CA2857023C - Novel poly(ethylene oxide)-block-poly(ester) block copolymers - Google Patents

Novel poly(ethylene oxide)-block-poly(ester) block copolymers Download PDF

Info

Publication number
CA2857023C
CA2857023C CA2857023A CA2857023A CA2857023C CA 2857023 C CA2857023 C CA 2857023C CA 2857023 A CA2857023 A CA 2857023A CA 2857023 A CA2857023 A CA 2857023A CA 2857023 C CA2857023 C CA 2857023C
Authority
CA
Canada
Prior art keywords
peo
alkyl
dox
block
micelles
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.)
Active
Application number
CA2857023A
Other languages
English (en)
French (fr)
Other versions
CA2857023A1 (en
Inventor
Afsaneh Lavasanifar
Abdullah Mahmud
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Alberta
Original Assignee
University of Alberta
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.)
Filing date
Publication date
Application filed by University of Alberta filed Critical University of Alberta
Publication of CA2857023A1 publication Critical patent/CA2857023A1/en
Application granted granted Critical
Publication of CA2857023C publication Critical patent/CA2857023C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D313/00Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
    • C07D313/02Seven-membered rings
    • C07D313/04Seven-membered rings not condensed with other rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides
    • A61K38/04Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/12Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C
    • A61K38/13Cyclosporins
    • 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
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/34Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
    • 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
    • A61K47/59Medicinal 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 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
    • A61K47/593Polyesters, e.g. PLGA or polylactide-co-glycolide
    • 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
    • A61K47/59Medicinal 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 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
    • A61K47/60Medicinal 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 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes the organic macromolecular compound being a polyoxyalkylene oligomer, polymer or dendrimer, e.g. PEG, PPG, PEO or polyglycerol
    • 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
    • A61K47/69Medicinal 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 conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
    • A61K47/6905Medicinal 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 conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a colloid or an emulsion
    • A61K47/6907Medicinal 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 conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a colloid or an emulsion the form being a microemulsion, nanoemulsion or micelle
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/10Dispersions; Emulsions
    • A61K9/107Emulsions ; Emulsion preconcentrates; Micelles
    • A61K9/1075Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J17/00Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66Polyesters containing oxygen in the form of ether groups
    • C08G63/664Polyesters containing oxygen in the form of ether groups derived from hydroxy carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/12Copolymers
    • C08G2261/126Copolymers block

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Biophysics (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Nanotechnology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Transplantation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Polyethers (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
CA2857023A 2006-03-21 2007-03-21 Novel poly(ethylene oxide)-block-poly(ester) block copolymers Active CA2857023C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US78383706P 2006-03-21 2006-03-21
US60/783,837 2006-03-21
CA2646425A CA2646425C (en) 2006-03-21 2007-03-21 Novel poly(ethylene oxide)-block-poly(ester) block copolymers

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CA2646425A Division CA2646425C (en) 2006-03-21 2007-03-21 Novel poly(ethylene oxide)-block-poly(ester) block copolymers

Publications (2)

Publication Number Publication Date
CA2857023A1 CA2857023A1 (en) 2007-09-27
CA2857023C true CA2857023C (en) 2016-10-11

Family

ID=38521977

Family Applications (2)

Application Number Title Priority Date Filing Date
CA2646425A Active CA2646425C (en) 2006-03-21 2007-03-21 Novel poly(ethylene oxide)-block-poly(ester) block copolymers
CA2857023A Active CA2857023C (en) 2006-03-21 2007-03-21 Novel poly(ethylene oxide)-block-poly(ester) block copolymers

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CA2646425A Active CA2646425C (en) 2006-03-21 2007-03-21 Novel poly(ethylene oxide)-block-poly(ester) block copolymers

Country Status (5)

Country Link
US (2) US8309515B2 (enExample)
EP (2) EP1994081B1 (enExample)
JP (1) JP5933889B2 (enExample)
CA (2) CA2646425C (enExample)
WO (1) WO2007106997A1 (enExample)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008071009A1 (en) * 2006-12-15 2008-06-19 The Governors Of The University Of Alberta Novel ligand guided block copolymers for targeted drug delivery
EP2424359A4 (en) 2009-04-30 2014-01-15 Intezyne Technologies Inc POLYMIC MICELLES WITH ANTHRACYCLINES FOR THE TREATMENT OF CANCER
US8524784B2 (en) 2009-04-30 2013-09-03 Intezyne Technologies, Incorporated Polymer micelles containing anthracylines for the treatment of cancer
US8361495B2 (en) * 2009-12-23 2013-01-29 International Business Machines Corporation Antimicrobial polymers and methods of manufacture thereof
US8470891B2 (en) * 2009-12-23 2013-06-25 International Business Machines Corporation Biodegradable block polymers for drug delivery, and methods related thereto
CN107922559B (zh) * 2014-10-15 2020-07-24 康涅狄格大学 用于药物递送的生物可还原的自装配液晶嵌段共聚物
US10828371B2 (en) 2017-11-08 2020-11-10 International Business Machines Corporation Multifunctionalized bioactive polycaprolactone
BR112020006191A2 (pt) * 2017-12-12 2020-10-06 Cardiol Therapeutics Inc. copolímeros em blocos anfifílicos, micelas e métodos para tratamento ou prevenção de insuficiência cardíaca
EP3699175B1 (en) 2019-02-19 2022-05-04 Kemijski Institut Functionalized aliphatic polyesters and process for producing the same
FI129022B (en) * 2019-09-10 2021-05-14 Aabo Akademi Univ Polymer and composition made from a renewable source
JP7641003B2 (ja) * 2021-06-02 2025-03-06 国立大学法人金沢大学 蛍光プローブ、液相の極性及び粘性を評価する方法、並びに化合物
KR102663816B1 (ko) * 2021-10-26 2024-05-14 전북대학교산학협력단 중합 후 변성법을 이용한 기능성 폴리에틸렌글리콜의 합성방법

Family Cites Families (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2790818A (en) 1954-09-23 1957-04-30 Monsanto Chemicals Cyanoethylation of organic sulfur compounds
US2792425A (en) 1954-10-14 1957-05-14 Monsanto Chemicals Production of hydroperoxides using malonic esters as oxidation initiators
US3670045A (en) * 1970-12-30 1972-06-13 Union Carbide Corp Aba block polymers of polylactones and polyethers
HU167366B (enExample) 1972-09-06 1975-09-27
JPS5626929A (en) * 1979-08-09 1981-03-16 Research Corp Betaamalolactone polymer and medical material
JPS57131779A (en) 1981-02-10 1982-08-14 Dainippon Ink & Chem Inc Preparation of alpha-acetyllactone
JPS58103379A (ja) 1981-12-14 1983-06-20 Dainippon Ink & Chem Inc α−アセチルラクトン類の製造方法
JPS58162585A (ja) 1982-03-19 1983-09-27 Dainippon Ink & Chem Inc α−アシルラクトン類の製造方法
JPS58180493A (ja) 1982-04-14 1983-10-21 Dainippon Ink & Chem Inc エノ−ルシリルエ−テル類の製造方法
JPS6016989A (ja) * 1983-07-06 1985-01-28 Shionogi & Co Ltd オキソ飽和異項環カルボンアミドセフエム化合物
CA1336980C (en) * 1988-05-10 1995-09-12 Eit Drent Process for the preparation of lactones
GB8811024D0 (en) 1988-05-10 1988-06-15 Shell Int Research Process for preparation of lactones from higher alkenols
CA2066876C (en) * 1991-06-06 1999-12-14 Matthew B. Hoyt Acid-dye resistant polyamide products and process for preparation
KR0180334B1 (ko) * 1995-09-21 1999-03-20 김윤 블럭 공중합체 미셀을 이용한 약물전달체 및 이에 약물을 봉입하는 방법
US5801224A (en) * 1996-04-26 1998-09-01 Board Of Trustees Operating Michigan State University Bulk reactive extrusion polymerization process producing aliphatic ester polymer compositions
US5936127A (en) * 1997-01-13 1999-08-10 The Penn State Research Foundation Asymmetric synthesis and catalysis with chiral heterocyclic compounds
GB9809116D0 (en) * 1998-04-29 1998-07-01 Zeneca Ltd Ether/ester dispersants
JP2000004892A (ja) * 1998-06-29 2000-01-11 Toyo Ink Mfg Co Ltd ポリエステル−ポリエーテルブロック共重合体の製造方法
US6469132B1 (en) * 1999-05-05 2002-10-22 Mcgill University Diblock copolymer and use thereof in a micellar drug delivery system
WO2001066501A1 (en) * 2000-03-10 2001-09-13 Daicel Chemical Industries, Ltd. Process for the preparation of organic compounds with manganese catalysts or the like
JP2002351066A (ja) 2001-05-30 2002-12-04 Fuji Photo Film Co Ltd 赤外線レーザー用ポジ型平版印刷版材料及び処理方法
US20060207474A1 (en) * 2002-09-05 2006-09-21 Vocfree Inks, Inc. Fast drying coatings
WO2004078738A1 (en) * 2003-03-04 2004-09-16 Firmenich Sa Process for the preparation of lactones or epoxides
EP1670838B1 (en) * 2003-10-10 2015-12-09 Samyang Biopharmaceuticals Corporation Amphiphilic block copolymer and polymeric composition comprising the same for drug delivery
JP2005139068A (ja) * 2003-11-04 2005-06-02 Sumitomo Chemical Co Ltd α―アセチル−γ―ブチロラクトン誘導体の製造方法
EP1706155A4 (en) * 2003-12-17 2009-08-05 Smithkline Beecham Corp POLYMERIC MICELLAR COMPLEXES AND DRUG DELIVERY VEHICLES
WO2005074913A2 (en) * 2004-01-30 2005-08-18 Angiotech International Ag Compositions and methods for treating contracture
CA2580305A1 (en) * 2004-06-02 2005-12-15 The Governors Of The University Of Alberta Polymer based nano-carriers for the solubilization and delivery of hydrophobic drugs
JP4553374B2 (ja) * 2004-06-11 2010-09-29 キヤノン株式会社 スルホン酸基を有するポリヒドロキシアルカノエート並びにその製造方法
US20080124400A1 (en) * 2004-06-24 2008-05-29 Angiotech International Ag Microparticles With High Loadings Of A Bioactive Agent
WO2008071009A1 (en) * 2006-12-15 2008-06-19 The Governors Of The University Of Alberta Novel ligand guided block copolymers for targeted drug delivery

Also Published As

Publication number Publication date
EP1994081A4 (en) 2010-11-10
JP5933889B2 (ja) 2016-06-15
JP2009530447A (ja) 2009-08-27
EP2730604B1 (en) 2018-10-24
US20100069295A1 (en) 2010-03-18
EP2730604A2 (en) 2014-05-14
CA2646425A1 (en) 2007-09-27
US8309515B2 (en) 2012-11-13
EP1994081B1 (en) 2014-05-21
CA2646425C (en) 2014-11-04
EP1994081A1 (en) 2008-11-26
CA2857023A1 (en) 2007-09-27
US20130116428A1 (en) 2013-05-09
WO2007106997A1 (en) 2007-09-27
US9139553B2 (en) 2015-09-22
EP2730604A3 (en) 2014-05-28

Similar Documents

Publication Publication Date Title
CA2857023C (en) Novel poly(ethylene oxide)-block-poly(ester) block copolymers
Shahin et al. Novel self-associating poly (ethylene oxide)-b-poly (ɛ-caprolactone) based drug conjugates and nano-containers for paclitaxel delivery
Nabid et al. Self-assembled micelles of well-defined pentaerythritol-centered amphiphilic A4B8 star-block copolymers based on PCL and PEG for hydrophobic drug delivery
Tang et al. Block copolymer micelles with acid-labile ortho ester side-chains: synthesis, characterization, and enhanced drug delivery to human glioma cells
Rezaei et al. Folate-decorated thermoresponsive micelles based on star-shaped amphiphilic block copolymers for efficient intracellular release of anticancer drugs
Lavasanifar et al. The effect of alkyl core structure on micellar properties of poly (ethylene oxide)-block-poly (L-aspartamide) derivatives
US20100137206A1 (en) Novel ligand guided block copolymers for targeted drug delivery
Cao et al. Effect of architecture on the micellar properties of poly (ɛ-caprolactone) containing sulfobetaines
Kim et al. Novel pH-sensitive polyacetal-based block copolymers for controlled drug delivery
CN103599548B (zh) 一种紫杉醇高分子键合药及其制备方法
Cao et al. Novel pH-sensitive micelles generated by star-shape copolymers containing zwitterionic sulfobetaine for efficient cellular internalization
JP6165920B2 (ja) 活性成分のポリマーコンジュゲート、その製造方法及びそのポリマー中間体
Stefani et al. Triglycerol-based hyperbranched polyesters with an amphiphilic branched shell as novel biodegradable drug delivery systems
Cao et al. pH/redox dual-sensitive nanoparticles based on the PCL/PEG triblock copolymer for enhanced intracellular doxorubicin release
Wang et al. Nanoparticle carriers based on copolymers of poly (ε-caprolactone) and hyperbranched polymers for drug delivery
Sedghi et al. Divergent synthesis of dendrimer-like pH-responsive macromolecules through a combination of ATRP and ROP for controlled release of anti-cancer drug
Arshad et al. Synthesis of lipid-based amphiphilic block copolymer and its evaluation as nano drug carrier
CN109134870A (zh) 一种pH响应聚合物载体及其制备的胶束、制备方法和应用
Wu et al. Synthesis and micellization of a new amphiphilic star-shaped poly (D, L-lactide)/polyphosphoester block copolymer
Chen et al. Comparative study of linear polyglycidol acylhydrazones and curcumin conjugates: Surface activity and targeted antitumor drug delivery
EP3398981A1 (en) Hydrophilic polyester and block copolymer comprising same
Lin et al. Thermosensitive in situ hydrogel of paclitaxel conjugated poly (ε-caprolactone)-poly (ethylene glycol)-poly (ε-caprolactone)
Gao et al. Hydrotropic polymer-based paclitaxel-loaded self-assembled nanoparticles: preparation and biological evaluation
CN107922559B (zh) 用于药物递送的生物可还原的自装配液晶嵌段共聚物
CN102030891A (zh) 一种TPGS-b-(PLA-ran-PGA)共聚物及其制备方法与应用

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20140716