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

Organic metal drug camptothecin-ferrocene and preparation method thereof

An organometallic and camptothecin technology, applied in the field of organometallic drug camptothecin-ferrocene and its preparation, can solve the problems of cumbersome preparation methods and low yield of derivatives, and achieve the effect of simple preparation process

Pending Publication Date: 2020-05-22
NORTHWESTERN POLYTECHNICAL UNIV
View PDF1 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the synthetic derivative yield is low, and the preparation method is loaded down with trivial details

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
  • Organic metal drug camptothecin-ferrocene and preparation method thereof
  • Organic metal drug camptothecin-ferrocene and preparation method thereof
  • Organic metal drug camptothecin-ferrocene and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 1. Under ice-bath conditions, add 50 mg camptothecin to a 100 ml dry single-necked flask, add 10 ml of dichloromethane to dissolve, then add 80 μl of triethylamine and keep stirring. Measure 80 μl of bromoisobutyryl bromide and dissolve it in 10ml of dichloromethane, slowly drop it into the ice-bath reaction system, stir for 30 minutes after the dropwise addition, transfer to room temperature for stirring, and react for 12 hours. After the reaction was finished, extract twice with saturated sodium bicarbonate solution, remove the lower organic phase, concentrate the liquid by rotary evaporation, pass through a silica gel column, get the filtrate, and obtain 68 mg of white bromocamptothecin solid after evaporating the solvent with a rotary evaporator.

[0031] 2. Add 68mg of bromocamptothecin, 20mg of sodium azide and 45mg of cesium chloride into a dry 100ml single-necked flask, add 10ml of N,N-dimethylformamide as a solvent, and heat at 60°C Stirring, reaction 12h. Aft...

Embodiment 2

[0035] 1. Under ice-bath conditions, add 100 mg of camptothecin to a 100 ml dry single-necked flask, add 15 ml of dichloromethane to dissolve, then add 160 μl of triethylamine and keep stirring. Measure 150 μl of bromoisobutyryl bromide and dissolve it in 10ml of dichloromethane, slowly drop it into the ice-bath reaction system, stir for 30 minutes after the dropwise addition, transfer to room temperature and stir, and react for 12 hours. After completion of the reaction, extract twice with saturated sodium bicarbonate solution, remove the lower organic phase, concentrate the liquid by rotary evaporation, pass through a silica gel column, get the filtrate, and obtain 156 mg of bromocamptothecin solids after evaporating the solvent to dryness with a rotary evaporator.

[0036] 2. Add 156mg of bromocamptothecin, 35mg of sodium azide and 86mg of cesium chloride to a dry 100ml single-necked flask, add 15ml of N,N-dimethylformamide as a solvent, and set the temperature at 60°C Heat...

Embodiment 3

[0039] 1. Under ice-bath conditions, add 200 mg camptothecin to a 100 ml dry single-necked flask, add 20 ml of dichloromethane to dissolve, then add 350 μl of triethylamine and keep stirring. Measure 300 μl of bromoisobutyryl bromide and dissolve it in 15ml of dichloromethane, slowly drop it into the ice-bath reaction system, stir for 30 minutes after the dropwise addition, transfer to room temperature and stir, and react for 12 hours. After completion of the reaction, extract twice with saturated sodium bicarbonate solution, take the lower organic phase, concentrate the liquid by rotary evaporation, pass through a silica gel column, get the filtrate, and obtain 302mg of bromocamptothecin solids after evaporating the solvent to dryness with a rotary evaporator.

[0040] 2. Add 302mg of tribromogemcitabine, 70mg of sodium azide and 170mg of cesium chloride into a dry 100ml single-necked flask, add 20ml of N,N-dimethylformamide as a solvent, and heat at 60°C Stirring, reaction 1...

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 relates to an organic metal drug camptothecin-ferrocene and a preparation method thereof, wherein an anticancer natural product camptothecin is used as a raw material, and is combined with ferrocene with anticancer activity to synthesize a novel camptothecin-ferrocene derivative. According to the camptothecin-ferrocene derivative, camptothecin and ferrocene have a good killing effecton cancer cells at the same time, and the combined product can play a role in jointly killing the cancer cells. According to the invention, a natural product medicine camptothecin and ferrocene withanti-cancer activity react to generate the camptothecin derivative with ferrocene at the tail end, and the produced camptothecin-ferrocene derivative combines camptothecin and ferrocene, has a good killing effect on cancer cells, and has a combined anti-cancer effect; and the method is simple in preparation process, and a new thought and method are provided for research and development of novel anti-cancer drugs.

Description

technical field [0001] The invention belongs to the field of material synthesis and relates to a preparation method of an organometallic drug, in particular to an organometallic drug camptothecin-ferrocene and a preparation method thereof. Background technique [0002] Camptothecin is a natural product anticancer drug, which is isolated and purified from camptothecin. Belonging to the cytotoxic quinoline alkaloids, it can effectively inhibit DNA topoisomerase. Studies have found that camptothecin has a good therapeutic effect on human gastrointestinal tract and head and neck cancer, and has fewer side effects. On the other hand, studies have found that ferrocene has good anticancer activity because it is prone to redox reactions in cells. [0003] Document 1 "Fuwu Zhang, Longjiang Zhang, Guizhi Zhu, and Xiaoyuan Chen et al. Polymeric Nanoparticles with a Glutathione-Sensitive Heterodimeric Multifunctional Prodrug for In Vivo Drug Monitoring and Synergistic Cancer Therapy [...

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): C07F17/02
CPCC07F17/02
Inventor 田威刘程飞李鹏翔庞俊
Owner NORTHWESTERN POLYTECHNICAL 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