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

Diene oleanolic acid pentacyclic triterpenes derivatives and use thereof

A technology of diene oleanolic acid and pentacyclic triterpenoids, which is applied in the field of polyoxidatively substituted pentacyclic triterpenoid derivatives and its preparation, can solve the high incidence of adverse reactions of non-steroidal anti-inflammatory drugs, liver Functional failure, aggravation of peptic ulcer and other problems

Inactive Publication Date: 2008-08-06
ZHEJIANG UNIV
View PDF1 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the incidence of adverse reactions of NSAIDs is also very high, generally manifested in the induction or aggravation of peptic ulcers, which limits their wide application
Recent studies have also found that long-term and high-dose use of drugs such as aspirin, phenylbutazone, oxybutazone, and indomethacin can cause liver damage, and in severe cases, even lead to liver failure and death

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
  • Diene oleanolic acid pentacyclic triterpenes derivatives and use thereof
  • Diene oleanolic acid pentacyclic triterpenes derivatives and use thereof
  • Diene oleanolic acid pentacyclic triterpenes derivatives and use thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0036] Preparation Example 1: Preparation of Compound Ii

[0037] The compound 3-methylsulfonyloxy-oleanane-28-acid-12-ene (1.0mmol) was dissolved in 5 ml of DMAC (N,N'-dimethylacetamide), and lithium carbonate ( 2.0 mmol). The reaction mixture was heated to reflux for half an hour. After cooling, excess lithium carbonate was filtered off, the filtrate was added to 10 ml of water, extracted with ether, and the organic phase was washed with water until neutral. Dry over anhydrous sodium sulfate. Silica magnetic column chromatography (eluent: petroleum ether / ethyl acetate: 8 / 1) gave oleanane-28-acid-2,12-diene as a white solid with a yield of 82%.

[0038] In 20 ml of acetic acid (containing 5% acetic anhydride), the compound oleanane-28-acid-2,12-diene (0.82 mmol) and chromium trioxide (4.92 mmol) were added, and stirred overnight at room temperature. The reaction compound was poured into 20 ml of water, and extracted with chloroform. The organic phase was washed with satu...

preparation example 2～ preparation example 22

[0040] According to the method of Preparation Example 1, the compounds of Preparation Example 2 to Preparation Example 22 shown below were prepared:

preparation example 2

[0041] Preparation Example 2: Preparation of oleanane-28-acid-2,11,13(18)-triene (Ia), C 30 h 44 o 2 , MS: ESIm / e436 (M + ); Rf (petroleum ether / chloroform / methanol: 4 / 4 / 0.6): 0.63, 1 HNMR (400MHz, CDCl 3 )δ: 2.51(brd, 1H, J=14.2Hz, H-19), 5.31-5.43(m, 3H, H-2, H-3, H-12), 6.35(d, 1H, J=10.4Hz , H-11).

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 provides a diene oleanolic acid pentacyclic triterpenoid derivative, relative medicine salt or solvate, represented as formula (1). The inventive compound can inhibit the growth activity of tumor cell to be applied in anti-tumor drug and can inhibit mice ear swelling caused by dimethylbenzene to be applied in anti-inflammatory agent. The formula (1) is represented as above.

Description

[0001] This application is a divisional application of a Chinese patent application with an application date of December 29, 2004 and an application number of 200410102895.6. technical field [0002] The invention relates to the fields of organic chemistry and medicinal chemistry, in particular, the invention relates to polyoxidatively substituted pentacyclic triterpene derivatives, a preparation method and application thereof. The present invention treats the series of compounds on six tumor cell lines such as human prostate cancer cell (PC-3), nasopharyngeal carcinoma cell line (CNE), oral epithelial cancer cell line (KB), human lung cancer cell (A549), human liver cancer cell line (BEL-7404), human cervical cancer cells (Hela) were screened for tumor cell growth inhibitory activity. The compounds are found to have a certain activity of inhibiting the growth of tumor cells, and can be expected to be used as antitumor drugs. In addition, these compounds also have a significa...

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): C07J63/00A61K31/56A61P35/00A61P29/00
Inventor 赵昱冯菊红周长新白骅巫秀美
Owner ZHEJIANG 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