AU2009233757B2 - Triterpene saponins, methods of synthesis, and uses thereof - Google Patents
Triterpene saponins, methods of synthesis, and uses thereof Download PDFInfo
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- AU2009233757B2 AU2009233757B2 AU2009233757A AU2009233757A AU2009233757B2 AU 2009233757 B2 AU2009233757 B2 AU 2009233757B2 AU 2009233757 A AU2009233757 A AU 2009233757A AU 2009233757 A AU2009233757 A AU 2009233757A AU 2009233757 B2 AU2009233757 B2 AU 2009233757B2
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- 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
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
-
- 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
- A61K31/7024—Esters of saccharides
-
- 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
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/704—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
-
- 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
- A61K31/74—Synthetic polymeric materials
- A61K31/80—Polymers containing hetero atoms not provided for in groups A61K31/755 - A61K31/795
-
- 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
- A61K39/385—Haptens or antigens, bound to carriers
-
- 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
-
- 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
-
- 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
- A61P31/12—Antivirals
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- 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
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
-
- 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
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/08—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals directly attached to carbocyclic rings
-
- 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
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/256—Polyterpene radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
- C07H5/06—Aminosugars
-
- 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
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Virology (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Immunology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- AIDS & HIV (AREA)
- Hematology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Saccharide Compounds (AREA)
- Pyrane Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2015203675A AU2015203675B2 (en) | 2008-04-08 | 2015-06-30 | Triterpene saponins, methods of synthesis, and uses thereof |
| AU2017258850A AU2017258850B2 (en) | 2008-04-08 | 2017-11-07 | Triterpene saponins, methods of synthesis, and uses thereof |
| AU2018201645A AU2018201645B2 (en) | 2008-04-08 | 2018-03-07 | Triterpene saponins, methods of synthesis, and uses thereof |
| AU2020202692A AU2020202692B2 (en) | 2008-04-08 | 2020-04-22 | Triterpene saponins, methods of synthesis, and uses thereof |
| AU2021266246A AU2021266246B2 (en) | 2008-04-08 | 2021-11-10 | Triterpene saponins, methods of synthesis, and uses thereof |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4319708P | 2008-04-08 | 2008-04-08 | |
| US61/043,197 | 2008-04-08 | ||
| PCT/US2009/039954 WO2009126737A2 (en) | 2008-04-08 | 2009-04-08 | Triterpene saponins, methods of synthesis, and uses thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2015203675A Division AU2015203675B2 (en) | 2008-04-08 | 2015-06-30 | Triterpene saponins, methods of synthesis, and uses thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2009233757A1 AU2009233757A1 (en) | 2009-10-15 |
| AU2009233757B2 true AU2009233757B2 (en) | 2015-05-07 |
Family
ID=40875147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2009233757A Active AU2009233757B2 (en) | 2008-04-08 | 2009-04-08 | Triterpene saponins, methods of synthesis, and uses thereof |
Country Status (11)
| Country | Link |
|---|---|
| US (6) | US8283456B2 (cg-RX-API-DMAC7.html) |
| EP (3) | EP3868771A1 (cg-RX-API-DMAC7.html) |
| JP (5) | JP5706815B2 (cg-RX-API-DMAC7.html) |
| KR (6) | KR101825315B1 (cg-RX-API-DMAC7.html) |
| CN (2) | CN104710487A (cg-RX-API-DMAC7.html) |
| AU (1) | AU2009233757B2 (cg-RX-API-DMAC7.html) |
| CA (3) | CA3096084C (cg-RX-API-DMAC7.html) |
| ES (1) | ES2827804T3 (cg-RX-API-DMAC7.html) |
| HK (1) | HK1211591A1 (cg-RX-API-DMAC7.html) |
| IL (4) | IL208535A (cg-RX-API-DMAC7.html) |
| WO (1) | WO2009126737A2 (cg-RX-API-DMAC7.html) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5706815B2 (ja) | 2008-04-08 | 2015-04-22 | スローン − ケタリング・インスティテュート・フォー・キャンサー・リサーチ | トリテルペンであるサポニン、その合成法および使用 |
| CN102068446B (zh) * | 2011-01-10 | 2013-08-21 | 武汉道一堂医药研究院 | 三萜皂苷化合物在制备抗病原微生物药物中的应用 |
| AU2013204005B2 (en) * | 2012-05-23 | 2015-04-16 | Oncology Research International Limited | Improved synthesis |
| CN111499679B (zh) | 2013-01-04 | 2021-07-06 | 台湾浩鼎生技股份有限公司 | 具有较高碳水化合物抗原密度的疫苗及新颖皂素佐剂 |
| US10806119B2 (en) | 2013-06-05 | 2020-10-20 | Yeda Research And Development Co. Ltd. | Plant with altered content of steroidal alkaloids |
| HK1222569A1 (zh) | 2013-09-17 | 2017-07-07 | Obi Pharma, Inc. | 用於诱导免疫反应的糖疫苗组合物及其治疗癌症的用途 |
| CN106573951B (zh) | 2014-05-30 | 2020-09-11 | 索隆-基特林癌症研究协会 | 微小皂苷类似物、合成及其用途 |
| US10676723B2 (en) | 2015-05-11 | 2020-06-09 | David Gordon Bermudes | Chimeric protein toxins for expression by therapeutic bacteria |
| AR105910A1 (es) | 2015-09-04 | 2017-11-22 | Obi Pharma Inc | Matrices de glicano y método de uso |
| JP6900385B2 (ja) * | 2015-11-06 | 2021-07-07 | アジュバンス・テクノロジーズ・インコーポレーテッド | トリテルペンサポニン類似物 |
| US10980894B2 (en) | 2016-03-29 | 2021-04-20 | Obi Pharma, Inc. | Antibodies, pharmaceutical compositions and methods |
| BR112018070097A2 (pt) | 2016-03-29 | 2019-02-12 | Obi Pharma, Inc. | anticorpo, hibridoma, composição farmacêutica, método para tratar câncer em um indivíduo, método para inibir a proliferação de células cancerígenas, método para diagnosticar o câncer em um indivíduo, método para tratar um paciente humano, método para fazer imagens de um indivíduo, conjugado de fármaco-anticorpo (adc), método para tratar câncer, anticorpo biespecífico e método para preparar uma população de anticorpos homogêneos |
| TWI697333B (zh) | 2016-04-22 | 2020-07-01 | 台灣浩鼎生技股份有限公司 | 經由Globo系列抗原之免疫活化或免疫調節之癌症免疫療法 |
| JP2019527690A (ja) | 2016-07-27 | 2019-10-03 | オービーアイ ファーマ,インコーポレイテッド | 免疫原性/治療用グリカン組成物およびその使用 |
| JP7121724B2 (ja) | 2016-07-29 | 2022-08-18 | オービーアイ ファーマ,インコーポレイテッド | ヒト抗体、医薬組成物及び方法 |
| WO2018094414A1 (en) | 2016-11-21 | 2018-05-24 | Obi Pharma, Inc. | Conjugated biological molecules, pharmaceutical compositions and methods |
| US11129906B1 (en) | 2016-12-07 | 2021-09-28 | David Gordon Bermudes | Chimeric protein toxins for expression by therapeutic bacteria |
| KR20190137808A (ko) * | 2017-04-13 | 2019-12-11 | 아쥬반스 테크놀로지스 인코포레이티드 | 트리테르펜 사포닌, 중간체 및 보조제 배합물 |
| CN110730666A (zh) * | 2017-04-25 | 2020-01-24 | 佐剂技术公司 | 三萜皂苷类似物 |
| SG11201909584QA (en) * | 2017-04-25 | 2019-11-28 | Adjuvance Technologies Inc | Triterpene saponin analogues |
| AU2018350887A1 (en) | 2017-10-16 | 2020-03-05 | Adjuvance Technologies, Inc. | Triterpene saponin analogues |
| CA3085356A1 (en) | 2017-12-29 | 2019-07-04 | Glycomimetics, Inc. | Heterobifunctional inhibitors of e-selectin and galectin-3 |
| WO2019183159A1 (en) * | 2018-03-20 | 2019-09-26 | The Uab Research Foundation | Saponin-based vaccine adjuvants |
| WO2020006176A1 (en) | 2018-06-27 | 2020-01-02 | Obi Pharma, Inc. | Glycosynthase variants for glycoprotein engineering and methods of use |
| CA3111386A1 (en) | 2018-09-06 | 2020-03-12 | Yeda Research And Development Co. Ltd. | Cellulose-synthase-like enzymes and uses thereof |
| EP3849521A1 (en) | 2018-09-14 | 2021-07-21 | Massachusetts Institute Of Technology | Nanoparticle vaccine adjuvant and methods of use thereof |
| CN118373810A (zh) | 2018-12-27 | 2024-07-23 | 糖模拟物有限公司 | 抑制c-糖苷的半乳凝素-3 |
| WO2020139962A1 (en) | 2018-12-27 | 2020-07-02 | Glycomimetics, Inc. | Heterobifunctional inhibitors of e-selectin and galectin-3 |
| AU2020379738A1 (en) * | 2019-11-05 | 2022-04-14 | Adjuvance Technologies, Inc. | Varicella zoster |
| WO2021195024A1 (en) * | 2020-03-23 | 2021-09-30 | Adjuvance Technologies, Inc. | Adjuvant compounds, salt forms, and formulations |
| WO2023052829A1 (en) * | 2021-10-02 | 2023-04-06 | Desert King Chile S.A | A 3-o-monodesmosidic saponins extract, stable at physiological ph, method for preparing it from a quillaja plant extract cultured with a microbial consortium, uses and such microbial consortium |
| EP4190359A1 (en) | 2021-12-03 | 2023-06-07 | Asociación Centro de Investigación Cooperativa en Biociencias - CIC bioGUNE | Saponin-based adjuvants and vaccines |
| US20230190920A1 (en) | 2021-12-19 | 2023-06-22 | Massachusetts Institute Of Technology | Compositions and methods for long-lasting germinal center responses to a priming immunization |
| EP4466278A1 (en) | 2022-01-19 | 2024-11-27 | Asociación Centro de Investigación Cooperativa en Biociencias - CIC bioGUNE | Saponin-based adjuvants and vaccines |
| WO2024218268A1 (en) | 2023-04-20 | 2024-10-24 | Asociación Centro De Investigación Cooperativa En Biociencias-Cic Biogune | Saponin derivatives as adjuvants and photoaffinity probes |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6112695A (ja) * | 1984-06-28 | 1986-01-21 | Rikagaku Kenkyusho | シアル酸誘導体 |
| US5583112A (en) | 1987-05-29 | 1996-12-10 | Cambridge Biotech Corporation | Saponin-antigen conjugates and the use thereof |
| US5057540A (en) * | 1987-05-29 | 1991-10-15 | Cambridge Biotech Corporation | Saponin adjuvant |
| JPH09169648A (ja) * | 1995-12-22 | 1997-06-30 | Nippon Shinyaku Co Ltd | 医薬組成物 |
| US6231859B1 (en) | 1996-12-02 | 2001-05-15 | Aquila Biopharmaceuticals, Inc. | Saponin adjuvant compositions |
| DK0952771T3 (da) * | 1996-12-02 | 2008-05-19 | Antigenics Inc | Hidtil ukendte saponinpræparater og anvendelser deraf |
| EP0996451B1 (en) | 1997-05-20 | 2005-01-05 | Galenica Pharmaceuticals, Inc. | Triterpene saponin analogs having adjuvant and immunostimulatory activity |
| US6080725A (en) * | 1997-05-20 | 2000-06-27 | Galenica Pharmaceuticals, Inc. | Immunostimulating and vaccine compositions employing saponin analog adjuvants and uses thereof |
| EP0988053A1 (en) * | 1997-06-11 | 2000-03-29 | Aquila Biopharmaceuticals, Inc. | Purified saponins as oral adjuvants |
| US6262029B1 (en) | 1998-08-14 | 2001-07-17 | Galenica Pharmaceuticals, Inc. | Chemically modified saponins and the use thereof as adjuvants |
| US7457415B2 (en) | 1998-08-20 | 2008-11-25 | Akikaze Technologies, Llc | Secure information distribution system utilizing information segment scrambling |
| US6716428B1 (en) | 1999-10-06 | 2004-04-06 | The Ohio State University Research Foundation | Antigenic modification of polypeptides |
| US20040242502A1 (en) * | 2003-04-08 | 2004-12-02 | Galenica Pharmaceuticals, Inc. | Semi-synthetic saponin analogs with carrier and immune stimulatory activities for DNA and RNA vaccines |
| WO2006116876A1 (en) * | 2005-05-04 | 2006-11-09 | National Research Council Of Canada | Method for production of saponaria from microspores |
| CN100335073C (zh) * | 2005-08-19 | 2007-09-05 | 浙江大学 | 木鳖子含三萜皂甙成分提取物的制备方法 |
| JP5706815B2 (ja) * | 2008-04-08 | 2015-04-22 | スローン − ケタリング・インスティテュート・フォー・キャンサー・リサーチ | トリテルペンであるサポニン、その合成法および使用 |
| CN101322734B (zh) | 2008-07-22 | 2013-05-29 | 沈阳药科大学 | 具有抗炎免疫作用的轮叶党参总皂苷及其制备方法 |
| CN106573951B (zh) * | 2014-05-30 | 2020-09-11 | 索隆-基特林癌症研究协会 | 微小皂苷类似物、合成及其用途 |
-
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