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

Polyether chain substituted alkyne-based (I) complex and preparation method and application thereof

A complex and fund technology, which is applied in the direction of gold organic compounds, active ingredients of heavy metal compounds, medical preparations containing active ingredients, etc., can solve the problems of limited efficacy and reduced stability in the body

Active Publication Date: 2019-07-05
YUNNAN UNIV
View PDF2 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although auranofin exhibits excellent in vitro cytotoxicity, its in vivo efficacy is limited due to reduced stability in the presence of natural thiols

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
  • Polyether chain substituted alkyne-based (I) complex and preparation method and application thereof
  • Polyether chain substituted alkyne-based (I) complex and preparation method and application thereof
  • Polyether chain substituted alkyne-based (I) complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Embodiment 1: Alkyne base (I) complexes substituted by polyether chains, dinuclear alkyne base (I) complexes, the structural formula is

[0047] Wherein the R of Au-1 is (CH 2 CH 2 O) 3 CH 3 , R of Au-2 is CH 2 CH 2 OCH 2 CH 3 ; Mononuclear alkyne base (I) complexes, the structural formula is Wherein the R of Au-3 is (CH 2 CH 2 O) 3 CH 3 , the R of Au-4 is CH 2 CH 2 OCH 2 CH 3 .

Embodiment 2

[0048] Embodiment 2: as figure 1 Shown, the preparation method of the dinuclear alkyne base (I) complex that polyether chain replaces, concrete steps are as follows:

[0049] (1) Add 75mL NaOH aqueous solution to 150mL tetrahydrofuran (THF) at 0°C, then add 10mmol triethylene glycol monomethyl ether or 10mmol ethylene glycol ether, and add p-10mmol toluene in three equal portions within 30min Sulfonyl chloride (TsCl), reacted at room temperature under stirring conditions for 12h, quenched the reaction by adding water, stood to separate layers, extracted with dichloromethane to obtain the organic phase I, and the organic phase I was washed with water and brine successively and dried; The solvent is suspended and dried to obtain crude product A or crude product B. The crude product A or crude product B is eluted with ethyl acetate-petroleum ether through a chromatographic column, and the eluate is concentrated to obtain solid compound R1 or solid compound R2; wherein NaOH The m...

Embodiment 3

[0057] Embodiment 3: as figure 1 Shown, the preparation method of the mononuclear alkyne base (I) complex that polyether chain replaces, concrete steps are as follows:

[0058] (1) Add 75mL NaOH aqueous solution to 150mL tetrahydrofuran (THF) at 0°C, then add 10mmol triethylene glycol monomethyl ether or 10mmol ethylene glycol ether, and add p-10mmol toluene in three equal portions within 30min Sulfonyl chloride (TsCl), reacted at room temperature under stirring conditions for 12h, quenched the reaction by adding water, stood to separate layers, extracted with dichloromethane to obtain the organic phase I, and the organic phase I was washed with water and brine successively and dried; The solvent is suspended and dried to obtain crude product A or crude product B, and the crude product A or crude product B passes through a chromatography column, and is eluted with ethyl acetate-petroleum ether, and the eluate is concentrated to obtain solid compound R1 or solid compound R2; wh...

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 polyether chain substituted alkyne-based (I) complex and a preparation method and application thereof, and belongs to the technical field of gold (I) complexes. The polyetherchain substituted alkyne-based (I) complex comprises a binuclear alkyne-based (I) complex, wherein a structural formula of the binuclear alkyne-based (I) complex is shown in the description; and a mononuclear alkyne-based (I) complex, wherein the structural formula of mononuclear alkyne-based (I) complex is shown in the description, wherein R is (CH2CH2O)3CH3 or CH2CH2OCH2CH3. By the adoption ofthe polyether chain substituted alkyne-based (I) complex and the preparation method and application thereof, a synthesis method of the polyether chain substituted alkyne-based (I) complex is simple, and high in yield; Au-1, Au-3 and Au-4 all show remarkable in-vitro antitumor activity; the Au-1 can selectively inhibit Hela cells; the Au-1 has activity on staphylococcus aureus, candida albicans andescherichia coli; the Au-2 and the Au-4 have activity on the escherichia coli; and SA ATCC25923 has an additive effect when the Au-1 and vancomycin are combined.

Description

technical field [0001] The invention relates to an alkynyl group (I) complex substituted by polyether chains, a preparation method and application thereof, and belongs to the technical field of inorganic pharmaceutical chemistry. Background technique [0002] Cancer causes one in eight deaths worldwide, and new drugs are urgently needed in the fight against the disease, as almost all drugs used today have serious side effects, including severe drug resistance and low selectivity for tumors. Recently, increasing attention has been paid to the development of metal-based composites for the treatment of cancer, mainly because metals exhibit unique properties such as redox activity, variable coordination modes, and reactivity to organic matrices. It also shows promising in vitro cytotoxicity, which affects a variety of cancer cells. Cisplatin is one of the most widely used metal matrix complexes for the treatment of a variety of tumors. Cisplatin and other platinum metal comple...

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): C07F1/12A61P35/00A61P31/04A61P31/10A61K38/14A61K31/28
CPCA61K31/28A61K38/14A61P31/04A61P31/10A61P35/00C07F1/00A61K2300/00Y02A50/30
Inventor 周莹苗兰茜陈秋玲乔怡木谢明进
Owner YUNNAN 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