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

Cisplatin-like complexes based on 9-imidanthrone hydrazone and their synthesis methods and applications

A technology of complexes and synthesis methods, applied in the fields of compounds containing elements of Group 8/9/10/18 of the periodic table, pharmaceutical formulations, chemical instruments and methods, etc. Problems such as drug resistance, single target and mechanism of action, etc., to achieve the effect of high medicinal value

Inactive Publication Date: 2011-12-07
GUANGXI NORMAL UNIV
View PDF1 Cites 21 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, clinical practice shows that cisplatin also has many disadvantages, such as a single target and mechanism of action, which makes tumor cells prone to drug resistance, and strong neurotoxicity and nephrotoxicity, etc.

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
  • Cisplatin-like complexes based on 9-imidanthrone hydrazone and their synthesis methods and applications
  • Cisplatin-like complexes based on 9-imidanthrone hydrazone and their synthesis methods and applications
  • Cisplatin-like complexes based on 9-imidanthrone hydrazone and their synthesis methods and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1: direct synthesis of cis-[Pt by normal pressure solution method II Cl 2 (9-IHA)]

[0031] Will K 2 PtCl 4 (1.0mmol, 0.415g) and 9-IHA (1.0mmol, 0.290g) were dissolved in 5mL freshly distilled anaerobic water and 50mL methanol, and then dissolved K 2 PtCl 4 The aqueous solution of 9-IHA was added dropwise to the methanol solution of 9-IHA, and the reaction was carried out at 30°C for 48 hours under the protection of nitrogen in the dark, and a large amount of dark brown precipitate was formed, which was the target product. Cool and filter, wash with water, methanol, and diethyl ether several times in small amounts, place in a vacuum desiccator, and dry at 30°C until constant weight.

Embodiment 2

[0032] Embodiment 2: normal pressure solution method synthesis cis-[Pt II Cl 2 (9-IHA)]

[0033] Na 2 PtCl 4 (1.0mmol, 0.400g) and 9-IHA (1.0mmol, 0.290g) were dissolved in 20mL H 2 O and 100mL ethanol, the ethanol solution dissolved with 9-IHA was gradually added dropwise to Na 2 PtCl 4 In the aqueous solution, under the protection of light and nitrogen, reflux at 80°C for 2 hours, and evaporate most of the solvent. After cooling, a large amount of dark brown precipitates are formed, which is the target product. Cool and filter, wash with water, ethanol, and acetone several times successively, place in a blast dryer, and dry at 60°C until constant weight.

Embodiment 3

[0034] Embodiment 3: Atmospheric solution method synthesizes cis-[Pt by intermediate II Cl 2 (9-IHA)]

[0035] The Pt(II) intermediate cis-[PtCl 2 (DMSO) 2 ] (1.0mmol, 0.422g) was heated and dissolved in 30mL of methanol, 9-IHA (1.0mmol, 0.290g) was dissolved in 50mL of methanol, and then the methanol solution of the Pt(II) intermediate was gradually added dropwise to 9- In the methanol solution of IHA, reflux for 1 hour at 65°C in the dark and under the protection of nitrogen. After evaporating most of the methanol, cool to room temperature. A large amount of dark brown precipitates are formed, which is the target product. Cool and filter, wash with water, methanol and diethyl ether several times successively, place in a vacuum desiccator, and dry at 40°C until constant weight.

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 9-anthracenecarboxaldehyde-4,5-dihydro-1H-imidazol-2-yl-hydrazone cisplatin complex and a synthesis method and use thereof. In the invention, the two N atoms in 9-anthracenecarboxaldehyde-4,5-dihydro-1H-imidazol-2-yl-hydrazone and a central metal ion Pt(II) are chelated and coordinated to form a chelate having a five-membered ring. Particularly, a direct complexing synthesis method or intermediate complexing synthesis method is adopted. In the technical scheme adopted by the invention, organic alkali 9-IHA having antitumor activity is used as a ligand to coordinate with the Pt(II) to form a complex; and the result of the observation of the activity of the complex for inhibiting the proliferation of human tumor cells and human normal liver cells indicates that the overall in-vitro cell toxicity of the complex is lower than that of a 9-IHA ligand and is similar to that of CDDP (cisplatin), AMSA(amsacrine) and HCPT (hydroxycamptothecine) which are clinic anticancer medicines and that the complex has high potential medical value and can be used in preparation of various antitumor medicines.

Description

technical field [0001] The invention relates to the field of metal coordination compounds, in particular to complexes with 9-imidanthrylhydrazone as a ligand, a synthesis method and application thereof. Background technique [0002] Anthracycline anti-tumor antibiotics are a class of commonly used drugs clinically used in the first-line or second-line standard chemotherapy regimens. Its clinical application has a history of more than 30 years. It occupies an important position. In recent years, my country's domestic production and export-oriented anthracycline drug raw material pharmaceutical enterprises have occupied a large share in the anthracycline drug market, and the production process and output of products are reliably guaranteed. [0003] The anti-tumor activity of anthracyclines is based on their anthracycline mother nucleus: the anthracycline plane can effectively intercalate between adjacent base pairs of DNA molecules, and can form a reversible combination with...

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): C07F15/00A61K31/555A61P35/00
Inventor 刘延成陈振锋梁宏程风杰
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