Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Prodrug nanoparticle for inducing multi-mechanism death of tumor cells as well as preparation method and application of prodrug nanoparticle

A technology of tumor cells and self-assembled nanoparticles is applied in the field of prodrug nanoparticles and their preparation for inducing multi-mechanism death of tumor cells, which can solve the problems of reducing the efficiency of Fenton reaction, reducing hydroxyl radicals, etc. Efficacy and uniform particle size

Active Publication Date: 2022-03-15
CHINA PHARM UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the environment H 2 o 2 When the content is too low or the content of reducing substances is too high, the generation of hydroxyl radicals will be reduced and the efficiency of Fenton reaction will be reduced

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
  • Prodrug nanoparticle for inducing multi-mechanism death of tumor cells as well as preparation method and application of prodrug nanoparticle
  • Prodrug nanoparticle for inducing multi-mechanism death of tumor cells as well as preparation method and application of prodrug nanoparticle
  • Prodrug nanoparticle for inducing multi-mechanism death of tumor cells as well as preparation method and application of prodrug nanoparticle

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0086] Example 1 Synthesis (PSD) of paclitaxel-dihydroartemisinin prodrug linked by monothioether bond.

[0087] Weigh thiodiacetic acid (150.15mg, 1mmol), dimethylaminopyridine (12.22mg, 0.1mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (204.16 mg, 1.06mmol) was dissolved in anhydrous dimethylformamide, stirred in an ice bath for 1h, then paclitaxel (853.91mg, 1mmol) was added into the reaction system, and turned to room temperature for 24h. After the reaction, the organic solvent was added dropwise to cold water to obtain a white precipitate, which was filtered with suction and dried with anhydrous sodium sulfate to obtain an intermediate. The intermediate was dissolved in anhydrous diethylaminopyridine (12.22mg, 0.1mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (204.16mg, 1.06mmol) In methyl chloride, stirred for 1 h under an ice bath, then dihydroartemisinin (568.70 mg, 2 mmol) was added to the reaction system, and the reaction was ...

Embodiment 2

[0090] The synthesis (PCD) of the paclitaxel-dihydroartemisinin prodrug of embodiment 2 carbon single bond

[0091] Weigh glutaric acid (132.11mg, 1mmol), dimethylaminopyridine (12.22mg, 0.1mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (204.16mg , 1.06mmol) was dissolved in anhydrous dimethylformamide, stirred in an ice bath for 1h, then paclitaxel (853.91mg, 1mmol) was added to the reaction system, and turned to room temperature for 24h. After the reaction, the organic solvent was added dropwise to cold water to obtain a white precipitate, which was filtered with suction and dried with anhydrous sodium sulfate to obtain an intermediate. The intermediate was dissolved in anhydrous diethylaminopyridine (12.22mg, 0.1mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (204.16mg, 1.06mmol) In methyl chloride, stirred for 1 h under an ice bath, then dihydroartemisinin (568.70 mg, 2 mmol) was added to the reaction system, and the reaction was car...

Embodiment 3

[0093] Example 3 Synthesis of PEGylated Ferrocene (Fc-PEG)

[0094] Weigh ferrocenecarboxylic acid (230.04mg, 1mmol), under nitrogen protection, dimethylaminopyridine (12.22mg, 0.1mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide Hydrochloride (204.16mg, 1.06mmol) was dissolved in anhydrous dichloromethane, stirred in an ice bath for 1h; then polyethylene glycol monomethyl ether 2000 (2000.00mg, 1mmol) was added to the reaction system and brought to room temperature Reaction 24h. After the reaction was completed, the organic solvent was concentrated, the mixture was precipitated with ether, and the yellow solid obtained by suction filtration was PEGylated ferrocene (Fc-PEG). The structure of the compound synthesized in Example 3 is determined by proton nuclear magnetic resonance (1H-NMR), and the deuterated solvent is CDCl 3 , the result is as Figure 5 .

[0095] The structural formula of PEGylated ferrocene (Fc-PEG) is:

[0096]

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
Particle sizeaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of nanotechnology, and particularly relates to a prodrug nanoparticle for inducing multi-mechanism death of tumor cells as well as a preparation method and application of the prodrug nanoparticle. The invention relates to a self-assembled nanoparticle for inducing multi-mechanism death of tumor cells. The self-assembled nanoparticle is characterized by being formed by self-assembling a prodrug with an ROS sensitive bond and pegylated ferrocene, the molar ratio of the prodrug to the pegylated ferrocene is (10: 1)-(10: 10), and the prodrug molecule is formed by connecting a drug molecule with an anti-tumor effect and an artemisinin derivative through an ROS sensitive bond; the drug delivery system has the advantages that: the drug delivery system can be passively transported to tumor tissues by utilizing an EPR effect, and can also realize responsive drug release in the tumor tissues, so that multi-mechanism tumor killing is realized; meanwhile, the polyethylene glycol on the surface can effectively prolong the circulation time of the system and improve the pesticide effect.

Description

technical field [0001] The invention belongs to the field of nanotechnology, and in particular relates to a prodrug nanoparticle for inducing multi-mechanism death of tumor cells, a preparation method and application thereof. Background technique [0002] In 2020, breast cancer has replaced lung cancer as the number one cancer in the world. Breast cancer can be treated with surgery, radiotherapy, chemotherapy, endocrine therapy, and targeted therapy. [0003] Most chemotherapy drugs cause serious damage to normal tissues while killing tumor cells, which limits their clinical application. The nano drug delivery system can control the delivery and release of drugs at the molecular level. By improving drug solubility and pharmacokinetic characteristics, it can achieve passive or active targeted release of drugs at tumor sites, thereby enhancing drug efficacy and significantly reducing drug toxicity. systemic side effects. However, the latest clinical data analysis results sho...

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
IPC IPC(8): A61K47/55A61K47/69A61K9/14A61K47/24A61K31/337A61K31/366A61K31/4745A61P35/00
CPCA61K47/6949A61K47/55A61K9/146A61K31/337A61K31/4745A61K31/366A61P35/00Y02A50/30
Inventor 尹莉芳韩晓鹏郑一飞
Owner CHINA PHARM UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com