NO305520B1 - FremgangsmÕte til rensing av hyaluronsyre og fraksjon av ren hyaluronsyre til oftalmologisk anvendelse - Google Patents
FremgangsmÕte til rensing av hyaluronsyre og fraksjon av ren hyaluronsyre til oftalmologisk anvendelse Download PDFInfo
- Publication number
- NO305520B1 NO305520B1 NO924873A NO924873A NO305520B1 NO 305520 B1 NO305520 B1 NO 305520B1 NO 924873 A NO924873 A NO 924873A NO 924873 A NO924873 A NO 924873A NO 305520 B1 NO305520 B1 NO 305520B1
- Authority
- NO
- Norway
- Prior art keywords
- hyaluronic acid
- fraction
- salt
- solution
- sodium
- Prior art date
Links
- 229920002674 hyaluronan Polymers 0.000 title claims abstract description 86
- 229960003160 hyaluronic acid Drugs 0.000 title claims abstract description 78
- 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 74
- 238000000034 method Methods 0.000 title claims abstract description 61
- 238000001356 surgical procedure Methods 0.000 claims abstract description 49
- 159000000000 sodium salts Chemical class 0.000 claims abstract description 20
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 19
- 230000008569 process Effects 0.000 claims abstract description 11
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 59
- 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 claims description 59
- 239000000243 solution Substances 0.000 claims description 51
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 50
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 37
- 239000011780 sodium chloride Substances 0.000 claims description 31
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 28
- 229910052742 iron Inorganic materials 0.000 claims description 26
- -1 iron ions Chemical class 0.000 claims description 26
- 239000002244 precipitate Substances 0.000 claims description 26
- 238000000605 extraction Methods 0.000 claims description 24
- 229920002385 Sodium hyaluronate Polymers 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 21
- 229940010747 sodium hyaluronate Drugs 0.000 claims description 21
- 239000007864 aqueous solution Substances 0.000 claims description 19
- OBFSQMXGZIYMMN-UHFFFAOYSA-N 3-chloro-2-hexadecylpyridine Chemical compound CCCCCCCCCCCCCCCCC1=NC=CC=C1Cl OBFSQMXGZIYMMN-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 16
- 230000001954 sterilising effect Effects 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 238000004659 sterilization and disinfection Methods 0.000 claims description 15
- 239000000284 extract Substances 0.000 claims description 14
- 238000011282 treatment Methods 0.000 claims description 14
- 239000000061 acid fraction Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 12
- 208000002177 Cataract Diseases 0.000 claims description 11
- 239000012528 membrane Substances 0.000 claims description 11
- 238000002513 implantation Methods 0.000 claims description 10
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical group C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims description 9
- 238000002835 absorbance Methods 0.000 claims description 9
- 150000002500 ions Chemical class 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000011347 resin Substances 0.000 claims description 8
- 229920005989 resin Polymers 0.000 claims description 8
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical class CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 claims description 8
- 210000001557 animal structure Anatomy 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 239000000797 iron chelating agent Substances 0.000 claims description 6
- 229940075525 iron chelating agent Drugs 0.000 claims description 6
- 238000001556 precipitation Methods 0.000 claims description 6
- 230000002797 proteolythic effect Effects 0.000 claims description 6
- 229920002683 Glycosaminoglycan Polymers 0.000 claims description 5
- 108090000526 Papain Proteins 0.000 claims description 5
- 239000004365 Protease Substances 0.000 claims description 5
- 229940055729 papain Drugs 0.000 claims description 5
- 235000019834 papain Nutrition 0.000 claims description 5
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- 238000003860 storage Methods 0.000 claims description 5
- 102000057297 Pepsin A Human genes 0.000 claims description 4
- 108090000284 Pepsin A Proteins 0.000 claims description 4
- 108010059712 Pronase Proteins 0.000 claims description 4
- 108090000631 Trypsin Proteins 0.000 claims description 4
- 102000004142 Trypsin Human genes 0.000 claims description 4
- 238000000502 dialysis Methods 0.000 claims description 4
- 230000007717 exclusion Effects 0.000 claims description 4
- 229940111202 pepsin Drugs 0.000 claims description 4
- 239000003206 sterilizing agent Substances 0.000 claims description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims description 4
- 239000012588 trypsin Substances 0.000 claims description 4
- 229960001322 trypsin Drugs 0.000 claims description 4
- QIJRTFXNRTXDIP-UHFFFAOYSA-N (1-carboxy-2-sulfanylethyl)azanium;chloride;hydrate Chemical compound O.Cl.SCC(N)C(O)=O QIJRTFXNRTXDIP-UHFFFAOYSA-N 0.000 claims description 3
- 102000009027 Albumins Human genes 0.000 claims description 3
- 108010088751 Albumins Proteins 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000000010 aprotic solvent Substances 0.000 claims description 3
- 239000008366 buffered solution Substances 0.000 claims description 3
- 229960001305 cysteine hydrochloride Drugs 0.000 claims description 3
- 239000011368 organic material Substances 0.000 claims description 3
- 239000005864 Sulphur Substances 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000005621 tetraalkylammonium salts Chemical class 0.000 claims 2
- 238000001035 drying Methods 0.000 claims 1
- 238000010828 elution Methods 0.000 claims 1
- 230000003381 solubilizing effect Effects 0.000 claims 1
- 238000000746 purification Methods 0.000 abstract description 14
- 208000035965 Postoperative Complications Diseases 0.000 abstract description 9
- 230000002757 inflammatory effect Effects 0.000 abstract description 9
- 238000002360 preparation method Methods 0.000 abstract description 4
- 229940089982 healon Drugs 0.000 description 38
- 239000000047 product Substances 0.000 description 36
- 210000001508 eye Anatomy 0.000 description 35
- 230000004410 intraocular pressure Effects 0.000 description 23
- 239000000126 substance Substances 0.000 description 15
- 239000002904 solvent Substances 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- 210000004027 cell Anatomy 0.000 description 11
- 239000012071 phase Substances 0.000 description 11
- 238000000108 ultra-filtration Methods 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- 230000002980 postoperative effect Effects 0.000 description 9
- 229920001282 polysaccharide Polymers 0.000 description 8
- 239000005017 polysaccharide Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 150000003863 ammonium salts Chemical class 0.000 description 7
- 238000005119 centrifugation Methods 0.000 description 7
- 210000001519 tissue Anatomy 0.000 description 7
- 239000003190 viscoelastic substance Substances 0.000 description 7
- 241000282693 Cercopithecidae Species 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 210000004087 cornea Anatomy 0.000 description 6
- 230000000875 corresponding effect Effects 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- 239000003349 gelling agent Substances 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 150000004676 glycans Chemical class 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 230000001681 protective effect Effects 0.000 description 6
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 239000008280 blood Substances 0.000 description 5
- 210000004369 blood Anatomy 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 230000008030 elimination Effects 0.000 description 5
- 238000003379 elimination reaction Methods 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 230000004304 visual acuity Effects 0.000 description 5
- 210000004127 vitreous body Anatomy 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 210000002159 anterior chamber Anatomy 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 210000001520 comb Anatomy 0.000 description 4
- 210000000795 conjunctiva Anatomy 0.000 description 4
- 210000002808 connective tissue Anatomy 0.000 description 4
- 210000002889 endothelial cell Anatomy 0.000 description 4
- 230000002255 enzymatic effect Effects 0.000 description 4
- 238000001879 gelation Methods 0.000 description 4
- 229940014041 hyaluronate Drugs 0.000 description 4
- 238000000386 microscopy Methods 0.000 description 4
- 239000008363 phosphate buffer Substances 0.000 description 4
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 4
- 230000001225 therapeutic effect Effects 0.000 description 4
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 208000027418 Wounds and injury Diseases 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 210000001742 aqueous humor Anatomy 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 238000003776 cleavage reaction Methods 0.000 description 3
- 239000013256 coordination polymer Substances 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 230000003544 deproteinization Effects 0.000 description 3
- 210000000871 endothelium corneal Anatomy 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 108700039708 galantide Proteins 0.000 description 3
- 230000035876 healing Effects 0.000 description 3
- 239000007943 implant Substances 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 208000014674 injury Diseases 0.000 description 3
- 239000003456 ion exchange resin Substances 0.000 description 3
- 229920003303 ion-exchange polymer Polymers 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 3
- 235000018102 proteins Nutrition 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 239000012266 salt solution Substances 0.000 description 3
- 230000007017 scission Effects 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 230000035882 stress Effects 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- KIUKXJAPPMFGSW-YXBJCWEESA-N (2s,4s,5r,6s)-6-[(2s,3r,5s,6r)-3-acetamido-2-[(3s,4r,5r,6r)-6-[(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]1C(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(O[C@@H]3[C@@H]([C@@H](O)C(O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)C(C(O)=O)O1 KIUKXJAPPMFGSW-YXBJCWEESA-N 0.000 description 2
- CPKVUHPKYQGHMW-UHFFFAOYSA-N 1-ethenylpyrrolidin-2-one;molecular iodine Chemical compound II.C=CN1CCCC1=O CPKVUHPKYQGHMW-UHFFFAOYSA-N 0.000 description 2
- 206010002091 Anaesthesia Diseases 0.000 description 2
- 206010010741 Conjunctivitis Diseases 0.000 description 2
- 241000287828 Gallus gallus Species 0.000 description 2
- 208000031354 Hyphema Diseases 0.000 description 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 description 2
- 241000282567 Macaca fascicularis Species 0.000 description 2
- 206010025415 Macular oedema Diseases 0.000 description 2
- 241000283973 Oryctolagus cuniculus Species 0.000 description 2
- 108091005804 Peptidases Proteins 0.000 description 2
- 102000035195 Peptidases Human genes 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 206010036346 Posterior capsule opacification Diseases 0.000 description 2
- 229920000153 Povidone-iodine Polymers 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- BGDKAVGWHJFAGW-UHFFFAOYSA-N Tropicamide Chemical compound C=1C=CC=CC=1C(CO)C(=O)N(CC)CC1=CC=NC=C1 BGDKAVGWHJFAGW-UHFFFAOYSA-N 0.000 description 2
- 206010052428 Wound Diseases 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 230000037005 anaesthesia Effects 0.000 description 2
- 238000010171 animal model Methods 0.000 description 2
- 239000006286 aqueous extract Substances 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 229920001222 biopolymer Polymers 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 210000005252 bulbus oculi Anatomy 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000002224 dissection Methods 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000010200 folin Substances 0.000 description 2
- 230000009931 harmful effect Effects 0.000 description 2
- 238000009616 inductively coupled plasma Methods 0.000 description 2
- 230000008595 infiltration Effects 0.000 description 2
- 238000001764 infiltration Methods 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 201000010230 macular retinal edema Diseases 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 238000001558 permutation test Methods 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229960001621 povidone-iodine Drugs 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 239000013558 reference substance Substances 0.000 description 2
- 230000011514 reflex Effects 0.000 description 2
- 210000003786 sclera Anatomy 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000007619 statistical method Methods 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000011477 surgical intervention Methods 0.000 description 2
- 238000002054 transplantation Methods 0.000 description 2
- 230000008733 trauma Effects 0.000 description 2
- 229940006076 viscoelastic substance Drugs 0.000 description 2
- 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 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- HCSCWJCZRCSQFA-UHFFFAOYSA-N 1-methylpyrrolidin-2-one;hydrate Chemical compound O.CN1CCCC1=O HCSCWJCZRCSQFA-UHFFFAOYSA-N 0.000 description 1
- WCOXQTXVACYMLM-UHFFFAOYSA-N 2,3-bis(12-hydroxyoctadecanoyloxy)propyl 12-hydroxyoctadecanoate Chemical compound CCCCCCC(O)CCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC(O)CCCCCC)COC(=O)CCCCCCCCCCC(O)CCCCCC WCOXQTXVACYMLM-UHFFFAOYSA-N 0.000 description 1
- LCSKNASZPVZHEG-UHFFFAOYSA-N 3,6-dimethyl-1,4-dioxane-2,5-dione;1,4-dioxane-2,5-dione Chemical group O=C1COC(=O)CO1.CC1OC(=O)C(C)OC1=O LCSKNASZPVZHEG-UHFFFAOYSA-N 0.000 description 1
- UPXRTVAIJMUAQR-UHFFFAOYSA-N 4-(9h-fluoren-9-ylmethoxycarbonylamino)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid Chemical compound C1C(C(O)=O)N(C(=O)OC(C)(C)C)CC1NC(=O)OCC1C2=CC=CC=C2C2=CC=CC=C21 UPXRTVAIJMUAQR-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 241000282709 Aotus trivirgatus Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002567 Chondroitin Polymers 0.000 description 1
- BYMMIQCVDHHYGG-UHFFFAOYSA-N Cl.OP(O)(O)=O Chemical compound Cl.OP(O)(O)=O BYMMIQCVDHHYGG-UHFFFAOYSA-N 0.000 description 1
- 206010010719 Conjunctival haemorrhage Diseases 0.000 description 1
- 206010051625 Conjunctival hyperaemia Diseases 0.000 description 1
- 206010010726 Conjunctival oedema Diseases 0.000 description 1
- 206010011033 Corneal oedema Diseases 0.000 description 1
- 206010052119 Cyclitic membrane Diseases 0.000 description 1
- 206010015946 Eye irritation Diseases 0.000 description 1
- 238000000729 Fisher's exact test Methods 0.000 description 1
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 206010022948 Iris atrophy Diseases 0.000 description 1
- 206010022998 Irritability Diseases 0.000 description 1
- 241001262617 Japonica Species 0.000 description 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- QGMRQYFBGABWDR-UHFFFAOYSA-M Pentobarbital sodium Chemical compound [Na+].CCCC(C)C1(CC)C(=O)NC(=O)[N-]C1=O QGMRQYFBGABWDR-UHFFFAOYSA-M 0.000 description 1
- 241000288906 Primates Species 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 206010072170 Skin wound Diseases 0.000 description 1
- 238000000692 Student's t-test Methods 0.000 description 1
- 241000251539 Vertebrata <Metazoa> Species 0.000 description 1
- 208000034698 Vitreous haemorrhage Diseases 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- AEMOLEFTQBMNLQ-WAXACMCWSA-N alpha-D-glucuronic acid Chemical compound O[C@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-WAXACMCWSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 238000001949 anaesthesia Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000001741 anti-phlogistic effect Effects 0.000 description 1
- 229940030600 antihypertensive agent Drugs 0.000 description 1
- 239000002220 antihypertensive agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000013060 biological fluid Substances 0.000 description 1
- 239000005388 borosilicate glass Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- DLGJWSVWTWEWBJ-HGGSSLSASA-N chondroitin Chemical compound 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 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 201000004778 corneal edema Diseases 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- IDLFZVILOHSSID-OVLDLUHVSA-N corticotropin Chemical compound C([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC(N)=O)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)NC(=O)[C@@H](N)CO)C1=CC=C(O)C=C1 IDLFZVILOHSSID-OVLDLUHVSA-N 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229960002433 cysteine Drugs 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000013013 elastic material Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000005518 electrochemistry Effects 0.000 description 1
- 230000004406 elevated intraocular pressure Effects 0.000 description 1
- 210000000981 epithelium Anatomy 0.000 description 1
- 231100000040 eye damage Toxicity 0.000 description 1
- 231100000013 eye irritation Toxicity 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 230000036449 good health Effects 0.000 description 1
- 150000003278 haem Chemical class 0.000 description 1
- 229920005555 halobutyl Polymers 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 210000004969 inflammatory cell Anatomy 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 201000004614 iritis Diseases 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000000644 isotonic solution Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229960004184 ketamine hydrochloride Drugs 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002483 medication Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 229940087766 mydriacyl Drugs 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 201000008482 osteoarthritis Diseases 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 229960001412 pentobarbital Drugs 0.000 description 1
- 229940021222 peritoneal dialysis isotonic solution Drugs 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000004804 polysaccharides Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 229940024999 proteolytic enzymes for treatment of wounds and ulcers Drugs 0.000 description 1
- 210000001747 pupil Anatomy 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 230000009291 secondary effect Effects 0.000 description 1
- 201000008525 senile cataract Diseases 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 210000001179 synovial fluid Anatomy 0.000 description 1
- 238000012353 t test Methods 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
- 210000001760 tenon capsule Anatomy 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 230000003144 traumatizing effect Effects 0.000 description 1
- 229960004791 tropicamide Drugs 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000008154 viscoelastic solution Substances 0.000 description 1
- 210000002395 vitreous cell Anatomy 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; 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
- 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
- C08B37/0072—Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Ophthalmology & Optometry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ITPD910077A IT1247175B (it) | 1991-04-19 | 1991-04-19 | Procedimento per la purificazione di acido ialuronico e frazione di acido ialuronico puro per uso oftalmico. |
PCT/EP1992/000861 WO1992018543A1 (en) | 1991-04-19 | 1992-04-16 | Procedure for the purification of hyaluronic acid and fraction of pure hyaluronic acid for ophthalmic use |
Publications (3)
Publication Number | Publication Date |
---|---|
NO924873D0 NO924873D0 (no) | 1992-12-16 |
NO924873L NO924873L (no) | 1993-02-19 |
NO305520B1 true NO305520B1 (no) | 1999-06-14 |
Family
ID=11389548
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO924873A NO305520B1 (no) | 1991-04-19 | 1992-12-16 | FremgangsmÕte til rensing av hyaluronsyre og fraksjon av ren hyaluronsyre til oftalmologisk anvendelse |
Country Status (24)
Country | Link |
---|---|
US (1) | US5559104A (xx) |
EP (1) | EP0535200B1 (xx) |
JP (1) | JP2580458B2 (xx) |
KR (1) | KR0178544B1 (xx) |
AT (1) | ATE186307T1 (xx) |
AU (1) | AU653022B2 (xx) |
BR (1) | BR9205240A (xx) |
CA (1) | CA2084875C (xx) |
CZ (1) | CZ282248B6 (xx) |
DE (1) | DE69230242T2 (xx) |
DK (1) | DK0535200T3 (xx) |
ES (1) | ES2092971T3 (xx) |
FI (1) | FI104973B (xx) |
GR (1) | GR3032434T3 (xx) |
HU (1) | HU215193B (xx) |
IL (2) | IL101611A (xx) |
IT (1) | IT1247175B (xx) |
NO (1) | NO305520B1 (xx) |
PL (1) | PL168477B1 (xx) |
RU (1) | RU2128666C1 (xx) |
SG (1) | SG46515A1 (xx) |
SK (1) | SK280191B6 (xx) |
UA (1) | UA27229C2 (xx) |
WO (1) | WO1992018543A1 (xx) |
Families Citing this family (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1274984B (it) * | 1994-12-09 | 1997-07-29 | Technopharma Sa | Soluzioni viscosizzate con ialuronato di sodio per l'uso come fluido maschera nella fotocheratectomia terapeutica mediante laser a accimeri |
IT1282219B1 (it) * | 1995-12-20 | 1998-03-16 | Fidia Advanced Biopolymers Srl | Processo chimico fisico combinato per la preparazione di frazioni di acido ialuronico a basso peso molecolare caratterizzate da bassa |
IT1287967B1 (it) | 1996-10-17 | 1998-09-10 | Fidia Spa In Amministrazione S | Preparazioni farmaceutiche per uso anestetico locale |
IT1291452B1 (it) | 1997-04-14 | 1999-01-11 | Fidia Advanced Biopolymers Srl | Rivestimento a base di acido ialuronico e suoi derivati per la protezione di parti elettroniche da agenti esterni |
US6958148B1 (en) | 1998-01-20 | 2005-10-25 | Pericor Science, Inc. | Linkage of agents to body tissue using microparticles and transglutaminase |
US6919076B1 (en) | 1998-01-20 | 2005-07-19 | Pericor Science, Inc. | Conjugates of agents and transglutaminase substrate linking molecules |
AU755701B2 (en) | 1998-05-29 | 2002-12-19 | Bone Care International, Inc. | Method for making hydroxy-25-ene-vitamin D compounds |
DK172900B1 (da) | 1998-12-18 | 1999-09-27 | Per Julius Nielsen | Præparat samt kit til brug ved intraoculære operationer |
IT1306644B1 (it) | 1999-04-08 | 2001-10-02 | Fidia Advanced Biopolymers Srl | Strutture tridimensionali comprendenti derivati dell'acido ialuronicoottenibili mediante la tecnica antisolvente supercritico. |
KR100836733B1 (ko) * | 2002-11-15 | 2008-06-10 | 코오롱생명과학 주식회사 | 히알우론산 나트륨의 회수방법 및 그를 위한 장치 |
US20040167480A1 (en) * | 2003-02-21 | 2004-08-26 | Advanced Medical Optics, Inc. | Administration of multiple viscoelastic solutions with a multi-compartment syringe |
US20040180025A1 (en) * | 2003-03-12 | 2004-09-16 | New Life Resources, Llc | Therapeutic, nutraceutical and cosmetic applications for eggshell membrane and processed eggshell membrane preparations |
US6946551B2 (en) * | 2003-03-12 | 2005-09-20 | New Life Resources, Llc | Preparation of hyaluronic acid from eggshell membrane |
US20080063677A1 (en) * | 2004-03-10 | 2008-03-13 | New Life Resources, Llc | Therapeutic, nutraceutical and cosmetic applications for eggshell membrane and processed eggshell membrane preparations |
US8580315B2 (en) * | 2004-03-10 | 2013-11-12 | Esm Technologies, Llc | Anti-inflammatory activity of eggshell membrane and processed eggshell membrane preparations |
US20050266390A1 (en) * | 2004-06-01 | 2005-12-01 | Yuichiro Ueda | Processes for removing cells and cell debris from tissue and tissue constructs used in transplantation and tissue reconstruction |
KR100577075B1 (ko) * | 2004-06-16 | 2006-05-08 | 주식회사 티앤라이프시스템 | 칼슘염 및 인산염, 또는 인산칼슘염을 이용한 히아루론산정제방법 |
US7094775B2 (en) | 2004-06-30 | 2006-08-22 | Bone Care International, Llc | Method of treating breast cancer using a combination of vitamin D analogues and other agents |
WO2006005340A1 (en) * | 2004-07-09 | 2006-01-19 | Ferrosan A/S | Haemostatic composition comprising hyaluronic acid |
DE102005030011A1 (de) * | 2005-06-17 | 2006-12-21 | Aesculap Ag & Co. Kg | Verfahren zur Herstellung von sterilen Polysaccharidlösungen |
ITPD20050242A1 (it) | 2005-08-03 | 2007-02-04 | Fidia Farmaceutici | Bioconiugati antitumorali dell'acido ialuronico o dei suoi derivati, ottenibili per coniugazione chimica diretta o indiretta, e loro impiego in campo farmaceutico |
ITMI20061668A1 (it) * | 2006-09-01 | 2008-03-02 | Schiena Michele Giuseppe Di | Composizione a base di acido ialuronico e suoi sali per il trattamento di lesioni epiteliali |
KR101509139B1 (ko) * | 2006-11-23 | 2015-04-08 | 주식회사 엘지생명과학 | 히알루론산의 정제방법 |
KR100894042B1 (ko) * | 2007-04-13 | 2009-04-20 | 가톨릭대학교 산학협력단 | 설파살라진-히알루론산 혼합물의 제조방법 및 이로부터얻어진 혼합물을 포함하는 후발성 백내장 억제용 조성물 |
US9089592B2 (en) | 2007-04-26 | 2015-07-28 | Seikagaku Corporation | Method for micro-incision cataract surgery, a method of evaluation of a viscoelastic material, a composition for evaluation of a viscoelastic material and a method for evaluation using the composition |
US8759321B2 (en) * | 2007-06-13 | 2014-06-24 | Bausch & Lomb Incorporated | Ophthalmic composition with hyaluronic acid and polymeric biguanide |
AU2008322629B2 (en) * | 2007-11-13 | 2013-05-16 | Bio-Technology General (Israel) Ltd. | Dilute filtration sterilization process for viscoelastic biopolymers |
US9096819B2 (en) | 2008-01-31 | 2015-08-04 | Bausch & Lomb Incorporated | Ophthalmic compositions with an amphoteric surfactant and an anionic biopolymer |
US8119112B2 (en) * | 2008-01-31 | 2012-02-21 | Bausch & Lomb Incorporated | Ophthalmic compositions with an amphoteric surfactant and hyaluronic acid |
JP5758797B2 (ja) | 2008-04-04 | 2015-08-05 | ユニバーシティ・オブ・ユタ・リサーチ・ファウンデイション | アルキル化半合成グリコサミノグリカンエーテルならびにその製造および使用方法 |
US20100286010A1 (en) * | 2008-09-03 | 2010-11-11 | Erning Xia | Ophthalmic Compositions with Hyaluronic Acid |
US20100086512A1 (en) | 2008-10-02 | 2010-04-08 | Rolf Schaefer | Mucomimetic compositions and uses therefore |
US20100178317A1 (en) * | 2009-01-09 | 2010-07-15 | Burke Susan E | Lens Care Solutions with Hyaluronic Acid |
CN103442720A (zh) * | 2011-03-02 | 2013-12-11 | 电气化学工业株式会社 | 含透明质酸或透明质酸盐的水溶液 |
KR20140145940A (ko) * | 2011-03-02 | 2014-12-24 | 덴키 가가쿠 고교 가부시기가이샤 | 수지제 배럴을 갖는 시린지 내에 히알루론산 또는 히알루론산염을 포함하는 수용액을 충전하여 형성되는 프리필드시린지 |
CN103442719A (zh) * | 2011-03-02 | 2013-12-11 | 电气化学工业株式会社 | 含透明质酸或透明质酸盐的水溶液 |
KR20140025369A (ko) * | 2011-03-02 | 2014-03-04 | 덴키 가가쿠 고교 가부시기가이샤 | 히알루론산 또는 히알루론산염을 포함하는 수용액 |
KR20140024862A (ko) * | 2011-03-02 | 2014-03-03 | 덴키 가가쿠 고교 가부시기가이샤 | 히알루론산 또는 히알루론산염을 포함하는 수용액 |
EP2688402B1 (en) | 2011-03-23 | 2018-10-24 | University of Utah Research Foundation | Means for treating or preventing urological inflammation |
RU2477138C1 (ru) * | 2011-11-02 | 2013-03-10 | Общество с ограниченной ответственностью Научно-производственное предприятие "Тульская индустрия ЛТД" | Способ получения заполняющего материала для пластической хирургии и инструментальной косметологии, заполняющий материал и способ введения заполняющего материала в проблемную зону |
ITMI20120664A1 (it) | 2012-04-20 | 2013-10-21 | Anika Therapeutics Srl | Biomateriali a base di gellano per l'uso come filler in chirurgia |
US10723812B2 (en) | 2014-02-06 | 2020-07-28 | New York University | Method for separating hyaluronan and quantifying its molecular mass distribution in biological samples |
IT201600079633A1 (it) * | 2016-07-28 | 2018-01-28 | Fidia Farm Spa | Procedimento di preparazione e purificazione del sale sodico dell’acido ialuronico |
WO2018053111A1 (en) | 2016-09-15 | 2018-03-22 | University Of Utah Research Foundation | In situ gelling compositions for the treatment or prevention of inflammation and tissue damage |
WO2021110975A1 (en) | 2019-12-05 | 2021-06-10 | Cis Pharma Ag | High hyaluronate multi-purpose disinfection solutions for ophthalmic applications |
RU2765951C1 (ru) * | 2021-05-14 | 2022-02-07 | Общество с ограниченной ответственностью "АВЕО" | Способ очистки гиалуроната от эндотоксинов |
CN117915933A (zh) | 2021-09-01 | 2024-04-19 | 上海其胜生物制剂有限公司 | 使用含有软骨细胞或干细胞的可注射可原位聚合胶原组合物进行软骨再生 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AT252264B (de) * | 1965-03-17 | 1967-02-10 | Etapharm Chem Pharm Lab Ges M | Verfahren zur Herstellung eines reinen hochviskosen Hyaluronsäurepräparates |
US4141973A (en) * | 1975-10-17 | 1979-02-27 | Biotrics, Inc. | Ultrapure hyaluronic acid and the use thereof |
US4766348A (en) * | 1983-06-09 | 1988-08-23 | Gte Products Corporation | Single-ended metal halogen lamp and fabrication process employing ionization potential selection of additive gases |
DK171029B1 (da) * | 1983-10-11 | 1996-04-22 | Fidia Spa | Hyaluronsyrefraktion, fremgangsmåde til fremstilling deraf samt ophthalmiske præparater indeholdende hyaluronsyrefraktion |
US5093487A (en) * | 1986-01-06 | 1992-03-03 | Mobay Corporation | Low viscosity high molecular weight filter sterilizable hyaluronic acid |
NO161573C (no) * | 1983-11-25 | 1989-08-30 | Miles Inc | Fremgangsmaate til fremstilling av hyaluronsyre. |
JPS6121241A (ja) * | 1984-07-10 | 1986-01-29 | オリエンタル建設株式会社 | プレストレストコンクリ−ト部材組立式ラ−メン構造体における多スパン梁の構築方法 |
US4784990A (en) * | 1985-01-18 | 1988-11-15 | Bio-Technology General Corporation | High molecular weight sodium hyaluronate |
AU600257B2 (en) * | 1986-03-21 | 1990-08-09 | International Pharmaceutical Products, Inc. | Non-inflammatory hyaluronic acid fraction and process for preparing it |
IT1198449B (it) * | 1986-10-13 | 1988-12-21 | F I D I Farmaceutici Italiani | Esteri di alcoli polivalenti di acido ialuronico |
JPH0813847B2 (ja) * | 1987-08-11 | 1996-02-14 | 日本化薬株式会社 | ヒアルロン酸の分画法 |
JPH01210401A (ja) * | 1988-02-17 | 1989-08-24 | Mitsubishi Rayon Co Ltd | 酸性多糖類の分離法 |
JPH0723317B2 (ja) * | 1988-03-17 | 1995-03-15 | 生化学工業株式会社 | 角膜上皮層障害症治療剤 |
US4920104A (en) * | 1988-05-16 | 1990-04-24 | Medchem Products, Inc. | Sodium hyaluronate composition |
JP2731545B2 (ja) * | 1988-10-12 | 1998-03-25 | 電気化学工業株式会社 | ヒアルロン酸の精製方法 |
-
1991
- 1991-04-19 IT ITPD910077A patent/IT1247175B/it active IP Right Grant
-
1992
- 1992-04-16 DK DK92908628T patent/DK0535200T3/da active
- 1992-04-16 CZ CS923771A patent/CZ282248B6/cs not_active IP Right Cessation
- 1992-04-16 JP JP4507997A patent/JP2580458B2/ja not_active Expired - Lifetime
- 1992-04-16 AU AU15766/92A patent/AU653022B2/en not_active Expired
- 1992-04-16 SG SG1996005472A patent/SG46515A1/en unknown
- 1992-04-16 RU RU92016520A patent/RU2128666C1/ru active
- 1992-04-16 HU HU9204012A patent/HU215193B/hu unknown
- 1992-04-16 PL PL92297297A patent/PL168477B1/pl unknown
- 1992-04-16 EP EP92908628A patent/EP0535200B1/en not_active Expired - Lifetime
- 1992-04-16 SK SK3771-92A patent/SK280191B6/sk not_active IP Right Cessation
- 1992-04-16 WO PCT/EP1992/000861 patent/WO1992018543A1/en active IP Right Grant
- 1992-04-16 ES ES92908628T patent/ES2092971T3/es not_active Expired - Lifetime
- 1992-04-16 CA CA002084875A patent/CA2084875C/en not_active Expired - Lifetime
- 1992-04-16 AT AT92908628T patent/ATE186307T1/de active
- 1992-04-16 KR KR1019920703262A patent/KR0178544B1/ko not_active IP Right Cessation
- 1992-04-16 DE DE69230242T patent/DE69230242T2/de not_active Expired - Lifetime
- 1992-04-16 BR BR9205240A patent/BR9205240A/pt not_active Application Discontinuation
- 1992-04-16 IL IL10161192A patent/IL101611A/en not_active IP Right Cessation
- 1992-12-16 NO NO924873A patent/NO305520B1/no not_active IP Right Cessation
- 1992-12-18 FI FI925756A patent/FI104973B/fi not_active IP Right Cessation
-
1993
- 1993-06-16 UA UA93002144A patent/UA27229C2/uk unknown
-
1995
- 1995-04-20 IL IL11345395A patent/IL113453A/en not_active IP Right Cessation
- 1995-05-11 US US08/439,437 patent/US5559104A/en not_active Expired - Lifetime
-
2000
- 2000-01-19 GR GR20000400131T patent/GR3032434T3/el unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NO305520B1 (no) | FremgangsmÕte til rensing av hyaluronsyre og fraksjon av ren hyaluronsyre til oftalmologisk anvendelse | |
US4141973A (en) | Ultrapure hyaluronic acid and the use thereof | |
US5681825A (en) | Surgical method | |
US5409904A (en) | Hyaluronic acid compositions and methods | |
US4819617A (en) | Viscoelastic material for ophthalmic surgery | |
US5476515A (en) | Method of making intraocular lenses with injectable collagen-based compositions | |
EP1854812B1 (en) | Pectic polysaccharides isolated from fruit pods of okra | |
NO174277B (no) | Fremgangsmaate for fremstilling av et hyaluronsyresalt | |
RU2145882C1 (ru) | Синтетический вязкоэластичный материал для применения в офтальмологии | |
JPS6281319A (ja) | 前眼部手術用の前房注入剤 | |
RU2191012C1 (ru) | Глазные капли для лечения эндотелиально-эпителиальной дистрофии роговицы | |
EP3331497B1 (en) | A lubricant formulation of carbamoylethyl katira and a process for preparation thereof | |
RU2286170C1 (ru) | Глазная пленка | |
RU2234310C1 (ru) | Способ приготовления вискоэластичного протектора эндотелия роговицы | |
Florén | Viscoelastic purity | |
RU2108093C1 (ru) | Протектор эндотелия | |
Fechner et al. | Comparison of hydroxypropyl methylcellulose 2%(Adatocel®) and hyaluronic acid 1%(Healon®) | |
RU2098079C1 (ru) | Глазной гель | |
WO2023119152A1 (en) | Novel biocompatible substitutes of the vitreous humor | |
RU2216331C1 (ru) | Глазные капли | |
Blankenship et al. | VISCOMICROSURGERY: THE USE OF A NEW FRACTION OF THE SODIUM SALT OF HYALURONATE | |
Neuschüler et al. | Viscomicrosurgery: The Use of a New Fraction of the Sodium Salt of Hyaluronate | |
Woods et al. | AMERICAN ACADEMY OF OPHTHALMOLOGY AND OTOLARYNGOLOGY, SECTION ON OPHTHALMOLOGY | |
JPH053911A (ja) | 眼科用コラーゲンカバー |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
MK1K | Patent expired |