Unlock instant, AI-driven research and patent intelligence for your innovation.

Functional pla-peg copolymers, the nanoparticles thereof, their preparation and use for targeted drug delivery and imaging

A nanoparticle and drug technology, applied in medical preparations with non-active ingredients, medical preparations containing active ingredients, organic chemistry, etc., can solve the problem that the structure does not include targeting ligands, and achieve the effect of volume reduction

Active Publication Date: 2015-03-25
SANOFI SA
View PDF2 Cites 13 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the drug is not physically encapsulated into the nanoparticles and the structure does not include a targeting ligand

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Functional pla-peg copolymers, the nanoparticles thereof, their preparation and use for targeted drug delivery and imaging
  • Functional pla-peg copolymers, the nanoparticles thereof, their preparation and use for targeted drug delivery and imaging
  • Functional pla-peg copolymers, the nanoparticles thereof, their preparation and use for targeted drug delivery and imaging

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0318] Example 1: Preparation of precursors for the preparation of nanoparticles

[0319] Preparation 1: Synthesis of Compound of Formula (XII)

[0320] 1. Steps for the Synthesis of Mono-Alkyne Polyethylene Glycol (Preparation 1A)

[0321]

[0322] Experimental procedure :

[0323] Triethylene glycol (Sigma-Aldrich, 5620 mg, 37.4 mmol, 1 equiv) was dissolved in anhydrous THF (50 mL), and the resulting solution was cooled to 0 °C under dry conditions. Sodium hydride (988 mg, 1.1 equiv) was added slowly, followed by propyne bromide (80 wt % in toluene, 4360 μL, 1.1 equiv) dropwise. The reaction was stirred at room temperature for 12 hours under an inert atmosphere.

[0324] Approach:

[0325] THF was removed under reduced pressure, the residue was dissolved in dichloromethane (DCM) and washed several times with brine. The resulting organic layer was washed with magnesium sulfate (MgSO 4 ), filtered, concentrated under reduced pressure, and dried under vacuum. The ...

Embodiment 2

[0499] Example 2: Nanoparticle Formation

[0500] Nanoparticles were prepared according to the following protocol and by using the components and amounts listed in the table below.

[0501] General plan

[0502] 1 - Dissolve the copolymer or mixture of copolymers in an organic solvent (final aqueous polymer concentration varies between 1-40 mg / mL).

[0503] 2- The organic phase is mixed with an aqueous phase containing a stabilizer (concentration varying between 0.1% - 1% w / v) (aqueous / organic phase volume ratio varying between 2.5 and 5). For the preparation of nanoparticles using the emulsification and volume reduction technique, shake the mixture vigorously for 1 min using a vortex shaker to obtain an emulsion. The emulsion was sonicated (using a probe, times varied from 1-10 minutes).

[0504] 3-Removal of the organic phase by evaporation (under reduced pressure or airflow).

[0505] 4- Ultracentrifuge the nanoparticles at 30000g for 30 minutes.

[0506] 5 - Resuspe...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
diameteraaaaaaaaaa
diameteraaaaaaaaaa
Login to View More

Abstract

Functional PLA-PEG copolymers, the nanoparticles thereof, their preparation and use for targeted drug delivery and imaging The present invention concerns novel functional PEG-PLA containing copolymers, the nanoparticles containing the same, their process of preparation and their use for site specific targeted drug delivery and imaging.

Description

technical field [0001] The present invention relates to the fields of targeted drug delivery and imaging, in particular, delivery by means of non-covalent encapsulation or conjugation of drugs into poly(ethylene glycol)-poly(lactic acid) (PEG-PLA) nanoparticles. Background technique [0002] The synthesis of PLA-PEG nanoparticles and their application in drug delivery has been extensively described in the literature. In PLA-PEG compositions, PLA (poly(lactic acid)) is hydrophobic and PEG is hydrophilic. PLA-PEG assembles into nanoparticles in an aqueous medium, with PLA forming the core and PEG forming the corona. Upon intravenous injection, it has been shown that the PEG corona in PLA-PEG nanoparticles protects the nanoparticles against phagocytosis ("stealth") and thereby minimizes the rapid systemic clearance of the nanoparticles and thereby increases their Systemic half-life (US Patent 5,683,723, describing nanoparticles based on polyoxyethylene and polylactic acid blo...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/04A61K9/51C07C247/04C08G63/08
CPCA61K47/593A61K47/60A61K9/51A61K9/5153A61K31/337C07D249/04C08G63/664C08G63/6852C08G63/91A61K9/5138C07D475/04A61K47/34C08G63/08C08L67/04
Inventor D·巴齐尔P·库弗鲁厄H·R·莱基雷迪N·麦凯威茨J·尼古拉斯
Owner SANOFI SA