Double-targeted phthalocyanine anti-cancer photosensitizer and preparation method thereof

A technology for phthalocyanines and photosensitizers, which is applied in the field of asymmetrically substituted phthalocyanine complexes with aza aromatic rings and the preparation thereof, and achieves the effects of low cost, mild reaction conditions and easy availability of raw materials

Active Publication Date: 2018-12-25
FUZHOU UNIV
View PDF7 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there are many cancer treatment methods at present, most of the treatment methods can only achieve the purpose of initial cure, and photodynamic therapy for cancer has gradually become a hot research field because of its unique advantages.

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
  • Double-targeted phthalocyanine anti-cancer photosensitizer and preparation method thereof
  • Double-targeted phthalocyanine anti-cancer photosensitizer and preparation method thereof
  • Double-targeted phthalocyanine anti-cancer photosensitizer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The preparation method of the asymmetrically substituted phthalocyanine complexes with tumor-specific and mitochondrial localization targets, the experimental steps are as follows:

[0035] (1) Synthesis of 1a

[0036] First, the compounds tetraethylene glycol (9.706 g, 50.0 mmol) and p-toluenesulfonyl chloride (2.387 g, 12.5 mmol) were added to a 250 ml round bottom flask, followed by anhydrous CH 2 Cl 2(150 ml), fully stirred and dissolved, then added triethylamine (6.324g, 62.5 mmol), and reacted at room temperature under nitrogen protection for 12 h; after the reaction, extracted with 1mol / L hydrochloric acid solution and saturated sodium chloride solution respectively Three times, the organic phase was collected, dried over anhydrous sodium sulfate, and the CH was removed under reduced pressure 2 Cl 2 , and then eluted with dichloromethane and methanol, and separated by silica gel column chromatography to obtain compound 1a 2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy...

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 double-targeted phthalocyanine anti-cancer photosensitizer and a preparation method thereof. Micromolecular target drugs N-(3-chloro-4-fluorophenyl)-7-methoxyl-6-(3-morpholine-4-propoxy) quinazoline-4-amine connected via alcoxyl long chains are introduced on a phthalocyanine parent ring in the axial direction to improve the amphipathy, biocompatibility and the targeting property of the photosensitizer; and a triphenylphosphine group is introduced at the other end of the phthalocyanine parent ring in the axial direction, thus, the photosensitizer can be selectively, accurately and intelligently positioned on mitochondria of tumor cells with overexpressed epidermal growth factor receptors (EGFR), and the photodynamic action efficiency is improved. The compound is single in structure and determined in composition, and does not have isomers, products are easy to separate and purify, meanwhile, the complexes are not easy to gather, and the cell uptake rate is increased favorably.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and in particular relates to a nitrogen-heteroaromatic ring asymmetrically substituted phthalocyanine complex with dual targeting of small molecules targeting tumor cells and mitochondria and a preparation method thereof. Background technique [0002] With the development and progress of science and technology, human beings have made significant progress in the treatment of many diseases, but the treatment of cancer is still inadequate, and cancer is still one of the major diseases that seriously threaten human life and health. Although there are many cancer treatment methods at present, most of them can only achieve the purpose of initial cure, and photodynamic therapy for cancer has gradually become a hot research field because of its unique advantages. Photodynamic therapy refers to the use of photosensitizers in the presence of oxygen in tissues to undergo a series of photophysical and phot...

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): C07F9/6561A61K41/00A61P35/00
CPCA61K41/0071A61P35/00C07F9/6561
Inventor 薛金萍赵轩黄雅凡
Owner FUZHOU UNIV
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