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

Polypyridine ruthenium cooperation compound having light activity, and applications thereof

A technology of ruthenium polybipyridine and ruthenium bipyridine is applied in the field of ruthenium polybipyridine complexes, which can solve the problems of few anti-tumor studies and achieve the effects of improving anti-tumor activity, increasing uptake and high phototoxicity

Active Publication Date: 2020-03-03
NANJING UNIV
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The research on the synthesis of polypyridine ruthenium complexes was very early, but the early research mainly focused on their photochemical, photophysical and electrochemical properties, and there were few studies on antitumor aspects.

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
  • Polypyridine ruthenium cooperation compound having light activity, and applications thereof
  • Polypyridine ruthenium cooperation compound having light activity, and applications thereof
  • Polypyridine ruthenium cooperation compound having light activity, and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1: the preparation of complex RuL1

[0029]

[0030] Add 5-bromophenanthroline (300mg, 1.16mmol), 4-ethynylphenol (274mg, 2.32mmol), tetrakistriphenylphosphine palladium (134mg, 0.12mmol), n-propylamine (25mL) into a pressure reaction tube , heated to 80°C for two days, after the reaction, the solvent was evaporated under reduced pressure, column chromatography (dichloromethane:methanol=30:1) and recrystallized in methanol to obtain ligand L1 (light yellow solid, 192mg, 56 %). 1 H NMR (400MHz, DMSO-d 6 ): δ10.07(s, 1H), 9.22(dd, J=4.3, 1.7Hz, 1H), 9.11(dd, J=4.3, 1.7Hz, 1H), 8.84(dd, J=8.2, 1.7Hz, 1H), 8.50(dd, J=8.2, 1.6Hz, 1H), 8.31(s, 1H), 7.91(dd, J=8.2, 4.3Hz, 1H), 7.80(dd, J=8.1, 4.3Hz, 1H ), 7.60(d, J=8.6Hz, 2H), 6.89(d, J=8.7Hz, 2H). 13 C NMR (101MHz, DMSO-d 6 ): δ158.60, 150.58, 150.41, 145.34, 145.21, 136.06, 134.29, 133.43, 130.21, 127.96, 127.58, 123.86, 123.77, 119.22, 115.88, 111.87, 96.01, 84.0.

[0031]

[0032] Under argon protect...

Embodiment 2

[0033]The mensuration of embodiment 2 complex RuL1 singlet oxygen productivity

[0034] (1) Prepare a DMSO solution of DPBF at a concentration of 10 mM and store it in the dark as a mother solution; (2) Prepare an acetonitrile solution of probe RuL1 at a concentration of 1 mM. Reference standard Ru(bpy) 3 2+ Prepare the same concentration with the same solvent; (3) Take a certain amount of DPBF mother solution, and the probe solution is prepared to contain DPBF concentration of 10 μM and probe concentration of 10 μM (wherein the absorbance of the probe at 450nm is between 0.1-0.3) (4) Select a laser with a wavelength of 450nm according to the ultraviolet absorption wavelength of the probe, and measure the ultraviolet absorption at a specific time; (5) illuminate for 100 s in total, record the ultraviolet curve produced by the solution every 10 s of illumination, and make a graph.

[0035] 1,3-Diphenylisobenzofuran (DPBF) is an efficient singlet oxygen scavenger. Its molecula...

Embodiment 3

[0041] Embodiment 3 The mensuration of complex RuL1 two-photon absorption cross section

[0042] The two-photon absorption cross-section of the complex RuL1 was measured by two-photon induced fluorescence method. It was prepared as a solution in DMSO, rhodamine was used as a reference, and the solution was prepared with secondary water, and its fluorescence spectrum was measured under excitation. Calculate the two-photon absorption cross section according to the following formula:

[0043]

[0044] Wherein, S represents the integrated fluorescence intensity, φ represents the quantum yield, and η is the total fluorescence collection efficiency of the experimental device, which can be replaced by the refractive index of the solution here, C is the concentration of the measured sample, and δ is the two-photon absorption cross section; subscript s and r represent the measured sample and reference solution, respectively.

[0045] The result is as figure 2 shown. The two-phot...

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

According to the invention, Ru (II) cooperation compounds with different conjugated systems are synthesized by modifying ligands of a polypyridine ruthenium cooperation compound based on [Ru(bpy)3]<2+> as a core, and the influence of ligand conjugated structures on the singlet oxygen yield of the cooperation compounds is studied; and in photodynamic therapy on tumors, the cooperation compound hasthe maximum singlet oxygen yield and has high phototoxicity under illumination, the uptake amount of cells to the cooperation compound is increased, the increase of the uptake amount leads to the possible chemical anti-cancer effect after the cooperation compound enters the cells, so that the anti-tumor activity of the cooperation compound is further improved.

Description

technical field [0001] The invention belongs to the field of metal complexes, in particular to a photoactive polypyridine ruthenium complex and its application Background technique [0002] Cancer has become the second largest killer of human health and seriously endangers human life. The United Nations Cancer Agency recently pointed out that by 2030, more than 13 million people will die of cancer every year. Chemotherapy drugs, biological agents and targeted drugs are currently the most commonly used anticancer drugs. Among them, chemotherapy drugs are the main means of treating cancer. Among chemotherapy drugs, the clinical utilization rate of platinum drugs exceeds 50%. The anti-cancer mechanism of platinum-based drugs is usually combined with DNA, by changing the spatial structure of DNA, inhibiting DNA replication and transcription, to prevent the proliferation of tumor cells, but tumor cells are resistant to their own or acquired Drug resistance limits the clinical ...

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): C07F15/00A61K31/555A61P35/00A61K41/00
CPCC07F15/0053A61P35/00A61K41/0057
Inventor 何卫江郭子建韩重齐芬
Owner NANJING 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