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

Preparation of icariin and its derivatives and their application in tumor therapy

A technology of icariin and derivatives is applied in the directions of antitumor drugs, medical preparations containing active ingredients, and drug combinations, which can solve the problems of icariin increasing the effect of radiotherapy and reducing the side effects of radiotherapy.

Active Publication Date: 2017-05-03
XIAMEN LUJIA BIOTECH
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] So far, there are no reports about icariin increasing the effect of radiotherapy or reducing the side effects of radiotherapy

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
  • Preparation of icariin and its derivatives and their application in tumor therapy
  • Preparation of icariin and its derivatives and their application in tumor therapy
  • Preparation of icariin and its derivatives and their application in tumor therapy

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0190] Embodiment 1, the preparation of icariin derivative ICT-5-Fu condensate:

[0191]

[0192] 30 ml of tetrahydrofuran, 1 mmol of raw material ICT, 1 mmol of 5-fluorouracil (5-Fu), 1.3 mmol of DEAD and 1.3 mmol of triphenylphosphine were sequentially added into a 100 ml three-neck flask. The reaction was stirred overnight at room temperature. After the reaction was completed, 20 ml of water was added to the reaction system, extracted with ethyl acetate, the organic phases were combined, dried, filtered, concentrated to obtain a crude product, and purified by silica gel column chromatography to obtain pure ICT-5-Fu with a yield of 67%.

Embodiment 2

[0193] Embodiment 2, icariin derivative ICDE-01~ICDE-03 (when R 1 is methyl, R 2 for time) preparation:

[0194] 2.1 Preparation of intermediate IC-02:

[0195] Among them, R 1 For -Me:

[0196] Add 50 ml of acetone to a 100 ml three-necked flask, then, under stirring conditions, add 1 mmol of raw material IC-01, 1.2 mmol of allyl bromide and 1.5mmolK 2 CO 3 , the reaction solution was heated to reflux and stirred for 10 hours. After the reaction was completed, the solvent was evaporated to dryness under reduced pressure and recrystallized from ethanol to obtain the product IC-02 as a yellow solid with a yield of 70%.

[0197] 2.2 Preparation of intermediate IC-03:

[0198] Among them, R 1 For-Me, R 2 for Time:

[0199] In the there-necked flask of 100 milliliters, add 50 milliliters of methanol, then, under stirring condition, add 1mmol raw material IC-02 successively, 1.2mmol aldehyde (R 2 CHO) and 1.5mmol sodium ethylate, the reaction solution was heate...

Embodiment 3

[0212] Embodiment 3, icariin derivative ICDE-01 (when R 1 is benzyl, R 2 for time) preparation:

[0213] Among them, R 1 is benzyl, R 2 for Time:

[0214] Add 50 ml of methanol into a 100 ml three-neck flask, then exchange the reaction system with nitrogen three times, add 1 mmol of raw material IC-04, 10 mg of 10% Pd / C in sequence, and stir for 10 hours under hydrogen atmosphere. After the reaction was completed, the solvent was evaporated to dryness under reduced pressure, and recrystallized from ethanol / ethyl acetate to obtain the product ICDE-01 as a yellow solid with a yield of 60%.

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 preparation of icaritin and derivatives thereof and application of icaritin and derivatives of icaritin in radiotherapy. Specifically, the invention discloses derivatives of icaritin, shown in a formula I and a preparation method thereof and also discloses application of icaritin and derivatives of icaritin in radiotherapy. The icaritin and derivatives of icaritin can simultaneously serve as radiosensitizers and radioprotectants.

Description

technical field [0001] The invention belongs to the field of traditional Chinese medicine pharmacy. Specifically, the present invention relates to the preparation of icariin or its derivatives and its new medical application. Background technique [0002] Malignant tumors have become one of the diseases with the highest morbidity and mortality in my country. Radiation therapy is one of the main means of treating malignant tumors. The ideal goal of radiotherapy is to radically cure malignant tumors while minimizing damage to normal tissues, so as to ensure the long-term survival and quality of life of patients. However, due to the heterogeneity of tumors and the existence of individual differences, it is inevitable to bring different degrees of side effects to patients during radiotherapy, which has also become a bottleneck restricting the application of radiotherapy technology. [0003] Radiosensitizers refer to chemical substances that can increase the sensitivity of tum...

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): C07D405/04C07D407/04C07D311/30C07D405/12C07D471/04A61K31/4433A61K31/352A61K31/453A61K31/5377A61K31/496A61K31/506A61K31/41A61K31/437A61K41/00A61P35/00A61P39/00
CPCY02P20/55
Inventor 张震寰董环文张美洪金省张世民张鲁榕
Owner XIAMEN LUJIA BIOTECH
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