CA2882705C - Nanoparticle formulation comprising cationic cholesterol derivatives for delivery of short-chain fatty acids - Google Patents

Nanoparticle formulation comprising cationic cholesterol derivatives for delivery of short-chain fatty acids Download PDF

Info

Publication number
CA2882705C
CA2882705C CA2882705A CA2882705A CA2882705C CA 2882705 C CA2882705 C CA 2882705C CA 2882705 A CA2882705 A CA 2882705A CA 2882705 A CA2882705 A CA 2882705A CA 2882705 C CA2882705 C CA 2882705C
Authority
CA
Canada
Prior art keywords
formulation according
nanoparticle formulation
nanoparticle
lita
fatty acid
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
CA2882705A
Other languages
English (en)
French (fr)
Other versions
CA2882705A1 (en
Inventor
Jimmy Bell
Elizabeth Louise THOMAS
Leigh BRODY
Meliz Sahuri ARISOYLU
Andrew Miller
Gary Frost
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.)
United Kingdom Research and Innovation
Ip2ipo Innovations Ltd
Original Assignee
Imperial Innovations Ltd
United Kingdom Research and Innovation
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 Imperial Innovations Ltd, United Kingdom Research and Innovation filed Critical Imperial Innovations Ltd
Publication of CA2882705A1 publication Critical patent/CA2882705A1/en
Application granted granted Critical
Publication of CA2882705C publication Critical patent/CA2882705C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • A61K9/127Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
    • A61K9/1271Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers
    • 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
    • A61K9/127Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • 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
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/24Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
    • 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
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/28Steroids, e.g. cholesterol, bile acids or glycyrrhetinic acid
    • 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
    • A61K9/127Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
    • A61K9/1277Preparation processes; Proliposomes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • 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
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S977/00Nanotechnology
    • Y10S977/70Nanostructure
    • Y10S977/773Nanoparticle, i.e. structure having three dimensions of 100 nm or less
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S977/00Nanotechnology
    • Y10S977/902Specified use of nanostructure
    • Y10S977/904Specified use of nanostructure for medical, immunological, body treatment, or diagnosis
    • Y10S977/906Drug delivery
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S977/00Nanotechnology
    • Y10S977/902Specified use of nanostructure
    • Y10S977/904Specified use of nanostructure for medical, immunological, body treatment, or diagnosis
    • Y10S977/906Drug delivery
    • Y10S977/907Liposome

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dispersion Chemistry (AREA)
  • Diabetes (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Obesity (AREA)
  • Cardiology (AREA)
  • Hematology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Child & Adolescent Psychology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Vascular Medicine (AREA)
  • Pain & Pain Management (AREA)
  • Emergency Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Endocrinology (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
CA2882705A 2012-08-28 2013-08-28 Nanoparticle formulation comprising cationic cholesterol derivatives for delivery of short-chain fatty acids Active CA2882705C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB1215289.8A GB201215289D0 (en) 2012-08-28 2012-08-28 Nanoparticle formulation
GB1215289.8 2012-08-28
PCT/GB2013/052258 WO2014033453A1 (en) 2012-08-28 2013-08-28 Nanoparticle formulation

Publications (2)

Publication Number Publication Date
CA2882705A1 CA2882705A1 (en) 2014-03-06
CA2882705C true CA2882705C (en) 2021-06-22

Family

ID=47045497

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2882705A Active CA2882705C (en) 2012-08-28 2013-08-28 Nanoparticle formulation comprising cationic cholesterol derivatives for delivery of short-chain fatty acids

Country Status (8)

Country Link
US (1) US10201499B2 (OSRAM)
EP (1) EP2890365B1 (OSRAM)
JP (1) JP6483017B2 (OSRAM)
CN (1) CN104837482B (OSRAM)
AU (1) AU2013308245B2 (OSRAM)
CA (1) CA2882705C (OSRAM)
GB (1) GB201215289D0 (OSRAM)
WO (1) WO2014033453A1 (OSRAM)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8962015B2 (en) 2007-09-28 2015-02-24 Sdg, Inc. Orally bioavailable lipid-based constructs
US20160158174A1 (en) * 2014-12-09 2016-06-09 Intercontinental Great Brands Llc Enteric-Coated Functional Food Ingredients And Methods For Making The Enteric-Coated Functional Food Ingredients
RU2017127597A (ru) * 2015-01-23 2019-02-25 Темпл Юнивёрсити-Оф Дзе Коммонвелс Систем Оф Хайе Эдьюкейшен Применение короткоцепочечных жирных кислот для профилактики рака
CN106551902B (zh) * 2015-09-17 2020-07-03 阿赖耶识(上海)生物技术有限公司 一种高稳定的非囊泡型纳米颗粒及其在治疗微生物感染中的应用
CN105669964B (zh) * 2016-03-04 2017-11-21 博瑞生物医药(苏州)股份有限公司 卵巢癌特异靶向的生物可降解双亲性聚合物、由其制备的聚合物囊泡及应用
US11065217B2 (en) 2017-01-27 2021-07-20 Temple University—Of the Commonwealth System of Higher Education Use of short chain fatty acids for the treatment and prevention of diseases and disorders
US11077173B2 (en) 2017-03-13 2021-08-03 Sdg, Inc. Lipid-based nanoparticles and methods using same
AU2018236190B2 (en) * 2017-03-13 2025-02-20 Sdg, Inc. Lipid-based nanoparticles with enhanced stability
CN110891982B (zh) 2017-04-17 2023-12-22 芝加哥大学 向肠道递送短链脂肪酸以用于人体保健和疾病治疗的聚合物材料
CN107049954A (zh) * 2017-06-12 2017-08-18 杭州普施康生物科技有限公司 一种药物组合及其制备方法和用途
CN110192651A (zh) * 2019-05-31 2019-09-03 浙江工业大学 一种利用大豆分离蛋白负载植物甾醇酯的纳米乳液的制备方法
CN111426659B (zh) * 2020-03-24 2023-06-06 深圳唯公生物科技有限公司 磁性荧光编码微球及其制备方法
US20250269003A1 (en) * 2022-04-22 2025-08-28 University Of Virginia Patent Foundation Nano-enhanced vaccine
KR20250107214A (ko) * 2022-11-10 2025-07-11 템플 유니버시티-오브 더 커먼웰쓰 시스템 오브 하이어 에듀케이션 간질환 또는 간장애의 치료 또는 예방 방법
CN118105524B (zh) * 2024-03-14 2024-11-22 南京鼓楼医院 一种靶向肠上皮细胞的焦亡抑制剂药物递送系统及其制备方法和应用

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6441025B2 (en) * 1996-03-12 2002-08-27 Pg-Txl Company, L.P. Water soluble paclitaxel derivatives
DE69727384T2 (de) * 1996-05-24 2004-11-04 IC-VEC Ltd. Polykatonische sterin-derivate zur transfektion
US6146847A (en) * 1996-11-01 2000-11-14 Genespan Corporation Stabilized transient gene expression
IT1303787B1 (it) * 1998-11-25 2001-02-23 Maria Rosa Gasco "nanosfere lipidiche solide atte ad una rapida internalizzazione nellecellule"
EP1140022B8 (en) * 1998-12-18 2008-10-15 Hadasit Medical Research Services & Development Ltd. Method of administering a compound to multi-drug resistant cells
US6387952B1 (en) 2000-09-19 2002-05-14 Arco Chemical Technology L.P. Method of treating gastrointestinal disorders, particularly colitis
WO2003030864A1 (en) * 2001-05-29 2003-04-17 Neopharm, Inc. Liposomal formulation of irinotecan
WO2006007634A1 (en) 2004-07-16 2006-01-26 Cerylid Biosciences Ltd Processes and intermediates
WO2006076734A2 (en) 2005-01-14 2006-07-20 Medical College Of Georgia Research Institute Prodrugs of short-chain fatty acids and treatment methods
US9315532B2 (en) 2005-05-24 2016-04-19 The Johns Hopkins University Fatty acid carbohydrate hybrid molecules as therapeutic agents and methods thereof
ITMI20051024A1 (it) 2005-06-01 2006-12-02 Maria Rosa Gasco Nuovo uso di nanoparticelle lipidiche solide
US7700567B2 (en) * 2005-09-29 2010-04-20 Supergen, Inc. Oligonucleotide analogues incorporating 5-aza-cytosine therein
CA2673622A1 (en) 2006-12-22 2008-07-03 Imuthes Limited Lipid
CA2742689A1 (en) * 2008-11-17 2010-05-20 Enzon Pharmaceuticals, Inc. Branched cationic lipids for nucleic acids delivery system

Also Published As

Publication number Publication date
EP2890365A1 (en) 2015-07-08
GB201215289D0 (en) 2012-10-10
AU2013308245B2 (en) 2018-03-29
EP2890365B1 (en) 2019-11-20
CN104837482A (zh) 2015-08-12
CN104837482B (zh) 2018-09-18
AU2013308245A1 (en) 2015-04-09
JP2015530382A (ja) 2015-10-15
US20150224054A1 (en) 2015-08-13
US10201499B2 (en) 2019-02-12
WO2014033453A1 (en) 2014-03-06
JP6483017B2 (ja) 2019-03-13
HK1211862A1 (en) 2016-06-03
CA2882705A1 (en) 2014-03-06

Similar Documents

Publication Publication Date Title
CA2882705C (en) Nanoparticle formulation comprising cationic cholesterol derivatives for delivery of short-chain fatty acids
Corbin et al. Low-density lipoprotein nanoparticles as magnetic resonance imaging contrast agents
Cheong et al. Superparamagnetic iron oxide nanoparticles-loaded chitosan-linoleic acid nanoparticles as an effective hepatocyte-targeted gene delivery system
Li et al. Mr and fluorescent imaging of low-density lipoprotein receptors1
JP6392209B2 (ja) 粘液内層を通過する迅速な透過のための脂質ベース薬物キャリア
Rodrigues et al. Improvement of paclitaxel therapeutic index by derivatization and association to a cholesterol-rich microemulsion: in vitro and in vivo studies
Wu et al. Orally deliverable sequence-targeted fucoxanthin-loaded biomimetic extracellular vesicles for alleviation of nonalcoholic fatty liver disease
WO2013188767A1 (en) Method and system for measuring the pharmacokinetics of liposomal curcumin and its metabolite tetrahydrocurcumin
Kluza et al. Anti-tumor activity of liposomal glucocorticoids: the relevance of liposome-mediated drug delivery, intratumoral localization and systemic activity
Guzman-Villanueva et al. Influence of triphenylphosphonium (TPP) cation hydrophobization with phospholipids on cellular toxicity and mitochondrial selectivity
Ding et al. “Sweet tooth”-oriented SN38 prodrug delivery nanoplatform for targeted gastric cancer therapy
Wang et al. Ceramide lipid-based nanosuspension for enhanced delivery of docetaxel with synergistic antitumor efficiency
US20140161733A1 (en) Biomarker-targeting contrast agents and their use in magnetic resonance imaging for detection of atherosclerotic plaque
Liu et al. Glucagon-modified liposomes delivering thyroid hormone for anti-obesity therapy
HK1211862B (en) Nanoparticle formulation
Maiseyeu et al. Detection of macrophages via paramagnetic vesicles incorporating oxidatively tailored cholesterol ester: an approach for atherosclerosis imaging
Cheng et al. A Novel Protein‐Polysaccharide Oral Nanoemulsion Targeting Activated Hepatic Stellate Cells to Enhance the Therapeutic Effect of Pirfenidone on Fibrosis After Transarterial Chemoembolization for Liver Cancer
CN113307824B (zh) 一种双亲性材料及其在制备脂质体中的应用
WO2012153616A1 (ja) 標的細胞移行能を有する脂質膜構造体、その製造方法および標的細胞において効果を示す物質のスクリーニング方法
Yu et al. Targeted delivery of empagliflozin via glycyrrhetinic-acid-modified lipid nanoparticles for metabolic dysfunction–associated steatotic liver disease therapy
Brody Design, synthesis and biological evaluation of novel lipid-based nanoparticle delivery system for metabolic re-engineering
Wang et al. Formulation and optimization of glycyrrhetinic acid-modified pH-sensitive curcumin liposomes for anti-hepatocellular carcinoma
Hu et al. E-selectin targeting cascaded ultrasonic cavitation enables liposomes to deeply penetrate pancreatic cancer
ES2579912B1 (es) Composiciones que contienen liposomas, ácidos grasos poliinsaturados omega-3 de cadena larga y nanopartículas superparamagnéticas y su uso en el tratamiento de tumores malignos
WO2022198124A1 (en) Red-shifted photolipids and nanoparticles formed from same

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20180720