CA2859273C - Glycogen-based cationic polymers - Google Patents

Glycogen-based cationic polymers Download PDF

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Publication number
CA2859273C
CA2859273C CA2859273A CA2859273A CA2859273C CA 2859273 C CA2859273 C CA 2859273C CA 2859273 A CA2859273 A CA 2859273A CA 2859273 A CA2859273 A CA 2859273A CA 2859273 C CA2859273 C CA 2859273C
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CA
Canada
Prior art keywords
alkyl
group
alkylamino
glycogen
alkylammonio
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.)
Expired - Fee Related
Application number
CA2859273A
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English (en)
French (fr)
Other versions
CA2859273A1 (en
Inventor
Vincenzo Russo
Elisa Liberati
Nicola Cazzolla
Original Assignee
Aziende Chimiche Riunite Angelini Francesco ACRAF SpA
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Application filed by Aziende Chimiche Riunite Angelini Francesco ACRAF SpA filed Critical Aziende Chimiche Riunite Angelini Francesco ACRAF SpA
Publication of CA2859273A1 publication Critical patent/CA2859273A1/en
Application granted granted Critical
Publication of CA2859273C publication Critical patent/CA2859273C/en
Expired - Fee Related legal-status Critical Current
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0009Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7088Compounds having three or more nucleosides or nucleotides
    • A61K31/713Double-stranded nucleic acids or oligonucleotides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/716Glucans
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/56Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
    • A61K47/61Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule the organic macromolecular compound being a polysaccharide or a derivative thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/18Reserve carbohydrates, e.g. glycogen, inulin, laminarin; Derivatives thereof

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Medicinal Preparation (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
CA2859273A 2012-03-15 2013-02-21 Glycogen-based cationic polymers Expired - Fee Related CA2859273C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP12159710.8 2012-03-15
EP12159710 2012-03-15
PCT/EP2013/053422 WO2013135471A1 (en) 2012-03-15 2013-02-21 Glycogen-based cationic polymers

Publications (2)

Publication Number Publication Date
CA2859273A1 CA2859273A1 (en) 2013-09-19
CA2859273C true CA2859273C (en) 2020-04-14

Family

ID=47739282

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2859273A Expired - Fee Related CA2859273C (en) 2012-03-15 2013-02-21 Glycogen-based cationic polymers

Country Status (29)

Country Link
US (1) US9717801B2 (https=)
EP (1) EP2825565B1 (https=)
JP (1) JP6247234B2 (https=)
KR (1) KR101997018B1 (https=)
CN (2) CN104080812B (https=)
AR (1) AR090307A1 (https=)
AU (1) AU2013231561B2 (https=)
BR (1) BR112014018617A8 (https=)
CA (1) CA2859273C (https=)
CY (1) CY1121829T1 (https=)
DK (1) DK2825565T3 (https=)
EA (1) EA032479B1 (https=)
ES (1) ES2732216T3 (https=)
GE (1) GEP201606581B (https=)
HR (1) HRP20191114T1 (https=)
HU (1) HUE045049T2 (https=)
IL (1) IL233823B (https=)
LT (1) LT2825565T (https=)
ME (1) ME03429B (https=)
MX (1) MX351599B (https=)
PL (1) PL2825565T3 (https=)
PT (1) PT2825565T (https=)
RS (1) RS58985B1 (https=)
SG (2) SG10201607577QA (https=)
SI (1) SI2825565T1 (https=)
SM (1) SMT201900342T1 (https=)
TR (1) TR201909387T4 (https=)
UA (1) UA115135C2 (https=)
WO (1) WO2013135471A1 (https=)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR095937A1 (es) 2013-04-05 2015-11-25 Acraf Potenciador de la solubilidad en agua a base de glucógeno
KR102214865B1 (ko) 2013-04-26 2021-02-15 마이렉서스 바이오테크놀로지스 인코퍼레이티드 파이토글리코겐 나노입자와 이를 제조하는 방법
CA2971830A1 (en) * 2014-12-29 2016-07-07 Bonac Corporation Composition containing nucleic acid molecule stably
CN104558246B (zh) * 2015-01-20 2017-03-01 武汉理工大学 一种叶酸/生物素修饰的壳聚糖材料及其制备方法
DE102015205088C5 (de) * 2015-03-20 2024-09-26 Kuka Deutschland Gmbh Verfahren zum Ermitteln eines Kalibrierungsparameters eines Fahrzeuges sowie Fahrzeug hierzu
JP6872782B2 (ja) * 2016-03-08 2021-05-19 国立大学法人京都大学 カチオン性グルカンナノスフェア、複合体、核酸導入剤及びがん治療剤
WO2017177342A1 (en) * 2016-04-14 2017-10-19 Mirexus Biotechnologies Inc. Anti-infective compositions comprising phytoglycogen nanoparticles
WO2017190248A1 (en) * 2016-05-04 2017-11-09 Mirexus Biotechnologies Inc. Glycogen and phytoglycogen nanoparticles as immunosuppressive compounds, and compositions and methods of use thereof
CN105949344B (zh) * 2016-05-13 2019-05-17 中山大学 一种阳离子超支化多糖衍生物及其在增强血卟啉类光敏剂对肿瘤细胞光毒性方面的应用
WO2019027999A1 (en) * 2017-07-31 2019-02-07 Ohio State Innovation Foundation BIOMIMETIC NANOMATERIALS AND USES THEREOF
US11384161B2 (en) 2018-01-11 2022-07-12 Virginia Tech Intellectual Properties, Inc. Amphiphilic polysaccharides, polysaccharide-based hydrogels, and methods of manufacture
CN116178587B (zh) * 2023-02-28 2025-04-11 江南大学 一种季铵盐化糖原、复合抗菌水凝胶及其制备方法与应用

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8904370D0 (en) 1989-02-25 1989-04-12 Cosmas Damian Ltd Liquid delivery compositions
IT1255488B (it) 1992-08-04 1995-11-06 Angelini Francesco Ist Ricerca Polisaccaridi del glicogeno
US7144713B1 (en) * 1995-10-02 2006-12-05 Emd Biosciences, Inc. Method for precipitating nucleic acid with visible carrier
GB9600272D0 (en) 1996-01-06 1996-03-06 Univ Nottingham Polymers
US6106858A (en) * 1997-09-08 2000-08-22 Skyepharma, Inc. Modulation of drug loading in multivescular liposomes
WO2002100435A1 (en) 2001-06-11 2002-12-19 Centre Hospitalier Universitaire De Montreal Compositions and methods for enhancing nucleic acid transfer into cells
US20030147958A1 (en) 2002-01-29 2003-08-07 Cheol-Hee Ahn Biodegradable multi-block copolymers of poly(amino acid)s and poly(ethylene glycol) for the delivery of bioactive agents
AU2003220161A1 (en) 2002-03-12 2003-09-29 Nitto Denko Corporation Vector for transfection of eukaryotic cells
WO2005094894A1 (ja) 2004-03-31 2005-10-13 Medgel Corporation 細胞に核酸を導入するための製剤
US8108158B2 (en) 2005-09-28 2012-01-31 Adrian H. Hetzel Electro-hydraulic timed angle controlled joint simulation torque calibration, certification and analysis device
UA97559C2 (uk) * 2007-11-08 2012-02-27 Оцука Фармасьютікал Ко., Лтд. Комплекс нуклеїнової кислоти і композиція для доставки нуклеїнової кислоти
CN101235098A (zh) * 2008-01-09 2008-08-06 浙江大学 功能性植物多糖的修饰方法
WO2010072627A1 (en) * 2008-12-22 2010-07-01 Unilever Plc Laundry compositions
BRPI0923570A2 (pt) * 2008-12-22 2016-08-23 Unilever Nv composição detergente líquida, e, método para proporcionar maciez a um artigo de tecido
EP2428578B1 (en) * 2009-05-08 2016-03-23 Ezaki Glico Co., Ltd. Glucuronic acid-containing glucan, process for production of same, and use of same
EP2275085A1 (en) * 2009-07-07 2011-01-19 University of Rostock Biodegradable copolymer suitable for delivering nucleic acid materials into cells
CN102068698A (zh) * 2009-11-24 2011-05-25 深圳先进技术研究院 纳米疫苗及其制备方法

Also Published As

Publication number Publication date
CN107236052B (zh) 2019-09-24
WO2013135471A1 (en) 2013-09-19
MX2014010698A (es) 2015-03-10
AR090307A1 (es) 2014-11-05
RS58985B1 (sr) 2019-08-30
IL233823A0 (en) 2014-09-30
SG10201607577QA (en) 2016-11-29
HK1203984A1 (en) 2015-11-06
PT2825565T (pt) 2019-07-10
BR112014018617A2 (https=) 2017-06-20
EA201491613A1 (ru) 2014-12-30
JP2015510020A (ja) 2015-04-02
CN107236052A (zh) 2017-10-10
DK2825565T3 (da) 2019-06-24
EP2825565A1 (en) 2015-01-21
EA032479B1 (ru) 2019-06-28
EP2825565B1 (en) 2019-04-03
US9717801B2 (en) 2017-08-01
ME03429B (me) 2020-01-20
JP6247234B2 (ja) 2017-12-13
BR112014018617A8 (pt) 2017-07-11
IL233823B (en) 2018-05-31
SG11201403816YA (en) 2014-08-28
US20140378532A1 (en) 2014-12-25
SI2825565T1 (sl) 2019-08-30
GEP201606581B (en) 2016-11-25
CN104080812B (zh) 2017-06-27
AU2013231561B2 (en) 2017-06-08
KR20150006414A (ko) 2015-01-16
CY1121829T1 (el) 2020-07-31
UA115135C2 (uk) 2017-09-25
SMT201900342T1 (it) 2019-07-11
ES2732216T3 (es) 2019-11-21
LT2825565T (lt) 2019-07-10
HUE045049T2 (hu) 2019-12-30
HRP20191114T1 (hr) 2019-09-20
CA2859273A1 (en) 2013-09-19
PL2825565T3 (pl) 2019-10-31
KR101997018B1 (ko) 2019-07-05
CN104080812A (zh) 2014-10-01
TR201909387T4 (tr) 2019-07-22
AU2013231561A1 (en) 2014-07-10
MX351599B (es) 2017-10-20

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