JP2017515898A - 免疫調節β−1,6−D−グルカン - Google Patents
免疫調節β−1,6−D−グルカン Download PDFInfo
- Publication number
- JP2017515898A JP2017515898A JP2017511557A JP2017511557A JP2017515898A JP 2017515898 A JP2017515898 A JP 2017515898A JP 2017511557 A JP2017511557 A JP 2017511557A JP 2017511557 A JP2017511557 A JP 2017511557A JP 2017515898 A JP2017515898 A JP 2017515898A
- Authority
- JP
- Japan
- Prior art keywords
- glucopyranosyl
- group
- compound
- alkyl
- tri
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 0 C*CC1CC(C2)C2C1 Chemical compound C*CC1CC(C2)C2C1 0.000 description 16
- IGVRLQCIPDCVHB-HXDCPGAQSA-N CC(C)(C)C(OC([C@@H]([C@H]1OC(C)=O)OC(C)=O)O[C@H](CO[C@@H]([C@@H]([C@H]2OC(C)=O)OC(C)=O)O[C@H](COC(C)=O)[C@H]2OC(C)=O)[C@H]1OC(C)=O)=N Chemical compound CC(C)(C)C(OC([C@@H]([C@H]1OC(C)=O)OC(C)=O)O[C@H](CO[C@@H]([C@@H]([C@H]2OC(C)=O)OC(C)=O)O[C@H](COC(C)=O)[C@H]2OC(C)=O)[C@H]1OC(C)=O)=N IGVRLQCIPDCVHB-HXDCPGAQSA-N 0.000 description 1
- TXCPJGWBRJNSKV-AIYAJCGVSA-N CC(C)(C)[Si](c1ccccc1)(c1ccccc1)OC[C@H](C([C@@H](C1OC(c2ccccc2)=O)O)OC(c2ccccc2)=O)O[C@H]1OCC([C@H](C([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC1OC(C(Cl)(Cl)Cl)=N Chemical compound CC(C)(C)[Si](c1ccccc1)(c1ccccc1)OC[C@H](C([C@@H](C1OC(c2ccccc2)=O)O)OC(c2ccccc2)=O)O[C@H]1OCC([C@H](C([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC1OC(C(Cl)(Cl)Cl)=N TXCPJGWBRJNSKV-AIYAJCGVSA-N 0.000 description 1
- XQIBJMBSHJRCMH-FBQKVCKPSA-N CC(C)([C@@H]([C@@H]([C@H]1O)O)O[C@H](CO[C@@H]([C@@H]([C@H]2O)O)O[C@H](CO)[C@H]2O)[C@H]1O)OC Chemical compound CC(C)([C@@H]([C@@H]([C@H]1O)O)O[C@H](CO[C@@H]([C@@H]([C@H]2O)O)O[C@H](CO)[C@H]2O)[C@H]1O)OC XQIBJMBSHJRCMH-FBQKVCKPSA-N 0.000 description 1
- AYOUCLPGSZMCSW-OIAPZKCTSA-N CO[C@H](CO[C@H]([C@@H]1O)OC[C@H]([C@H](C([C@H]2O)O)O)O[C@H]2OC[C@H]([C@H]([C@@H]([C@H]2O)O)O)O[C@H]2OC[C@H]([C@H]([C@@H]([C@H]2O)O)O)O[C@H]2OCCCC(C(CCCCO[C@@H]([C@@H]([C@H]2O)O)O[C@H](CO[C@@H]([C@@H]([C@H]3O)O)O[C@H](CO[C@@H]([C@@H]([C@H]4O)O)O[C@H](CO[C@@H]([C@@H]([C@H]5O)O)O[C@H](CO)[C@H]5O)[C@H]4O)[C@H]3O)[C@H]2O)O)C=O)[C@@H]1O Chemical compound CO[C@H](CO[C@H]([C@@H]1O)OC[C@H]([C@H](C([C@H]2O)O)O)O[C@H]2OC[C@H]([C@H]([C@@H]([C@H]2O)O)O)O[C@H]2OC[C@H]([C@H]([C@@H]([C@H]2O)O)O)O[C@H]2OCCCC(C(CCCCO[C@@H]([C@@H]([C@H]2O)O)O[C@H](CO[C@@H]([C@@H]([C@H]3O)O)O[C@H](CO[C@@H]([C@@H]([C@H]4O)O)O[C@H](CO[C@@H]([C@@H]([C@H]5O)O)O[C@H](CO)[C@H]5O)[C@H]4O)[C@H]3O)[C@H]2O)O)C=O)[C@@H]1O AYOUCLPGSZMCSW-OIAPZKCTSA-N 0.000 description 1
- DTEWBONOQJNEDK-NVWHIGFISA-N C[C@H]([C@@H](CO)O[C@H]([C@@H]1O)OC[C@H](C[C@@H]([C@H]2O)O)O[C@H]2C(C)(C)C)[C@@H]1O Chemical compound C[C@H]([C@@H](CO)O[C@H]([C@@H]1O)OC[C@H](C[C@@H]([C@H]2O)O)O[C@H]2C(C)(C)C)[C@@H]1O DTEWBONOQJNEDK-NVWHIGFISA-N 0.000 description 1
- QVRRYIUUZLGZHF-JSJQMQGCSA-N C[C@H]([C@H](C[C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1OC[C@H]([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1C(C)(C)OCC([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)O)OC(c2ccccc2)=O)O/C1=[O]/CC=C Chemical compound C[C@H]([C@H](C[C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1OC[C@H]([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1C(C)(C)OCC([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)O)OC(c2ccccc2)=O)O/C1=[O]/CC=C QVRRYIUUZLGZHF-JSJQMQGCSA-N 0.000 description 1
- ZJSLYEQEKOSNOV-VKMRIRGJSA-N C[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OCC[n]1nnc(COc2cc(C(O)=O)cc(OCc3c[n](CCO[C@@H]([C@@H]([C@H]4O)O)O[C@H](CO)[C@H]4O)nn3)c2)c1 Chemical compound C[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OCC[n]1nnc(COc2cc(C(O)=O)cc(OCc3c[n](CCO[C@@H]([C@@H]([C@H]4O)O)O[C@H](CO)[C@H]4O)nn3)c2)c1 ZJSLYEQEKOSNOV-VKMRIRGJSA-N 0.000 description 1
- IHNBBFFMBCUUTP-LVVDEIBFSA-N C[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OCC[n]1nnc(COc2cc(C=O)cc(OCc3c[n](CCO[C@@H]([C@@H]([C@H]4O)O)O[C@H](COC(C)(C)[C@@H]([C@@H]5O)O[C@H](COC)C[C@@H]5O)[C@H]4O)nn3)c2)c1 Chemical compound C[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OCC[n]1nnc(COc2cc(C=O)cc(OCc3c[n](CCO[C@@H]([C@@H]([C@H]4O)O)O[C@H](COC(C)(C)[C@@H]([C@@H]5O)O[C@H](COC)C[C@@H]5O)[C@H]4O)nn3)c2)c1 IHNBBFFMBCUUTP-LVVDEIBFSA-N 0.000 description 1
- XPCZBGWQGBZJKL-JSJCEJTRSA-N C[C@H]([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1OC[C@H]([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1C(C)(C)C Chemical compound C[C@H]([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1OC[C@H]([C@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H]1C(C)(C)C XPCZBGWQGBZJKL-JSJCEJTRSA-N 0.000 description 1
- MPCAJMNYNOGXPB-SLPGGIOYSA-N OC[C@H]([C@H]([C@@H]1O)O)OC[C@@H]1O Chemical compound OC[C@H]([C@H]([C@@H]1O)O)OC[C@@H]1O MPCAJMNYNOGXPB-SLPGGIOYSA-N 0.000 description 1
- OIEIPIOIMFPHHM-UUROJUAVSA-N O[C@@H]([C@@H](CO[C@H]1OCCOCCOCc2ccccc2)OC(c2ccccc2)=O)[C@H]1OC(c1ccccc1)=O Chemical compound O[C@@H]([C@@H](CO[C@H]1OCCOCCOCc2ccccc2)OC(c2ccccc2)=O)[C@H]1OC(c1ccccc1)=O OIEIPIOIMFPHHM-UUROJUAVSA-N 0.000 description 1
- GFNSPZSBKMRYIT-YBWLRKLZSA-N O[C@H]([C@@H](CO[C@@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H](COC(c2ccccc2)=O)[C@H]1OC(c1ccccc1)=O)O[C@H]([C@@H]1OC(c2ccccc2)=O)O)[C@@H]1OC(c1ccccc1)=O Chemical compound O[C@H]([C@@H](CO[C@@H]([C@@H]([C@H]1OC(c2ccccc2)=O)OC(c2ccccc2)=O)O[C@H](COC(c2ccccc2)=O)[C@H]1OC(c1ccccc1)=O)O[C@H]([C@@H]1OC(c2ccccc2)=O)O)[C@@H]1OC(c1ccccc1)=O GFNSPZSBKMRYIT-YBWLRKLZSA-N 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
-
- 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
- C07H13/04—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 attached to acyclic carbon atoms
-
- 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
- C07H15/18—Acyclic radicals, substituted by 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
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
-
- 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
- C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/044—Pyrrole radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/048—Pyridine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Saccharide Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021070193A JP7254374B2 (ja) | 2014-05-08 | 2021-04-19 | 免疫調節β-1,6-D-グルカン |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461990337P | 2014-05-08 | 2014-05-08 | |
| US61/990,337 | 2014-05-08 | ||
| PCT/US2015/029916 WO2015172040A2 (en) | 2014-05-08 | 2015-05-08 | IMMUNOMODULATING β-1,6-D-GLUCANS |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021070193A Division JP7254374B2 (ja) | 2014-05-08 | 2021-04-19 | 免疫調節β-1,6-D-グルカン |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2017515898A true JP2017515898A (ja) | 2017-06-15 |
| JP2017515898A5 JP2017515898A5 (enExample) | 2018-06-14 |
Family
ID=54393151
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017511557A Pending JP2017515898A (ja) | 2014-05-08 | 2015-05-08 | 免疫調節β−1,6−D−グルカン |
| JP2021070193A Active JP7254374B2 (ja) | 2014-05-08 | 2021-04-19 | 免疫調節β-1,6-D-グルカン |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021070193A Active JP7254374B2 (ja) | 2014-05-08 | 2021-04-19 | 免疫調節β-1,6-D-グルカン |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10266609B2 (enExample) |
| EP (2) | EP3502119A3 (enExample) |
| JP (2) | JP2017515898A (enExample) |
| AU (1) | AU2015255823A1 (enExample) |
| CA (1) | CA2946679A1 (enExample) |
| WO (1) | WO2015172040A2 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015172040A2 (en) | 2014-05-08 | 2015-11-12 | Immunexcite, Inc. | IMMUNOMODULATING β-1,6-D-GLUCANS |
| JP7254350B2 (ja) * | 2016-12-07 | 2023-04-10 | イネイト バイオセラピューティクス, エルエルシー | β-1,6-グルカン治療用抗体コンジュゲート |
| KR102205829B1 (ko) * | 2017-06-14 | 2021-01-21 | 기초과학연구원 | 신규한 비피도박테리움 비피덤 균주 및 균주 유래 다당체 |
| FR3070391B1 (fr) * | 2017-08-24 | 2020-03-06 | Centre National De La Recherche Scientifique | Synthese d'oligosaccharides par ultrasons haute frequence |
| WO2019094648A1 (en) * | 2017-11-08 | 2019-05-16 | L.E.A.F. Holdings Group Llc | Platinum complexes and uses thereof |
| CN116496331A (zh) * | 2022-01-18 | 2023-07-28 | 中国科学院上海药物研究所 | 一种苦杏仁苷衍生物以及由该衍生物得到的特异性修饰产物和制备方法 |
| GB2636364A (en) * | 2023-12-07 | 2025-06-18 | Aramune Tech Limited | Arabinogalactan |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04200378A (ja) * | 1990-11-30 | 1992-07-21 | Nippon Shokuhin Kako Co Ltd | 酒類の製造法 |
| CN1188770A (zh) * | 1997-12-30 | 1998-07-29 | 中国科学院生态环境研究中心 | 一种以糖的原酸酯为关键中间体的区选及立体选择性合成寡糖的方法 |
| US20060147415A1 (en) * | 2005-01-03 | 2006-07-06 | Shaker Mousa | Composition and method for treating occlusive vascular diseases, nerve regeneration, and wound healing |
| WO2007112567A1 (en) * | 2006-03-30 | 2007-10-11 | National Research Council Of Canada | Synthetic archaeal glycolipid adjuvants |
| CN101502507A (zh) * | 2008-02-04 | 2009-08-12 | 成都地奥九泓制药厂 | 齐墩果醇型苯并呋喃及其苷的制药新用途 |
| WO2013071409A1 (en) * | 2011-11-18 | 2013-05-23 | National Research Council Of Canada (Nrc) | Clostridium difficile lipoteichoic acid and uses thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPN261895A0 (en) | 1995-04-28 | 1995-05-18 | Australian National University, The | Preparation and use of sulfated oligosaccharides |
| US20040127458A1 (en) * | 2000-11-06 | 2004-07-01 | Hunter Kenneth W. | Beta-glucan containing compositions, methods for manufacturing beta-glucans, and for manufacturing and using beta-glucans and conjugates thereof as vaccine adjuvants |
| ES2397186T3 (es) * | 2006-11-06 | 2013-03-05 | Whitehead Institute | Composiciones inmunomoduladoras y métodos para su uso |
| WO2009134891A2 (en) * | 2008-04-29 | 2009-11-05 | Immunexcite, Inc. | Immunomodulating compositions and methods of use thereof |
| WO2015172040A2 (en) | 2014-05-08 | 2015-11-12 | Immunexcite, Inc. | IMMUNOMODULATING β-1,6-D-GLUCANS |
-
2015
- 2015-05-08 WO PCT/US2015/029916 patent/WO2015172040A2/en not_active Ceased
- 2015-05-08 JP JP2017511557A patent/JP2017515898A/ja active Pending
- 2015-05-08 CA CA2946679A patent/CA2946679A1/en not_active Abandoned
- 2015-05-08 EP EP18196575.7A patent/EP3502119A3/en not_active Withdrawn
- 2015-05-08 AU AU2015255823A patent/AU2015255823A1/en not_active Abandoned
- 2015-05-08 US US15/309,313 patent/US10266609B2/en active Active
- 2015-05-08 EP EP15789790.1A patent/EP3139933A4/en not_active Withdrawn
-
2021
- 2021-04-19 JP JP2021070193A patent/JP7254374B2/ja active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04200378A (ja) * | 1990-11-30 | 1992-07-21 | Nippon Shokuhin Kako Co Ltd | 酒類の製造法 |
| CN1188770A (zh) * | 1997-12-30 | 1998-07-29 | 中国科学院生态环境研究中心 | 一种以糖的原酸酯为关键中间体的区选及立体选择性合成寡糖的方法 |
| US20060147415A1 (en) * | 2005-01-03 | 2006-07-06 | Shaker Mousa | Composition and method for treating occlusive vascular diseases, nerve regeneration, and wound healing |
| WO2007112567A1 (en) * | 2006-03-30 | 2007-10-11 | National Research Council Of Canada | Synthetic archaeal glycolipid adjuvants |
| CN101502507A (zh) * | 2008-02-04 | 2009-08-12 | 成都地奥九泓制药厂 | 齐墩果醇型苯并呋喃及其苷的制药新用途 |
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Also Published As
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|---|---|
| CA2946679A1 (en) | 2015-11-12 |
| EP3502119A3 (en) | 2019-10-02 |
| WO2015172040A3 (en) | 2015-12-23 |
| US20170081428A1 (en) | 2017-03-23 |
| WO2015172040A2 (en) | 2015-11-12 |
| JP2021113211A (ja) | 2021-08-05 |
| EP3139933A2 (en) | 2017-03-15 |
| EP3139933A4 (en) | 2018-03-28 |
| US10266609B2 (en) | 2019-04-23 |
| JP7254374B2 (ja) | 2023-04-10 |
| EP3502119A2 (en) | 2019-06-26 |
| AU2015255823A1 (en) | 2016-11-10 |
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