Mitochondrial targeting compound with aggregation-induced emission property and synthesis method and application thereof

A technology of aggregation-induced luminescence and synthesis method, applied in the field of synthesis of the above-mentioned compounds, can solve the problems of high drug resistance, strong nephrotoxicity and neurotoxicity, low selectivity of target DNA, etc., and achieves low toxicity and side effects, high anti-cancer Activity, the effect of inhibiting proliferation

Active Publication Date: 2022-01-21
NANJING NORMAL UNIVERSITY
View PDF1 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Metallic antineoplastic drugs are important members of chemotherapy drugs, but they still have some disadvantages, including high incidence of drug resistance, strong nephrotoxicity and neurotoxicity, and low selectivity to target DNA, etc.

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
  • Mitochondrial targeting compound with aggregation-induced emission property and synthesis method and application thereof
  • Mitochondrial targeting compound with aggregation-induced emission property and synthesis method and application thereof
  • Mitochondrial targeting compound with aggregation-induced emission property and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Mitochondrial targeting compound (DP-PPh) with aggregation-induced luminescent properties of the present invention 3 ) is synthesized by the following method:

[0035] (1) Under the protective atmosphere of argon, the Pd(OAc) 2 (23mg, 0.1mmol), t-BuONa (0.58g, 6.0mmol), (t-Bu) 3 PHBF 4 (88mg, 0.3mmol), bromopyridinephenol (1.25g, 5.0mmol), dimethyldihydropropidine (DMAC, 1.25g, 6.0mmol) and toluene (25mL) were added to a 100mL round bottom flask (the above reaction system In, Pd(OAc) 2 , t-BuONa and (t-Bu) 3 PHBF 4 catalyst); heated to 60°C, stirred at reflux for 48h, cooled to room temperature after the reaction was completed, poured the reactant into water, extracted with 50mL×3 dichloromethane, and dissolved in anhydrous Na 2 SO 4 After removing the solvent, the crude product was subjected to silica gel column chromatography, using DCM / ethyl acetate (20:1v / v) as the eluent to obtain a yellow solid lutidine phenol (DP-OH), and the solid was collected. Vacuum d...

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

No PUM Login to view more

Abstract

The invention discloses a mitochondrial targeting compound with aggregation-induced emission property, according to the compound, fluorescent small molecules with aggregation-induced emission property are combined with mitochondrial targeting groups to obtain a product with high anticancer activity and low toxic and side effects; the compound has good cell uptake capability and capability of targeting mitochondria in tumor cells; secondly, the compound realizes good anti-tumor activity by inhibiting proliferation of human-derived tumor cells, inducing generation of active oxygen in cancer cells, reducing mitochondrial membrane potential, changing mitochondrial morphology, damaging mitochondrial functions and inducing autophagy of tumor cells (mitochondria); the action mechanism of the compound is different from the action mechanism of a metal anti-tumor drug, so that the problem of drug resistance cannot be generated in the anti-tumor process by using the compound, and a continuous and good anti-tumor effect is ensured; finally, the compound can effectively inhibit the proliferation of tumor cells which have drug resistance to the metal antitumor drug (cisplatin), so that the problem that the existing chemotherapeutic drug cannot effectively overcome the drug resistance of the tumor cells (cisplatin) is solved.

Description

technical field [0001] The present invention relates to a mitochondria-targeting compound with aggregation-induced luminescent properties, and also relates to a synthesis method and application of the compound. [0002] technical background [0003] Cancer is one of the deadliest diseases worldwide. According to the latest global cancer data for 2020 released by the World Health Organization's International Agency for Research on Cancer (IARC), the number of new cancer cases in China far exceeds that of other countries in the world. Traditional cancer treatments include surgery, radiation therapy and chemotherapy. Metallic antineoplastic drugs are important members of chemotherapy drugs, but they still have some disadvantages, including high incidence of drug resistance, strong nephrotoxicity and neurotoxicity, and low selectivity to target DNA. [0004] AIE (Aggregation-induced emission) was first proposed in 2001 by Academician Tang Benzhong of the Hong Kong University of...

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): C07F9/6558C09K11/06A61P35/00
CPCC07F9/65583C09K11/06A61P35/00C09K2211/1014C09K2211/1029
Inventor 苏志林海苏岩王萌萌
Owner NANJING NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap