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

Copper nitrate complex of 1-(2-pyridine)-9-(4-methylbenzyl)-beta-carboline and synthesizing method and application of copper nitrate complex

A synthesis method and technology of copper nitrate, applied in the field of medicine, can solve problems such as synthesis methods and applications that have not yet been seen

Active Publication Date: 2017-05-10
GUANGXI NORMAL UNIV
View PDF2 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are no related reports on copper(II) nitrate complexes with 1-(2-pyridine)-9-(4-methylbenzyl)-β-carboline as a ligand and their synthesis methods and applications.

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
  • Copper nitrate complex of 1-(2-pyridine)-9-(4-methylbenzyl)-beta-carboline and synthesizing method and application of copper nitrate complex
  • Copper nitrate complex of 1-(2-pyridine)-9-(4-methylbenzyl)-beta-carboline and synthesizing method and application of copper nitrate complex
  • Copper nitrate complex of 1-(2-pyridine)-9-(4-methylbenzyl)-beta-carboline and synthesizing method and application of copper nitrate complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Embodiment 1: The compound shown in formula (II) is the synthesis of 1-(2-pyridine)-9-(4-methylbenzyl)-β-carboline (L)

[0045] 1) Add 1.6g (10mmol) tryptamine, 1.1g (10mmol) pyridine-2-carbaldehyde and 50ml toluene into a 150ml round bottom flask, add a water separator and a condenser tube to form a component water reflux device, heat and reflux for 4 hours, wait After the reaction, the solvent was evaporated to dryness, and the residue was recrystallized with 100ml of n-hexane to obtain compound 1 (2.3g, yield 92%);

[0046] 2) Add 2.5g (10mmol) compound 1, 2.5g palladium carbon (10%Pd / C) and 100ml p-xylene to a 250ml round bottom flask, heat to reflux, and use thin layer chromatography to track and detect until the end of the reaction, and let stand Suction filtration and the filtrate was evaporated to dryness, and the resulting residue was purified by silica gel column chromatography (V 石油醚 :V 二氯甲烷 =1:1), to obtain compound 2 (2.1g, yield 86%);

[0047] 3) Add 0....

Embodiment 2

[0055] Embodiment 2: the synthesis of ligand L

[0056] Repeat Example 1, the difference is:

[0057] In step 2), with Mn(Ac) 3 Instead of palladium carbon, glacial acetic acid instead of p-xylene, control Mn(Ac) 3 The amount of compound 1 added was twice that of compound 1, and the reaction was carried out at 70°C. TLC was tracked and detected until the end of the reaction, and then the pH of the system was adjusted to 7 with ammonia water, extracted three times with ethyl acetate, and the organic phases were combined. , evaporate the solvent to dryness, and the resulting residue is applied to a silica gel column (chromatographic purification (V 石油醚 :V 二氯甲烷 =1:1), compound 2 was obtained.

[0058] The product obtained in this example was analyzed by H NMR, C NMR and high-resolution mass spectrometry, and it was determined to be the target product 1-(2-pyridine)-9-(4-methylbenzyl)-β-carboline.

Embodiment 3

[0059] Embodiment 3: the synthesis of ligand L

[0060] Repeat Example 2, the difference is:

[0061] In step 2), with Pb(Ac) 4 instead of Mn(Ac) 3 , to control Pb(Ac) 4 The amount of added is 5 times the amount of compound 1, and the reaction is carried out at 60°C.

[0062] The product obtained in this example was analyzed by H NMR, C NMR and high-resolution mass spectrometry, and it was determined to be the target product 1-(2-pyridine)-9-(4-methylbenzyl)-β-carboline.

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 discloses a copper nitrate complex of 1-(2-pyridine)-9-(4-methylbenzyl)-beta-carboline and a synthesizing method and application of the copper nitrate complex. The structural formula of the complex is as shown in formula (I). The synthesizing method includes: dissolving a compound as shown in formula (II) and copper nitrate into a polar solvent to perform complexing reaction so as to obtain the copper nitrate complex, wherein the polar solvent is formed by combining one or two of methanol and ethanol with one or more than two of water, acetone, chloroform, dichloromethane and N,N-dimethyl formamide. The copper nitrate complex has higher antitumor activity as compared with those of ligands and cis-platinum, has a good potential medicinal value and can be hopefully used for preparing various antitumor drugs.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a copper nitrate complex of 1-(2-pyridine)-9-(4-methylbenzyl)-β-carboline, a synthesis method and application thereof. Background technique [0002] β-carbolines are a class of alkaloids widely distributed in nature, and they mainly exist in a variety of terrestrial plants and marine organisms. In terms of chemical structure, β-carboline alkaloids belong to indole alkaloids, which are tricyclic ring systems composed of indolopyridines. Atoms exist in different hybridization states, the nitrogen atom at position 9 is sp 3 Hybridization, rich π-electron system, 2-position nitrogen atom is sp 2 Hybridization is a π-electron-deficient system. The two nitrogen atoms are closely related to the chemical properties and biological activities of these compounds. Such compounds have a wide range of biological and pharmacological activities, including: sedative, anxiolytic, hypnotic, an...

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
IPC IPC(8): C07F1/08C07D471/04A61K31/555A61P35/00
CPCC07D471/04C07F1/08
Inventor 陈振锋梁宏刘延成卢幸李亮萍
Owner GUANGXI NORMAL 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