223B2 (en)	2017-11-21	Method of preparing a composition based on hyaluronic acid
US8574629B2 (en)	2013-11-05	Injectable hydrogel with an enhanced remanence and with an enhanced ability to create volume
CN107556482B (zh)	2019-10-11	一种可注射高强度甲壳素基水凝胶及其制备方法和应用
KR101356320B1 (ko)	2014-01-28	풀루란 아세테이트 미립구를 이용하여 특성을 향상시킨 히알루론산 피부 충진재
CN104774337A (zh)	2015-07-15	注射用含琼脂糖微球交联透明质酸钠凝胶及制备方法
JP2023503894A (ja)	2023-02-01	スルフヒドリル変性高分子化合物及びその調製方法並びに用途
EP3316911B1 (en)	2020-11-04	Method of preparing a composition based on hyaluronic acid
CN118546437A (zh)	2024-08-27	一种含羧甲壳聚糖和氧化透明质酸的水凝胶及其制备方法
CN106519072A (zh)	2017-03-22	可注射型玻尿酸/聚乙二醇水凝胶及其制备方法和应用
Mahmoud Nasef et al.	2011	Preparation and properties of non‐crosslinked and ionically crosslinked chitosan/agar blended hydrogel films
CZ2010687A3 (cs)	2012-03-21	Zpusob prípravy vysoce substituovaných amidu kyseliny hyaluronové
JP6561133B2 (ja)	2019-08-14	生体適合性組成物及びこの製造方法
WO2010097993A1 (ja)	2010-09-02	耐塩性増粘剤及びそれを配合した化粧料
EP3052529B1 (en)	2017-10-04	Single-step functionalization and cross-linking of hyaluronic acid
CN116159192B (zh)	2023-07-11	一种可注射止血防黏连水凝胶及其制备方法
CN106474569A (zh)	2017-03-08	一种羧甲基几丁质临界水凝胶的制备方法
KR20130010973A (ko)	2013-01-30	가교 히알루론산 겔의 제조 방법
CN115894969B (zh)	2025-01-14	一种琼脂糖基水凝胶、其制备方法及应用
CN105624245B (zh)	2020-05-22	一种胶原蛋白的修饰改性方法
KR20150114644A (ko)	2015-10-13	나노구조체 및 이의 제조방법