RU2001112487A - Method for crosslinking carboxylated polysaccharides - Google Patents

Method for crosslinking carboxylated polysaccharides

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Publication number
RU2001112487A
RU2001112487A RU2001112487/04A RU2001112487A RU2001112487A RU 2001112487 A RU2001112487 A RU 2001112487A RU 2001112487/04 A RU2001112487/04 A RU 2001112487/04A RU 2001112487 A RU2001112487 A RU 2001112487A RU 2001112487 A RU2001112487 A RU 2001112487A
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RU
Russia
Prior art keywords
polysaccharide
cross
carboxyl groups
reaction
linked
Prior art date
Application number
RU2001112487/04A
Other languages
Russian (ru)
Other versions
RU2230073C2 (en
Inventor
Роландо БАРБУЧЧИ
Джанкарло СПОРТОЛЕТТИ
Original Assignee
Фармила-Теа Фармасьютичи, С.П.А.
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.)
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Priority claimed from IT1998MI002443A external-priority patent/IT1303738B1/en
Application filed by Фармила-Теа Фармасьютичи, С.П.А. filed Critical Фармила-Теа Фармасьютичи, С.П.А.
Publication of RU2001112487A publication Critical patent/RU2001112487A/en
Application granted granted Critical
Publication of RU2230073C2 publication Critical patent/RU2230073C2/en

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Claims (11)

1. Способ получения поперечносшитых полисахаридов, содержащих карбоксильные группы, включающий:1. The method of obtaining cross-linked polysaccharides containing carboxyl groups, including: a) активирование карбоксильных групп полисахарида путем взаимодействия с пригодными активирующими карбоксильные группы агентами в безводном апротонном растворителе;a) activating the carboxyl groups of the polysaccharide by reacting with suitable carboxyl group activating agents in an anhydrous aprotic solvent; b) взаимодействие полисахарида с активированными карбоксильными группами с полиамином.b) the interaction of the polysaccharide with activated carboxyl groups with a polyamine. 2. Способ по п.1, где полисахарид выбирают из гиалуроновых кислот (полученных из тканей или бактерий), карбоксиметилдекстрана, карбоксиметилцеллюлозы, карбоксиметилкрахмала, альгиновых кислот, целлюлозной кислоты, N-карбокси-метил- или бутилглюканов или хитозанов; гепаринов различной молекулярной массы, необязательно десульфатированных или сукцинилированных, дерматансульфатов, хондроитинсульфатов, гепарансульфатов, полиакриловых кислот.2. The method according to claim 1, where the polysaccharide is selected from hyaluronic acids (obtained from tissues or bacteria), carboxymethyldextran, carboxymethyl cellulose, carboxymethyl starch, alginic acids, cellulose acid, N-carboxymethyl or butyl glucans or chitosans; heparins of various molecular weights, optionally desulfated or succinylated, dermatan sulfates, chondroitin sulfates, heparan sulfates, polyacrylic acids. 3. Способ по пп.1 или 2, где агент, активирующий карбоксильные группы, выбирают из карбонилдиимидазола, карбонилтриазола, хлорметилпиридилия йодида (CMP-J), гидроксибензотриазола, п-нитрофенола, п-нитрофенилтрифторацетата, N-гидроксисукцинимида.3. The method according to claims 1 or 2, where the agent activating carboxyl groups is selected from carbonyldiimidazole, carbonyltriazole, chloromethylpyridylium iodide (CMP-J), hydroxybenzotriazole, p-nitrophenol, p-nitrophenyl trifluoroacetate, N-hydroxysuccinimide. 4. Способ по одному из пп.1-3, где полиамины имеют следующую общую формулу4. The method according to one of claims 1 to 3, where the polyamines have the following General formula R1-NH-A-NH-R2,R 1 -NH-A-NH-R 2 , где R1 и R2, которые являются одинаковыми или различными, представляют водород, радикалы C1-C6 алкил, фенил или бензил, А представляет С2-С10 алкиленовую цепь, предпочтительно С2-С6 алкиленовую цепь, необязательно замещенные гидроксильной, карбоксильной, галогеном, алкоксильной, аминогруппами; поли-оксиалкиленовую цепь формулыwhere R 1 and R 2 , which are the same or different, are hydrogen, C 1 -C 6 alkyl, phenyl or benzyl radicals, A is a C 2 -C 10 alkylene chain, preferably a C 2 -C 6 alkylene chain, optionally substituted with a hydroxyl , carboxyl, halogen, alkoxyl, amino groups; poly-oxyalkylene chain of the formula [(CH2)n-O-(CH2)n]m,[(CH 2 ) n —O- (CH 2 ) n ] m , где n равно 2 или 3, и m равно целому числу от 2 до 10;where n is 2 or 3, and m is an integer from 2 to 10; радикал C5-C7 циклоалкил; радикал арил или гетарил, предпочтительно 1,3- или 1,4-двузамещенный бензол.C 5 -C 7 cycloalkyl radical; an aryl or hetaryl radical, preferably 1,3- or 1,4-disubstituted benzene. 5. Способ по одному из пп.1-4, где полисахарид образует соль с липофильными катионами.5. The method according to one of claims 1 to 4, where the polysaccharide forms a salt with lipophilic cations. 6. Способ по п.5, где липофильный катион представляет трибутил- или тетралкиламмоний.6. The method according to claim 5, where the lipophilic cation is tributyl or tetralkylammonium. 7. Способ по одному из пп.1-6, где реакцию поперечного сшивания проводят в безводном диметилформамиде или тетрагидрофуране.7. The method according to one of claims 1 to 6, where the crosslinking reaction is carried out in anhydrous dimethylformamide or tetrahydrofuran. 8. Способ по одному из пп.1-7, где полученный поперечносшитый полисахарид дополнительно подвергают сульфатированию гидроксильных групп путем взаимодействия с комплексом пиридина/трехокиси серы.8. The method according to one of claims 1 to 7, where the obtained cross-linked polysaccharide is additionally subjected to sulfation of hydroxyl groups by reaction with a complex of pyridine / sulfur trioxide. 9. Способ по п.8, где реакцию сульфатирования проводят в диметилформамиде в гетерогенной фазе при 0-10°С в течение периода времени примерно от 0,5 до примерно 6 ч.9. The method of claim 8, where the sulfation reaction is carried out in dimethylformamide in a heterogeneous phase at 0-10 ° C for a period of time from about 0.5 to about 6 hours 10. Способ по одному из пп.1-9, где поперечносшитый, необязательно сульфатированный полисахарид, дополнительно подвергают реакции образования комплекса с водными растворами ионов меди, цинка или железа.10. The method according to one of claims 1 to 9, where the cross-linked, optionally sulfated polysaccharide is additionally subjected to a complexation reaction with aqueous solutions of copper, zinc or iron ions. 11. Поперечносшитые полисахариды, полученные способом по пп.1-10.11. Cross-linked polysaccharides obtained by the method according to claims 1 to 10.
RU2001112487/04A 1998-11-11 1999-11-09 Method for cross-linking carboxylated polysaccharides RU2230073C2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT1998MI002443A IT1303738B1 (en) 1998-11-11 1998-11-11 CARBOXYLATE POLYSACCHARIDE CROSS-LINKING PROCESS.
ITMI98A002443 1998-11-11

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RU2001112487A true RU2001112487A (en) 2003-08-20
RU2230073C2 RU2230073C2 (en) 2004-06-10

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EP (1) EP1137670B1 (en)
JP (1) JP2002529549A (en)
KR (1) KR100685454B1 (en)
CN (1) CN1144818C (en)
AT (1) ATE291590T1 (en)
AU (1) AU756158B2 (en)
BR (1) BR9915238A (en)
CA (1) CA2350665A1 (en)
CZ (1) CZ303485B6 (en)
DE (1) DE69924407T2 (en)
DK (1) DK1137670T3 (en)
ES (1) ES2237971T3 (en)
HK (1) HK1041010B (en)
HU (1) HU227731B1 (en)
IL (1) IL143064A0 (en)
IT (1) IT1303738B1 (en)
NO (1) NO20012316L (en)
NZ (1) NZ511308A (en)
PT (1) PT1137670E (en)
RU (1) RU2230073C2 (en)
SI (1) SI1137670T1 (en)
TR (1) TR200101325T2 (en)
WO (1) WO2000027886A1 (en)
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