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

Metal iridium (III) complex as well as preparation method and application thereof

A technology of metal iridium and complexes, applied in the field of biomedicine, can solve the problems of anti-tumor activity to be improved, and achieve the effects of low in vitro cell dark toxicity, high phototoxicity, and excellent photodynamic efficacy

Pending Publication Date: 2021-12-14
山东普力强生物科技有限公司
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the antitumor activity of the metal iridium (Ⅲ) complexes provided by the prior art still needs to be improved when they are used in photodynamic therapy

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
  • Metal iridium (III) complex as well as preparation method and application thereof
  • Metal iridium (III) complex as well as preparation method and application thereof
  • Metal iridium (III) complex as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] The synthesis of embodiment 1 medicine

[0065] (1) Synthesis of precursors:

[0066] Cyclometallic iridium chloride bridge precursor [Ir(ppy) 2 Cl] 2 and [Ir(thpy) 2 Cl] 2 It was synthesized by literature method [Journal of the American Chemical Society, 2011, 133(29): 11231-9.].

[0067] (2) Ligand synthesis:

[0068] Take 10.93g (0.04mol) of 4-diphenylaminobenzaldehyde and dissolve it in 100mL of tetrahydrofuran, then add 18.5g (0.104mol) of N-bromosuccinimide, stir at room temperature for 24 hours, then terminate the reaction, spin the solvent under reduced pressure Column chromatography (DCM / PE=1:1, v / v) gave 9.1 g of bright yellow brominated product with a yield of 53%.

[0069] Take brominated product 1.8g (0.004mol) and 4-pyridine boronic acid 1.54g (0.0125mol), add 85mg (0.074mmol) tetrakis (triphenylphosphine) palladium catalyst, then add 12mL dissolved in 1.72g (0.012mol) carbonic acid Potassium deionized water and 40 mL of 1,4-dioxane were stirred in ...

Embodiment 2

[0083] The photophysical property of embodiment 2 complexes

[0084] Lipid-water partition coefficient determination experiment:

[0085] The mixed solution of n-octanol and water was mixed on a shaker for 24 hours, and after standing for stratification, an equal-volume biphasic solution was added to the complex, and mixed on a shaker for 48 hours. Standing and stratifying, the two-phase solution of the complex was obtained, and the precipitation was removed. Dilute the two phases with equal concentrations of methanol to measure the UV-visible absorption value respectively, and calculate lgP by formula 3 o / w value:

[0086] lgP o / w =lg(A o / A w ) Formula 3

[0087] Ao and Aw are the absorbance of the complex in n-octanol and water phase at specific wavelengths, respectively.

[0088] Phosphorescence lifetime measurement experiment:

[0089] The phosphorescence lifetime was detected with a combined fluorescence lifetime and steady-state fluorescence spectrometer produce...

Embodiment 3

[0101] The cellular uptake time dependence test of embodiment 3 complexes

[0102] Studying the uptake rate of the complex by cells can provide a reference for determining the incubation time of the complex in the next series of cell experiments.

[0103] Cell uptake time-dependent experimental steps: HeLa cells were seeded in a 35mm confocal dish and cultured for 24 hours, added 20μM complexes and incubated for different times (1h, 2h, 4h and 6h), washed twice with PBS, and immediately confocal with laser Focusing microscope observation, excitation at 405nm, collection of emission wavelengths: 620±30nm (Ir-ppy); 640±30nm (Ir-thpy).

[0104] Time-dependent confocal microscopy imaging results by cellular uptake, such as Figure 13 and Figure 14 It can be seen that the phosphorescence intensity in HeLa cells is very weak after Ir-ppy or Ir-thpy treatment for 1 h. After 2 hours of Ir-ppy treatment, obvious phosphorescence in the cells can be observed, but the intracellular ph...

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 provides an iridium (III) complex and a preparation method and application thereof. The anti-tumor iridium (III) complex with a structure as shown in a formula (1) or a formula (2) in the invention can specifically target mitochondria or lysosome, has low dark toxicity and high phototoxicity, and has a very high phototoxicity index in tumor cells, particularly in non-small cell lung cancer cells Meanwhile, the anti-tumor metal iridium (III) complex can be used as a photosensitizer to participate in photodynamic therapy. Compared with a traditional photosensitizer, the anti-tumor metal iridium (III) complex has the advantages of being good in water solubility, high in light stability, low in dark toxicity and the like, and can realize integration of diagnosis and treatment.

Description

technical field [0001] The application relates to the technical field of biomedicine, in particular to a metal iridium (III) complex and its preparation method and application. Background technique [0002] Cancer is one of the biggest killers of humans, and effective treatments for it are still very limited. The advent of cisplatin and its derivatives has brought good news to cancer patients, but the side effects of these drugs on normal tissues and the easy formation of drug resistance in cancer cells limit their use. [0003] Photodynamic therapy (Photodynamic Therapy, PDT) is a clinically approved minimally invasive therapy. Photosensitizer, light source and oxygen are the three elements of photodynamic therapy. Photosensitizer is one of the key factors in photodynamic therapy. The photosensitizer absorbs photons and transitions to an excited state, and then directly or indirectly transfers energy to oxygen, generating reactive oxygen species (ROS), which damages the ...

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): C07F15/00C09K11/06A61K41/00A61P35/00G01N21/64
CPCC07F15/0033C09K11/06A61K41/0057A61P35/00G01N21/6428G01N21/6458C09K2211/185C09K2211/1074C09K2211/1092C09K2211/1029
Inventor 王世禄
Owner 山东普力强生物科技有限公司
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