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

Indoquinazine-6-formyl-glucuronyl-ethylenediamine, its preparation, activity and application

A technology of ethylenediamine and glucose, which is applied to indolequinazine-6-formyl-glucuronyl-ethylenediamine, its preparation, activity and application fields, can solve the problem of prognosis of patients with worsening tumors and poor prognosis of patients with tumors. And other issues

Active Publication Date: 2020-01-14
CAPITAL UNIVERSITY OF MEDICAL SCIENCES
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Thrombus and inflammation are complicated by tumor patients, which makes the prognosis of tumor patients poor
In addition, tumor metastasis worsens the prognosis of tumor patients

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
  • Indoquinazine-6-formyl-glucuronyl-ethylenediamine, its preparation, activity and application
  • Indoquinazine-6-formyl-glucuronyl-ethylenediamine, its preparation, activity and application
  • Indoquinazine-6-formyl-glucuronyl-ethylenediamine, its preparation, activity and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Embodiment 1 prepares L-tryptophan benzyl ester (1)

[0021] 20.40 g (100.0 mmol) of L-tryptophan, 13.00 g (120 mmol) of benzyl alcohol and 40.60 g (120.0 mmol) of polyphosphoric acid were reacted at 80° C. for 72 hours. The reaction solution was lowered to room temperature, 30 mL of anhydrous ether was added, and stirred for 2 hours to precipitate a colorless solid, which was filtered. The filter cake was washed repeatedly with ether to obtain 35.40 g (90%) of the title compound as a colorless solid.

Embodiment 2

[0022] Example 2 Preparation of (3S)-1-(2,2-dimethoxyethyl)-2,3,4,9-tetrahydro-β-carboline-3-carboxylic acid benzyl ester (2)

[0023] Add 8mL (48.8mmol) 1,1,3,3-tetramethoxypropane and 9mL trifluoroacetic acid to 123mL dichloromethane successively under stirring in an ice bath, and activate for 40 minutes. Then add 10.00g (25.5mmol) L-tryptophan benzyl phosphate, stir at room temperature for 120 hours, the reaction is over. Slowly add saturated Na with stirring in an ice bath 2 CO 3 aqueous solution, stirred vigorously until the pH of the aqueous layer was 7, and the separated dichloromethane layer was sequentially washed with 5% NaHCO 3 aqueous solution and saturated NaCl aqueous solution. Dichloromethane layer with anhydrous Na 2 SO 4 After drying and filtering, the filtrate was concentrated to dryness under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether: acetone = 3:1) to obtain 2.21 g (22%) of the title compound as...

Embodiment 3

[0024] Example 3 Preparation of (3S)-1-(2,2-dimethoxyethyl)-2-acetoacetyl-2,3,4,9-tetrahydro-β-carboline-3-carboxylic acid benzyl ester (3)

[0025] Dissolve 2.93g (7.4mmol) (3S)-1-(2,2-dimethoxyethyl)-2,3,4,9-tetrahydro-β-carboline-3-carboxylic acid benzyl ester in 50mL Acetone, add 0.9mL diketene and 0.6mL triethylamine under stirring in an ice bath, stir at room temperature for 17 hours, TLC shows that the raw materials completely disappear. Add 2.5 mL of distilled water to the reaction mixture under ice-bath stirring, stir for 1 hour, concentrate under reduced pressure to remove acetone, and extract the residue three times with dichloromethane. The combined dichloromethane layer is sequentially washed with 5% NaHCO 3 aqueous solution and saturated NaCl aqueous solution, and the dichloromethane layer was washed with anhydrous NaCl 2 SO 4 After drying and filtering, the filtrate was concentrated to dryness under reduced pressure and purified by silica gel column chromatog...

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

PropertyMeasurementUnit
diameteraaaaaaaaaa
Login to View More

Abstract

The invention provides N-(6S)-3-acetyl base-4-oxo-4,6,7,12-tetraindole-[2,3-alpha]quinolizine-6-formyl-N'-glucuronyl-ethylenediamine, provides a preparation method thereof, discloses the anti-tumor activity thereof in a mice S180 transplanted sarcoma model, discloses the anti-tumor metastasis activity thereof in a mice Lewis lung cancer metastasis model, discloses an anti-inflammation role thereofin a mice ear swelling model, and further discloses an anti-thrombus role thereof in a rat common carotid artery-external jugular vein circulation bypath thread method anti-thrombus model. The invention discloses application of N-(6S)-3-acetyl base-4-oxo-4,6,7,12-tetraindole-[2,3-alpha]quinolizine-6-formyl-N'-glucuronyl-ethylenediamine in preparation of anti-tumor drugs, anti-lung cancer metastasis drugs, anti-inflammation drugs and anti-thrombus drugs.

Description

technical field [0001] The present invention relates to N-(6S)-3-acetyl-4-oxo-4,6,7,12-tetrahydroindolo[2,3-α]quinazine-6-formyl-N'- Glucosyl-ethylenediamine, referred to as ATIQC-TPC, relates to its preparation method, relates to its anti-tumor activity on the mouse S180 transplanted sarcoma model, relates to its anti-tumor metastasis activity on the mouse Lewis lung cancer metastasis model, It involves its anti-inflammatory effect on the mouse ear swelling model, and further relates to its anti-thrombotic effect on the rat common carotid artery-external jugular venous circulation bypass silk thread method antithrombotic effect. The present invention thus relates to N-(6S)-3-acetyl-4-oxo-4,6,7,12-tetrahydroindolo[2,3-α]quinazine-6-formyl-N' -Application of glucuronyl-ethylenediamine in the preparation of anti-tumor drugs, anti-tumor lung cancer metastasis drugs, anti-inflammatory drugs and antithrombotic drugs. The invention belongs to the field of biomedicine. Background...

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): C07H7/02C07H1/00A61P35/00A61P35/04A61P29/00A61P7/02
CPCC07H1/00C07H7/02
Inventor 赵明彭师奇王玉记吴建辉徐昕怡
Owner CAPITAL UNIVERSITY OF MEDICAL SCIENCES
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