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

Antitumor compounds targeting fyn-cd147 signaling pathway targets and preparation methods and applications thereof

A signaling pathway and anti-tumor drug technology, which is applied in the preparation of carbon-based compounds, organic compounds, anti-tumor drugs, etc., can solve the problems of high prices and few anti-tumor drugs

Active Publication Date: 2022-07-22
XIANGYA HOSPITAL CENT SOUTH UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, anti-tumor drugs are still few and expensive, and further exploration of other anti-tumor compounds is needed

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
  • Antitumor compounds targeting fyn-cd147 signaling pathway targets and preparation methods and applications thereof
  • Antitumor compounds targeting fyn-cd147 signaling pathway targets and preparation methods and applications thereof
  • Antitumor compounds targeting fyn-cd147 signaling pathway targets and preparation methods and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0031] The preparation method of the above anti-tumor compound according to an embodiment of the present invention includes the following steps: mixing 4-methoxy-3-hydroxyacetophenone, 4-biphenylaldehyde and an alkaline solution, stirring at room temperature for 24-30 hours, Concentrating and drying to obtain the above antitumor compound.

[0032] In a specific example, the molar ratio of 4-methoxy-3-hydroxyacetophenone to 4-biphenylaldehyde is (0.8-1.2):1.

[0033] In a specific example, the alkali solution is an aqueous sodium hydroxide solution, wherein the ratio of the mass of sodium hydroxide to the volume of water is (16-18) mg:1 mL.

[0034] In a specific example, the temperature of the alkaline solution is 0° C. to 10° C., and using a low-temperature alkaline solution for preparation can prevent excessive heat release during the reaction.

[0035] In a specific example, the following step is further included: recrystallizing the antitumor compound with ethanol to effe...

Embodiment 1

[0046] Sodium hydroxide aqueous solution (NaOH 290mg / H) was added to the reaction flask in turn.2 O 15mL) and water (2mL), cooled to below 10 degrees with an ice-water bath, added 4-methoxy-3-hydroxyacetophenone (997mg, 6mmol) and stirred for 30 minutes, then added 4-bibenzaldehyde (1.09g , 6 mmol) stirring was continued for 1 hour. Then it was warmed to room temperature and stirred for 26 hours. The reaction solution was concentrated, 200 mL of ethyl acetate was added, washed with 3N hydrochloric acid and water in turn, dried over anhydrous magnesium sulfate, filtered, concentrated and recrystallized from ethanol to obtain the target product 1.4 as a yellow solid. g, 71% yield based on actual yield divided by theoretical yield. The NMR spectrum information is: 1 H NMR (400MHz, CDCl 3 )δ7.85(d,J=15.6Hz,1H),7.72(d,J=8.3Hz,2H),7.69–7.61(m,6H),7.57(d,J=15.6Hz,1H),7.47( t, J=7.5Hz, 2H), 7.38 (t, J=7.3Hz, 1H), 6.95 (d, J=9.0Hz, 1H), 3.99 (s, 3H); 13 C NMR (125MHz, DMSO) δ187.9,...

Embodiment 2

[0048] Sodium hydroxide aqueous solution (NaOH 190mg / H) was added to the reaction flask 2 O 15mL) and water (2mL), cooled to below 10 degrees with an ice-water bath, added 4-methoxy-3-hydroxyacetophenone (997mg, 6mmol) and stirred for 30 minutes, then added 4-bibenzaldehyde (1.09g , 6 mmol) stirring was continued for 1 hour. Then it was warmed to room temperature and stirred for 20 hours. The reaction solution was concentrated, 200 mL of ethyl acetate was added, washed with 3N hydrochloric acid and water in turn, dried over anhydrous magnesium sulfate, filtered, concentrated and recrystallized from ethanol to obtain the target product 1.1 as a yellow solid. g.

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 present invention relates to an anti-tumor compound targeting the target of Fyn-CD147 signaling pathway, and a preparation method and application thereof. The anti-tumor compound has the structure represented by the following structural formula I. The antitumor compound of the present invention is produced by reacting 4-methoxy-3-hydroxyacetophenone and 4-biphenylaldehyde in an alkaline solution at room temperature. The anti-tumor compound can effectively inhibit the proliferation of skin tumor cells, colon cancer cells, liver cancer cells and lung cancer cells, wherein the half-inhibitory concentration for human skin malignant melanoma cells SK-Mel-28 is 3.6 μM, indicating that the anti-tumor compound The ability of inhibiting the growth and proliferation of tumors and inducing apoptosis of tumor cells is relatively strong, and can be used in the preparation of anti-tumor drugs.

Description

technical field [0001] The invention relates to the field of medicine, in particular to an anti-tumor compound targeting the target of Fyn-CD147 signaling pathway, and a preparation method and application thereof. Background technique [0002] Tumor is a cell proliferative disease, tumor cells have three remarkable basic characteristics: immortality, migration and loss of contact inhibition. At the cellular level, the occurrence of cancer is a very accidental event. Genetically, cancers all develop from one cell, from a cell that has lost its control of proliferation. There are trillions of cells in the human body, and billions of cells divide every day. In theory, almost any cell may become cancerous due to changes in genetic components, but in practice it is not the case. The malignant transformation of cells requires multiple genetic changes, that is, multiple genetic mutations in a cell. Thus tumorigenesis is a progressive process involving multiple responses and accu...

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 Patents(China)
IPC IPC(8): C07C49/84C07C45/74A61K31/12A61P35/00
CPCC07C49/84C07C45/74A61K31/12A61P35/00
Inventor 陈翔彭聪龙菁粟娟赵爽李雅芸李可可张旭
Owner XIANGYA HOSPITAL CENT SOUTH 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