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

18β-glycyrrhetinic acid derivatives and their applications

A derivative, C1-C4 technology, applied in the field of medicine, can solve problems such as not meeting clinical needs

Active Publication Date: 2019-12-20
SHENYANG PHARMA UNIVERSITY
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional chemotherapy drugs are far from meeting clinical needs

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
  • 18β-glycyrrhetinic acid derivatives and their applications
  • 18β-glycyrrhetinic acid derivatives and their applications
  • 18β-glycyrrhetinic acid derivatives and their applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Example 1: 3-(1-(2-((11-oxo-18β-oleanane-12-ene-30-methyl carboxylate)-3β-oxo)-2-oxoethyl) Preparation of -1H-benzimidazol-2-yl)propionic acid

[0077] Step A:

[0078]

[0079] Dissolve methyl glycyrrhetinate (2.00g, 4.13mmol) in 70mL of dry dichloromethane, add triethylamine (2.00mL), add dropwise 2-chloroacetyl chloride (2.00mL, 25.36mmol) under ice-cooling, room temperature The reaction was monitored by TLC. After the reaction was completed, water was added to quench, the organic phase was separated, and the aqueous phase was extracted 3 times with dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate, and purified by column chromatography. The yield is about 68%.

[0080] Step B:

[0081]

[0082] Put o-phenylenediamine (5.00g, 46mmol) in a 250mL eggplant-shaped bottle, add 110mL of dioxane at room temperature, stir and dissolve, then add succinic anhydride (5.55g, 55.5mmol). Transfer to an oil bath, react at 80°C for 4 ...

Embodiment 2

[0092] Example 2: 3-(1-(2-((18β-Oleanane-12-ene-30-carboxylic acid methyl ester)-3β-oxygen)-2-oxoethyl)-1H-benzo Preparation of imidazol-2-yl)propionic acid

[0093] According to the preparation method of Example 1, the title compound was prepared.

Embodiment 3

[0094] Example 3: 3-(1-(2-((12-oxo-18β-oleanane-30-carboxylic acid methyl ester)-3β-oxygen)-2-oxoethyl)-1H-benzene Preparation of imidazol-2-yl)propionic acid

[0095] According to the preparation method of Example 1, the title compound was prepared.

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 the technical field of medicines, in particular to an 18 beta-glycyrrhetinic acid derivative with Pin1 inhibitory activity and pharmacologically-acceptable salt thereof, a preparation method of the derivative, a pharmaceutical composition taking the derivative as an active ingredient and application of the derivative to the preparation of a Pin1 inhibitor and the preparation of a drug for treating and / or preventing various cancers. The derivative shown in a general formula I or the pharmacologically-acceptable salt thereof has the following structure, wherein R, X, Y and n are stated in the claims and the descriptions.

Description

Technical field: [0001] The present invention belongs to the technical field of medicine, and specifically relates to 18β-glycyrrhetinic acid derivatives with Pin1 inhibitory activity and pharmaceutically acceptable salts thereof, a preparation method of such derivatives, and a pharmaceutical composition using the derivatives as active ingredients. As well as the use in the preparation of Pin1 inhibitors for the preparation of medicines for treating and / or preventing various cancers. Background technique: [0002] Malignant tumors seriously endanger human health, and their morbidity and mortality continue to increase. Among the many cancer treatment methods, chemotherapy is still one of the effective methods for treating tumors. Traditional chemotherapy drugs are far from meeting clinical needs. In recent years, breakthroughs have been made in the research of anti-tumor targeted drugs, which has alleviated the pain of cancer patients in the course of disease treatment. ...

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): C07J63/00A61K31/58A61P35/00
CPCC07J63/008
Inventor 赵临襄刘丹李坤马天一景永奎
Owner SHENYANG PHARMA 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