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

Application of quinoline derivatives of N-isostere tectorigenin in anti-hepatocarcinoma drugs

A technology of isosteric and irisin, applied in the application field of quinoline derivatives in anti-cancer drugs, to achieve the effect of improving ROS generation, significant therapeutic effect and inhibiting proliferation

Active Publication Date: 2018-10-23
GUANGZHOU UNIVERSITY
View PDF3 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above-mentioned molecular targeted drugs also have their own limitations.

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
  • Application of quinoline derivatives of N-isostere tectorigenin in anti-hepatocarcinoma drugs
  • Application of quinoline derivatives of N-isostere tectorigenin in anti-hepatocarcinoma drugs
  • Application of quinoline derivatives of N-isostere tectorigenin in anti-hepatocarcinoma drugs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] A kind of embodiment of the preparation method of the quinoline derivative of N electron isostere irisin of the present invention, comprises the steps:

[0063] (1) Dissolve 1,3-dibromo-2-methoxy-5-nitrobenzene in 10 equivalents of ethanol at room temperature; add 6 equivalents of 10% Na to the resulting solution 2 S 2 o 4 aqueous solution, stirred at 50°C for 7 hours; when the reaction mixture was cooled to room temperature, extracted three times with AcOEt (ethyl acetate), each time with 2-4 times the volume; the total extract was washed with saturated saline solution and washed with MgSO 4 Drying; AcOEt was removed under reduced pressure to obtain 3,5-dibromo-4-methoxyaniline as a white powder;

[0064] (2) Dissolve 3,5-dibromo-4-methoxyaniline in 10 equivalents of CH(OMe) at room temperature 3 , stirred for 6-12 hours; excess CH(OMe) was removed 3 Afterwards, (cis)-N-3,5-dibromo-4-methoxyphenylcarboximide was obtained as a white powder;

[0065] (3) Dissolve (c...

Embodiment 2

[0071] A kind of embodiment of the preparation method of the quinoline derivative of N electron isostere irisin of the present invention, comprises the steps:

[0072] (1) Dissolve 1,3-dibromo-2-methoxy-5-nitrobenzene in 15 equivalents of ethanol at room temperature; add 2 equivalents of 20% Na to the resulting solution 2 S 2 o 4 aqueous solution, stirred at 55°C for 5 hours; when the reaction mixture was cooled to room temperature, extracted three times with AcOEt, each time with 2-4 times the volume; the total extract was washed with saturated saline solution and washed with MgSO 4 Drying; AcOEt was removed under reduced pressure to obtain 3,5-dibromo-4-methoxyaniline as a white powder;

[0073] (2) Dissolve 3,5-dibromo-4-methoxyaniline in 16 equivalents of CH(OMe) at room temperature 3 , stirred for 6-12 hours; excess CH(OMe) was removed 3 Afterwards, (cis)-N-3,5-dibromo-4-methoxyphenylcarboximide was obtained as a white powder;

[0074] (3) Dissolve (cis)-N-3,5-dibrom...

Embodiment 3

[0078] A kind of embodiment of the preparation method of the quinoline derivative of N electron isostere irisin of the present invention, comprises the steps:

[0079] (1) Dissolve 1,3-dibromo-2-methoxy-5-nitrobenzene in 20 equivalents of ethanol at room temperature; add 4 equivalents of 30% Na to the resulting solution 2 S 2 o 4 aqueous solution, stirred at 60°C for 3 hours; when the reaction mixture was cooled to room temperature, extracted three times with AcOEt, each time with 2-4 times the volume; the total extract was washed with saturated saline solution and washed with MgSO 4 Drying; AcOEt was removed under reduced pressure to obtain 3,5-dibromo-4-methoxyaniline as a white powder;

[0080] (2) Dissolve 3,5-dibromo-4-methoxyaniline in 20 equivalents of CH(OMe) at room temperature 3 , stirred for 6-12 hours; excess CH(OMe) was removed 3 Afterwards, (cis)-N-3,5-dibromo-4-methoxyphenylcarboximide was obtained as a white powder;

[0081] (3) Dissolve (cis)-N-3,5-dibrom...

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 application of quinoline derivatives of N-isostere tectorigenin in anti-hepatocarcinoma drugs. The invention relates to the quinoline derivatives of the N-isostere tectorigenin, and the chemical structural formula of the quinoline derivatives is described in the description. The invention provides the application of the quinoline derivatives (new tectorigenin) of the N-isostere tectorigenin in preparation of drugs for inhibiting hepatocelular carcinoma HepG2 cells. The the quinoline derivatives of the N-isostere tectorigenin inhibit the proliferation of the hepatocelular carcinoma HepG2 cells by inhibiting RAF / MEK / ERK pathway and JAK / STAT pathway. The anti-hepatocarcinoma drugs are remarkable in therapeutic effects, and do not easily produce drug resistance and adverse effects. Furthermore, the invention also discloses a higher-yield preparation method of the quinoline derivatives of the N-isostere tectorigenin; the New Tectorigenin is remarkable in effect of inhibiting transplantation tumors.

Description

technical field [0001] The invention relates to an isostere of irisaxanthin, in particular to the application of a quinoline derivative of an isostere of irisin in anti-liver cancer drugs. Background technique [0002] Primary liver cancer (primary hepatic carcinoma, PHC) refers to cancer that occurs in liver parenchymal cells or intrahepatic bile duct epithelial cells. It is a malignant tumor with high malignancy, rapid progression, poor prognosis, and short survival period. The survival rate is only 3% to 5%. Globally, the morbidity and mortality of primary liver cancer rank seventh and third among all tumors, respectively. my country is a country with a large incidence of liver cancer, accounting for 45% of the global incidence. In recent years, the incidence of liver cancer in my country has been on the rise, and the mortality rate has also risen accordingly, accounting for the third place in the national cancer mortality rate. The 2010 national census population in m...

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): A61K31/47A61P35/00A61P35/04C07D215/20
CPCA61K31/47A61P35/00A61P35/04C07D215/20
Inventor 陈鲲马咏诗黎裕麟马祥樊静张继匀刘琼玉胡佳钦徐丹朱海亮
Owner GUANGZHOU UNIVERSITY
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