HRP20160673T1 - Kondroitin-sulfat sličan onom iz morskog psa i postupak njegove priprave - Google Patents
Kondroitin-sulfat sličan onom iz morskog psa i postupak njegove priprave Download PDFInfo
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- HRP20160673T1 HRP20160673T1 HRP20160673TT HRP20160673T HRP20160673T1 HR P20160673 T1 HRP20160673 T1 HR P20160673T1 HR P20160673T T HRP20160673T T HR P20160673TT HR P20160673 T HRP20160673 T HR P20160673T HR P20160673 T1 HRP20160673 T1 HR P20160673T1
- Authority
- HR
- Croatia
- Prior art keywords
- chondroitin
- carried out
- shark
- sulfate
- sulfur trioxide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 14
- 229920001287 Chondroitin sulfate Polymers 0.000 title claims 8
- 238000002360 preparation method Methods 0.000 title claims 5
- DLGJWSVWTWEWBJ-HGGSSLSASA-N chondroitin Chemical class CC(O)=N[C@@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1OC1[C@H](O)[C@H](O)C=C(C(O)=O)O1 DLGJWSVWTWEWBJ-HGGSSLSASA-N 0.000 claims 12
- 241000251730 Chondrichthyes Species 0.000 claims 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 7
- 229940059329 chondroitin sulfate Drugs 0.000 claims 7
- 230000019635 sulfation Effects 0.000 claims 6
- 238000005670 sulfation reaction Methods 0.000 claims 6
- SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical compound FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 239000000243 solution Substances 0.000 claims 5
- 238000001035 drying Methods 0.000 claims 4
- UDYFLDICVHJSOY-UHFFFAOYSA-N sulfur trioxide-pyridine complex Substances O=S(=O)=O.C1=CC=NC=C1 UDYFLDICVHJSOY-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- 210000002346 musculoskeletal system Anatomy 0.000 claims 3
- AFDQGRURHDVABZ-UHFFFAOYSA-N n,n-dimethylformamide;sulfur trioxide Chemical compound O=S(=O)=O.CN(C)C=O AFDQGRURHDVABZ-UHFFFAOYSA-N 0.000 claims 3
- 201000008482 osteoarthritis Diseases 0.000 claims 3
- 230000002265 prevention Effects 0.000 claims 3
- 238000009938 salting Methods 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims 2
- 229920002567 Chondroitin Polymers 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 2
- 239000007864 aqueous solution Substances 0.000 claims 2
- -1 disaccharide chondroitin-sulfate Chemical class 0.000 claims 2
- 150000002016 disaccharides Chemical class 0.000 claims 2
- 238000004108 freeze drying Methods 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 238000001694 spray drying Methods 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims 2
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- 241000894006 Bacteria Species 0.000 claims 1
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 241000588724 Escherichia coli Species 0.000 claims 1
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical group [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 230000001476 alcoholic effect Effects 0.000 claims 1
- 239000012736 aqueous medium Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000000502 dialysis Methods 0.000 claims 1
- 238000000855 fermentation Methods 0.000 claims 1
- 230000004151 fermentation Effects 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 239000002609 medium Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims 1
- 238000010791 quenching Methods 0.000 claims 1
- 230000000171 quenching effect Effects 0.000 claims 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims 1
- 235000017557 sodium bicarbonate Nutrition 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 1
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 230000007928 solubilization Effects 0.000 claims 1
- 238000005063 solubilization Methods 0.000 claims 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical group CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 claims 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 238000000108 ultra-filtration Methods 0.000 claims 1
Classifications
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- 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
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0063—Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
- C08B37/0069—Chondroitin-4-sulfate, i.e. chondroitin sulfate A; Dermatan sulfate, i.e. chondroitin sulfate B or beta-heparin; Chondroitin-6-sulfate, i.e. chondroitin sulfate C; Derivatives thereof
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/737—Sulfated polysaccharides, e.g. chondroitin sulfate, dermatan sulfate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Dermatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Polymers & Plastics (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Materials Engineering (AREA)
- Epidemiology (AREA)
- Biochemistry (AREA)
- Diabetes (AREA)
- Rheumatology (AREA)
- Hematology (AREA)
- Immunology (AREA)
- Obesity (AREA)
- Nutrition Science (AREA)
- Neurology (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Meat, Egg Or Seafood Products (AREA)
- Steroid Compounds (AREA)
Claims (20)
1. Kondroitin-sulfat sličan onom iz morskog psa, koji ne sadrži tri-, tetra- i 2,4-disulfatirane disaharide, naznačen time što se sastoji od 60-99% 6-sulfata, 0,5-30% 2,6-disulfata, 0,1-5% 4,6-disulfata, 0,1-5% nesulfatiranog kondroitina i 0,1-1% 4-sulfata, gdje su svi postoci izraženi s obzirom na ukupni sadržaj disaharida kondroitin-sulfata sličnog onom iz morskog psa, gdje potonji pokazuje numeričku prosječnu molekulsku težinu (Mn) od 40-85 kDa i težinski prosječnu molekulsku težinu (Mw) od 50-95 kDa.
2. Kondroitin-sulfat sličan onom iz morskog psa u skladu s patentnim zahtjevom 1, naznačen time što se sastoji od 70-90% 6-sulfata, 8,5-20% 2,6-disulfata, 0,1-5% 4,6-disulfata, 0,1-5% nesulfatiranog kondroitina i 0,1-1% 4-sulfata, gdje su svi postoci izraženi s obzirom na ukupni sadržaj disaharida kondroitin-sulfata sličnog onom iz morskog psa, gdje potonji pokazuje numeričku prosječnu molekulsku težinu (Mn) od 40-65 kDa i težinski prosječnu molekulsku težinu (Mw) od 50-70 kDa.
3. Kondroitin-sulfat sličan onom iz morskog psa u skladu s patentnim zahtjevom 1 ili 2, naznačen time što zbroj 2,6-disulfata i 4,6-disulfata iznosi 10-25% od ukupnog sadržaja disaharida.
4. Kondroitin-sulfat sličan onom iz morskog psa u skladu s bilo kojim od patentnih zahtjeva 1 do 3, naznačen time što je namijenjen upotrebi u sprječavanju ili liječenju osteoartritisa, ili za održavanje zdravlja mišićno-koštanog sustava.
5. Pripravak, naznačen time što sadrži kondroitin-sulfat sličan onom iz morskog psa u skladu s bilo kojim od patentnih zahtjeva 1 do 3, kao i farmaceutski ili nutraceutski prihvatljiv nosač.
6. Pripravak u skladu s prethodnim patentnim zahtjevom, naznačen time što je namijenjen upotrebi u sprječavanju ili liječenju osteoartritisa, ili za održavanje zdravlja mišićno-koštanog sustava.
7. Postupak priprava kondroitina sličnog onom iz morskog psa u skladu s bilo kojim od prethodnih patentnih zahtjeva, naznačen time što se sastoji u:
a) osoljavanju nesulfatiranog kondroitina, pripravljenog defruktoziliranjem kapsularnog polimera iz bakterije E. coli K4, dobivenog fermentiranjem, u obliku slobodne kiseline, prethodno otopljene u vodenom mediju, solju koju se bira iz skupine koju čine tetrametil-, tetraetil- i tetrabutil-, amonij ili piridinij;
b) sušenju osoljenog nesulfatiranog kondroitina, u obliku slobodne kiseline i/ili soli s natrijem, dobivenog u koraku a) do 5-15% sadržaj vode;
c) sušenju osoljenog nesulfatiranog kondroitina dobivenog u koraku b), na temperaturi od 100 °C-170 °C, do sadržaja vode od 0,1-3%;
d) selektivnom sulfatiranju na položaju 6 osoljenog nesulfatiranog kondroitina dobivenog u koraku c), solubiliziranog u N-metilpirolidonu ili dimetilformamidu, na temperaturi od 0 °C-30 °C, uz dodavanje 1-2 ekvivalenta kompleksa sumporni trioksid–piridin ili kompleksa sumporni trioksid–dimetilformamid, u vremenskim intervalima od 1-3 sata, dok se ne doda ukupno 2-15 ekvivalenata kompleksa sumporni trioksid–piridin ili kompleksa sumporni trioksid–dimetilformamid; dobivenu otopinu se ostavi stajati 2-24 sata, uz miješanje;
e) gašenju reakcije provedene u koraku d) vodenom otopinom natrijevog bikarbonata ili karbonata, filtriranju i koncentriranju do suhog dobivene otopine kako bi se dobilo osušenu krutinu;
f) otapanju osušene krutine u vodenoj otopini natrijevog klorida, ultrafiltriranju i dijaliziranju dobivene otopine;
g) prikupljanju produkta iz otopine dobivene u koraku f);
h) pročišćavanju produkta dobivenog u koraku g) i dobivanju potonjeg bilo u obliku kiseline ili u obliku njegove sol s natrijem;
i) prikupljanju produkta dobivenog u koraku h) pokazuje numeričku prosječnu molekulsku težinu (Mn) od 40-85 kDa i težinski prosječnu molekulsku težinu (Mw) od 50-95 kDa.
8. Postupak u skladu s prethodnim patentnim zahtjevom, naznačen time što se osoljavanje nesulfatiranog kondroitina u koraku a) provodi solju koju se bira iz skupine koju čine tetrametil-, tetraetil- i tetrabutilamonij.
9. Postupak u skladu s patentnim zahtjevom 7 ili 8, naznačen time što se osoljavanje nesulfatiranog kondroitina u koraku a) provodi tetrabutilamonijem.
10. Postupak u skladu s bilo kojim od patentnih zahtjeva 7 do 9, naznačen time što se sušenje nesulfatiranog kondroitina u koraku b) provodi sušenjem smrzavanjem ili sušenje raspršivanjem.
11. Postupak u skladu s bilo kojim od patentnih zahtjeva 7 do 10, naznačen time što se sušenje nesulfatirane soli kondroitina u koraku c) provodi do 0,5-2% vode.
12. Postupak u skladu s bilo kojim od patentnih zahtjeva 7 do 11, naznačen time što se solubiliziranje nesulfatirane soli kondroitina dobivene u koraku c) provodi u dimetilformamidu.
13. Postupak u skladu s bilo kojim od patentnih zahtjeva 7 do 12, naznačen time što se selektivno sulfatiranje u koraku d) provodi uz dodavanje ukupno 6-12 ekvivalenata kompleksa sumporni trioksid–piridin.
14. Postupak u skladu s bilo kojim od patentnih zahtjeva 7 do 13, naznačen time što se selektivno sulfatiranje u koraku d) provodi uz dodavanje ukupno 6-9 ekvivalenata kompleksa sumporni trioksid–piridin.
15. Postupak u skladu s bilo kojim od patentnih zahtjeva 7 do 12, naznačen time što se selektivno sulfatiranje u koraku d) provodi uz dodavanje ukupno 1-9 ekvivalenata kompleksa sumporni trioksid–dimetilformamid.
16. Postupak u skladu s prethodnim patentnim zahtjevom, naznačen time što se selektivno sulfatiranje u koraku d) provodi uz dodavanje ukupno 2-4 ekvivalenta kompleksa sumporni trioksid–dimetilformamid.
17. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva, naznačen time što se selektivno sulfatiranje u koraku d) provodi na temperaturi od 10 °C-20 °C.
18. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva, naznačen time što se na kraju koraka d) dobivenu otopinu ostavi stajati 2-6 sati, uz miješanje.
19. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva, naznačen time što se u koraku g) produkt prikuplja sušenjem smrzavanjem, sušenjem raspršivanjem ili taloženjem u alkoholnom mediju.
20. CS ili pripravak u skladu s patentnim zahtjevima 1 do 3 i 5, naznačeni time što su namijenjeni upotrebi u postupku liječenja ili sprječavanja osteoartritisa, ili za održavanje zdravlja mišićno-koštanog sustava, koji se sastoji u primjeni na pacijentu kojem je to potrebno terapijski djelotvorne količine CS ili pripravka u skladu s bilo kojim od patentnih zahtjeva 1 do 3 i 5.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/EP2011/058297 WO2012159655A1 (en) | 2011-05-20 | 2011-05-20 | Shark-like chondroitin sulphate and process for the preparation thereof |
EP11720309.1A EP2710043B1 (en) | 2011-05-20 | 2011-05-20 | Shark-like chondroitin sulphate and process for the preparation thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20160673T1 true HRP20160673T1 (hr) | 2016-07-01 |
Family
ID=44626453
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20160673TT HRP20160673T1 (hr) | 2011-05-20 | 2016-06-14 | Kondroitin-sulfat sličan onom iz morskog psa i postupak njegove priprave |
Country Status (23)
Country | Link |
---|---|
EP (1) | EP2710043B1 (hr) |
JP (1) | JP5770367B2 (hr) |
KR (1) | KR101788536B1 (hr) |
CN (1) | CN103635491B (hr) |
AU (1) | AU2011369262B2 (hr) |
BR (1) | BR112013029765B1 (hr) |
CA (1) | CA2835691C (hr) |
CY (1) | CY1117567T1 (hr) |
DK (1) | DK2710043T3 (hr) |
EA (1) | EA023370B1 (hr) |
ES (1) | ES2584038T3 (hr) |
HR (1) | HRP20160673T1 (hr) |
HU (1) | HUE030096T2 (hr) |
IL (1) | IL229432A (hr) |
MX (1) | MX346787B (hr) |
NZ (1) | NZ617808A (hr) |
PL (1) | PL2710043T3 (hr) |
PT (1) | PT2710043T (hr) |
RS (1) | RS54854B1 (hr) |
SG (1) | SG194936A1 (hr) |
SI (1) | SI2710043T1 (hr) |
UA (1) | UA110717C2 (hr) |
WO (1) | WO2012159655A1 (hr) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ITMI20120896A1 (it) * | 2012-05-23 | 2013-11-24 | Bongulielmi Reto | Condroitina per uso in medicina |
ITMI20130117A1 (it) | 2013-01-25 | 2014-07-26 | Gnosis Spa | Composizioni comprendenti condroitin solfato, enzimi proteolitici e composti sulfidrilati capaci di migliorare la biodisponibilita' del condroitin solfato |
CN104877042B (zh) * | 2015-06-10 | 2017-08-29 | 浙江三门恒康制药有限公司 | 一种类肝素的制备方法 |
IT202000004564A1 (it) | 2020-03-04 | 2021-09-04 | Lesaffre & Cie | Processo per la solfatazione diretta di polisaccaridi in solvente ecologicamente accettabile |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2538404B1 (hr) * | 1982-12-28 | 1985-08-23 | Anic Spa | |
JP3497209B2 (ja) * | 1993-08-24 | 2004-02-16 | 生化学工業株式会社 | 硫酸化糖の脱硫酸化方法 |
US5856174A (en) | 1995-06-29 | 1999-01-05 | Affymetrix, Inc. | Integrated nucleic acid diagnostic device |
IT1289613B1 (it) * | 1997-02-07 | 1998-10-15 | Inalco Spa | Polisaccaridi batterici o-solfatati |
ITMI20012200A1 (it) * | 2001-10-22 | 2003-04-22 | Ibsa Inst Biochimique Sa | Processo per la preparazione di condroitin solfati dal polisaccaride k4 e prodotti ottenuti |
EP1950308A4 (en) | 2005-11-17 | 2009-11-11 | Seikagaku Kogyo Co Ltd | PROCESS FOR PRODUCING CHONDROITIN |
WO2007069693A1 (ja) | 2005-12-15 | 2007-06-21 | Seikagaku Corporation | 長鎖コンドロイチン糖鎖及びその製造方法並びにコンドロイチン合成の促進方法 |
JP5622346B2 (ja) * | 2006-05-19 | 2014-11-12 | 愛知県 | 神経細胞の細胞死抑制剤等 |
CN101679955B (zh) * | 2007-04-24 | 2015-06-17 | 生化学工业株式会社 | 生产软骨素的细菌及生产软骨素的方法 |
JP2010215508A (ja) * | 2007-06-25 | 2010-09-30 | Pg Research:Kk | 骨形成タンパク質活性調節剤 |
US9109243B2 (en) | 2008-06-04 | 2015-08-18 | Amano Enzyme Usa, Ltd. | Microbial-derived chondroitin sulfate |
IT1394311B1 (it) * | 2009-05-25 | 2012-06-06 | Altergon Sa | Produzione biotecnologica di condroitina |
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EP2710043B1 (en) | 2016-05-11 |
KR20140044826A (ko) | 2014-04-15 |
RS54854B1 (sr) | 2016-10-31 |
NZ617808A (en) | 2015-06-26 |
CY1117567T1 (el) | 2017-04-26 |
AU2011369262B2 (en) | 2017-02-02 |
PT2710043T (pt) | 2016-07-14 |
ES2584038T3 (es) | 2016-09-23 |
WO2012159655A1 (en) | 2012-11-29 |
SG194936A1 (en) | 2013-12-30 |
KR101788536B1 (ko) | 2017-10-20 |
HUE030096T2 (en) | 2017-04-28 |
AU2011369262A1 (en) | 2013-11-28 |
IL229432A (en) | 2017-09-28 |
JP2014513742A (ja) | 2014-06-05 |
MX346787B (es) | 2017-03-31 |
BR112013029765B1 (pt) | 2021-02-17 |
SI2710043T1 (sl) | 2016-08-31 |
CA2835691C (en) | 2018-08-21 |
MX2013013325A (es) | 2014-02-27 |
CA2835691A1 (en) | 2012-11-29 |
EA201391734A1 (ru) | 2014-03-31 |
JP5770367B2 (ja) | 2015-08-26 |
CN103635491B (zh) | 2016-05-11 |
PL2710043T3 (pl) | 2016-11-30 |
IL229432A0 (en) | 2014-01-30 |
CN103635491A (zh) | 2014-03-12 |
UA110717C2 (uk) | 2016-02-10 |
BR112013029765A2 (pt) | 2017-01-17 |
DK2710043T3 (en) | 2016-08-22 |
EP2710043A1 (en) | 2014-03-26 |
EA023370B1 (ru) | 2016-05-31 |
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