CO5180646A1 - Procedimiento de sintesis de mezclas de oligosacaridos que comprenden unidades repetitivas de (fosfato-ribosa-ribitol)n o (ribosa-ribitol-fosfato)n - Google Patents
Procedimiento de sintesis de mezclas de oligosacaridos que comprenden unidades repetitivas de (fosfato-ribosa-ribitol)n o (ribosa-ribitol-fosfato)nInfo
- Publication number
- CO5180646A1 CO5180646A1 CO00064095A CO00064095A CO5180646A1 CO 5180646 A1 CO5180646 A1 CO 5180646A1 CO 00064095 A CO00064095 A CO 00064095A CO 00064095 A CO00064095 A CO 00064095A CO 5180646 A1 CO5180646 A1 CO 5180646A1
- Authority
- CO
- Colombia
- Prior art keywords
- ribitol
- benzyl
- phosphate
- disaccharide
- tri
- Prior art date
Links
Classifications
-
- 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
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/02—Bacterial antigens
- A61K39/102—Pasteurellales, e.g. Actinobacillus, Pasteurella; Haemophilus
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
- C07H15/08—Polyoxyalkylene derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/18—Acyclic radicals, substituted by carbocyclic rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Saccharide Compounds (AREA)
Abstract
Mezclas de oligosacáridos que comprenden unidades repetitivas de fórmula (fosfato-ribosa-ribitol)n o (ribosaribitol-fosfato)n caracterizadas porque dichas mezclas son obtenidas mediante síntesis y comprenden al menos 5 compuestos de estructura A ó B siendo n un valor comprendido entre 4 y 25, y donde R1 ó R2 es un espaciador para la conjugación a un carrier, con la condición que R1= espaciador si R2=H, ó R2= espaciador si R1=H.<EMI FILE="00064095_1" ID="1" IMF=JPEG >Procedimiento para sintetizar una mezcla de oligosacáridos que comprende unidades repetitivas de fórmula (fosfato - ribosa-ribitol)n o (ribosa-ribitol-fosfato)n caracterizado porque se efectúa una reacción de policondensación de una sola etapa aplicada al derivado disacárido 19 o 23 en presencia de un promotor en un solvente básico y con un espaciador que interviene en la reacción como aceptor deteniendo el crecimiento de la cadena del oligómero.Método para la síntesis del disacárido intermediario de 2,3,4-tri-O-bencil-5-O-alil-(B-D-ribofuranosil)-D-ribitol 4 en forma pura ribosilación del 2,3,4- tri-O -bencil-5-O-alil-D-ribitol 14 con peracetato de ribofuranosa seguido de desacetilación para dar lugar al compuesto 4 que se somete a purificación por adsorción-desorción en silicagel.Método para sintetizar el disacarido intermedio 17 que comprende un procedimiento de dibencilación del disacarido 4 con óxido de dibutilestaño, yoduro de tetrabutilamonio, hidruro de sodio y cloruro de bencilo en una relación 1:0.5-2: 0.001-1, 0.5-10: 1-5, en un solvente como tolueno, benceno, tetrahidrofurano o xileno, para dar lugar al compuesto de fórmula 5, seguido de isomerización del alilo a propenilo.Disacárido 5-O-propenil-2,3,4-tri-O-bencil-1-O-(2´,5´-di-O-bencil-ß-D-ribo-furanosil)-D-ribitol 17 obtenido como intermedio en la síntesis de los derivados 19 y 23.Derivados disacarídicos 2,3,4-tri-O-bencil-1-O-(2´,5´-di-O-bencil-ß-D-ribo-furanosil)-D-ribitol-5-O-fosfonato de trietilamonio 23 y 2,3 ,4-tri-O-bencil-1-O-(2´,5´-di-O-bencil-ß-D-ribo-furanosil)-D-ribitol-3´-O-fosfonato de trietilamonio 19 obtenidos como intermedios claves en la reacción de oligomerización de las reivindicaciones de la 4 a la 9.Método para preparar los disacáridos 19 ó 23 a partir del disacárido 17, que comprende un procedimiento de fosfonilación con tricloruro de fosforo-imidazol seguido de hidrólisis del propenilo, o acetilación, hidrólisis del propenilo, fosfonilación con tricloruro de fosforo-imidazol seguido de desacetilación.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CU1999121A CU22904A1 (es) | 1999-08-30 | 1999-08-30 | Oligosacáridos derivados de ribosa- ribitol-fosfato, métodos para prepararlos, inmunógenos que los comprenden y vacunas que comprenden dichos inmunógenos |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO5180646A1 true CO5180646A1 (es) | 2002-07-30 |
Family
ID=5459405
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CO00064095A CO5180646A1 (es) | 1999-08-30 | 2000-08-28 | Procedimiento de sintesis de mezclas de oligosacaridos que comprenden unidades repetitivas de (fosfato-ribosa-ribitol)n o (ribosa-ribitol-fosfato)n |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US6765091B1 (es) |
| EP (1) | EP1212334B1 (es) |
| JP (1) | JP4850377B2 (es) |
| KR (1) | KR100818163B1 (es) |
| CN (1) | CN1205217C (es) |
| AR (1) | AR025435A1 (es) |
| AT (1) | ATE308551T1 (es) |
| AU (1) | AU780816B2 (es) |
| BR (1) | BRPI0013686B8 (es) |
| CA (1) | CA2382602C (es) |
| CO (1) | CO5180646A1 (es) |
| CU (1) | CU22904A1 (es) |
| CZ (1) | CZ2002721A3 (es) |
| DE (1) | DE60023722T2 (es) |
| DK (1) | DK1212334T3 (es) |
| EA (1) | EA005381B1 (es) |
| ES (1) | ES2252045T3 (es) |
| HK (1) | HK1050693A1 (es) |
| MX (1) | MXPA02002066A (es) |
| NZ (1) | NZ517464A (es) |
| SI (1) | SI1212334T1 (es) |
| UA (1) | UA75579C2 (es) |
| WO (1) | WO2001016146A1 (es) |
| ZA (1) | ZA200201667B (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1713508A2 (en) * | 2004-01-29 | 2006-10-25 | Biosynexus Incorporated | Use of amino-oxy functional groups in the preparation of vaccine conjugates |
| US8647621B2 (en) | 2009-07-27 | 2014-02-11 | Fina Biosolutions, Llc | Method of producing protein-carbohydrate vaccines reduced in free carbohydrate |
| RU2558257C2 (ru) | 2009-07-31 | 2015-07-27 | Нэшнл Рисерч Каунсл Оф Канада | ВНЕШНИЙ КОРОВОЙ ЭПИТОП ЛИПОПОЛИСАХАРИДА Н. pylori |
| US9044517B2 (en) | 2009-12-17 | 2015-06-02 | Fina Biosolutions, Llc | Activation of polysaccharides via the cyanylating agent, 1-cyano-4-pyrrolidinopyridinium tetrafluoroborate (CPPT), in the preparation of polysaccharide/protein conjugate vaccines |
| WO2011133191A1 (en) * | 2010-04-23 | 2011-10-27 | Serum Institute Of India, Ltd. | Simple method for simultaneous removal of multiple impurities from culture supernatants to ultralow levels |
| JP6784841B2 (ja) | 2016-07-28 | 2020-11-11 | マックス プランク ゲゼルシャフト ツゥアー フェデルゥン デル ヴィッセンシャフテン エー フォー | ヘモフィルス属インフルエンザ菌ｂ型に対するワクチンとしての安定した加水分解耐性合成ポリリボシルリビトールホスフェート誘導体 |
| KR20200141053A (ko) * | 2018-03-23 | 2020-12-17 | 코라넥스 캐피탈 | 치료 도구로서의 정밀 당 접합체 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ223009A (en) * | 1986-12-31 | 1990-06-26 | Nl Rivm Of Thoven | Oligosaccharides containing d-ribose d-ribitol and phosphate units mimicing haemophilus influenzae type b antigens |
| EP0320942A3 (en) * | 1987-12-18 | 1989-10-04 | American Cyanamid Company | Novel polysaccharides novel macromolecular conjugates of the polysaccharides |
| US5843463A (en) * | 1990-12-21 | 1998-12-01 | Antexbiologics, Inc. | Adhesin-oligosaccharide conjugate vaccine for Haemophilus influenzae |
-
1999
- 1999-08-30 CU CU1999121A patent/CU22904A1/es unknown
-
2000
- 2000-08-15 CA CA2382602A patent/CA2382602C/en not_active Expired - Fee Related
- 2000-08-15 EA EA200200314A patent/EA005381B1/ru not_active IP Right Cessation
- 2000-08-15 MX MXPA02002066A patent/MXPA02002066A/es active IP Right Grant
- 2000-08-15 DK DK00956040T patent/DK1212334T3/da active
- 2000-08-15 CN CNB008134731A patent/CN1205217C/zh not_active Expired - Lifetime
- 2000-08-15 SI SI200030780T patent/SI1212334T1/sl unknown
- 2000-08-15 NZ NZ517464A patent/NZ517464A/en not_active IP Right Cessation
- 2000-08-15 EP EP00956040A patent/EP1212334B1/en not_active Expired - Lifetime
- 2000-08-15 AU AU68173/00A patent/AU780816B2/en not_active Ceased
- 2000-08-15 BR BRPI0013686A patent/BRPI0013686B8/pt not_active IP Right Cessation
- 2000-08-15 DE DE60023722T patent/DE60023722T2/de not_active Expired - Lifetime
- 2000-08-15 ES ES00956040T patent/ES2252045T3/es not_active Expired - Lifetime
- 2000-08-15 WO PCT/CU2000/000003 patent/WO2001016146A1/es active IP Right Grant
- 2000-08-15 JP JP2001519710A patent/JP4850377B2/ja not_active Expired - Fee Related
- 2000-08-15 US US10/070,101 patent/US6765091B1/en not_active Expired - Lifetime
- 2000-08-15 AT AT00956040T patent/ATE308551T1/de active
- 2000-08-15 CZ CZ2002721A patent/CZ2002721A3/cs unknown
- 2000-08-15 KR KR1020027002706A patent/KR100818163B1/ko not_active IP Right Cessation
- 2000-08-15 UA UA2002021613A patent/UA75579C2/uk unknown
- 2000-08-28 CO CO00064095A patent/CO5180646A1/es active IP Right Grant
- 2000-08-29 AR ARP000104496A patent/AR025435A1/es not_active Application Discontinuation
-
2002
- 2002-02-27 ZA ZA200201667A patent/ZA200201667B/en unknown
-
2003
- 2003-04-23 HK HK03102864A patent/HK1050693A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2382602A1 (en) | 2001-03-08 |
| JP2003528032A (ja) | 2003-09-24 |
| CN1376158A (zh) | 2002-10-23 |
| AR025435A1 (es) | 2002-11-27 |
| EP1212334B1 (en) | 2005-11-02 |
| CZ2002721A3 (cs) | 2002-07-17 |
| MXPA02002066A (es) | 2004-07-30 |
| NZ517464A (en) | 2004-03-26 |
| KR100818163B1 (ko) | 2008-03-31 |
| CN1205217C (zh) | 2005-06-08 |
| JP4850377B2 (ja) | 2012-01-11 |
| BRPI0013686B1 (pt) | 2016-07-26 |
| WO2001016146A1 (es) | 2001-03-08 |
| ES2252045T3 (es) | 2006-05-16 |
| AU6817300A (en) | 2001-03-26 |
| EA005381B1 (ru) | 2005-02-24 |
| DK1212334T3 (da) | 2006-03-20 |
| CU22904A1 (es) | 2004-01-23 |
| EA200200314A1 (ru) | 2002-10-31 |
| HK1050693A1 (en) | 2003-07-04 |
| EP1212334A1 (en) | 2002-06-12 |
| DE60023722D1 (de) | 2005-12-08 |
| BRPI0013686B8 (pt) | 2021-05-25 |
| UA75579C2 (en) | 2006-05-15 |
| US6765091B1 (en) | 2004-07-20 |
| DE60023722T2 (de) | 2006-07-20 |
| ATE308551T1 (de) | 2005-11-15 |
| SI1212334T1 (sl) | 2006-04-30 |
| AU780816B2 (en) | 2005-04-21 |
| CA2382602C (en) | 2010-02-16 |
| BR0013686A (pt) | 2002-08-13 |
| KR20020068501A (ko) | 2002-08-27 |
| ZA200201667B (en) | 2003-08-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Application granted |