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

Novel metal complex photosensitizer with broad-spectrum tumor phototherapy activity as well as preparation method and application thereof

A technology of metal complexes and photosensitizers, applied in the field of metal complex photosensitizers and their preparation, can solve the problems of strong phototoxicity, low and limited tumor dark toxicity, and achieve low dark toxicity, strong phototoxicity, and strong growth inhibition effect of ability

Active Publication Date: 2019-12-27
SUN YAT SEN UNIV
View PDF5 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Patents CN201611181323.0, CN201710396909.7, 201710902346.4, CN201810342098.7 all disclose metal iridium complex photosensitizers for tumor photodynamic therapy, but at present, the iridium complex photosensitizers for tumor photodynamic therapy are still limited, And most of the iridium complexes are dark toxic to cells; therefore, it is necessary to further prepare more metal iridium complex photosensitizers with low dark toxicity to tumors and strong phototoxicity, which can be used for photodynamic therapy of tumors for clinical selection
However, there are no relevant reports on metal iridium complex photosensitizers acting on NADH

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
  • Novel metal complex photosensitizer with broad-spectrum tumor phototherapy activity as well as preparation method and application thereof
  • Novel metal complex photosensitizer with broad-spectrum tumor phototherapy activity as well as preparation method and application thereof
  • Novel metal complex photosensitizer with broad-spectrum tumor phototherapy activity as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] The preparation method of embodiment 1 ligand and complex

[0047] 1. Iridium precursor Ir(tpp)Cl 3 synthesis method

[0048] (1) Iridium trichloride (0.060mg, 0.2mmol) (4-methylphenyl) -2,2:6,2-tripyridine (tpp ligand) (0.064mg, 0.2mmol) in ethylene glycol Heated to reflux at 180°C for 15 minutes (10mL), cooled to room temperature and filtered with suction, washed the precipitate with ethanol (50mL), water (50mL) and diethyl ether (50mL) respectively, and dried in vacuo to obtain 102.5mg of reddish-brown powder with a yield of 82.5 %. ; The above chemical reaction equation is as follows:

[0049]

[0050] 2, the synthetic method of iridium complex

[0051] (1)Ir(tpp)Cl 3 (0.062g, 0.1mmol) and 3-phenylquinoline (0.041, 0.2mmol) ligand were heated to reflux at 170°C in ethylene glycol (10mL) for 24 hours to obtain [Ir(tpp)(3pq)Cl]Cl, After cooling to room temperature, add saturated ammonium hexafluorophosphate solution (20 mL), stir and react at room temperature...

Embodiment 2

[0057] Example 2 Ability of Photocatalytic Oxidation of NADH by Iridium Complexes

[0058] Under light conditions, the metal complex has a high redox potential and can oxidize reduced coenzyme I (NADH) to its oxidized state (NAD + ). The iridium complex (concentration: 5 μM) and NADH (A 339 nm =1.0) placed under a 465nm light source, the UV-Vis spectrum was scanned every 5 minutes to detect the absorbance of the solution. like Figure 5 As shown, it shows that the iridium complex has photocatalytic oxidation ability for NADH. Use hydrogen peroxide test paper to detect light under 465nm wavelength lamp for 30 minutes (optical density: 11.7 J / cm 2 ) and iridium complex solution (concentration: 5 μM) for 30 minutes in the dark. The test of hydrogen peroxide test paper showed that hydrogen peroxide was produced after illumination, but no hydrogen peroxide was produced in the unirradiated sample. like Figure 5 , indicating that the iridium complex can generate reactive oxy...

Embodiment 3

[0059] Example 3 Ability of Iridium Complex to Produce Singlet Oxygen After Irradiation

[0060] The singlet oxygen quantum yield of iridium complexes was measured using the high selectivity of the singlet oxygen probe N,N-dimethyl-4-nitrosoaniline (RNO) to singlet oxygen. RNO was dissolved in acetonitrile solution containing 2mM imidazole to obtain an RNO solution with a final concentration of 20 μM. Adjust the absorbance of the iridium complex at 465 nm to 0.1, irradiate the mixed solution with a 465 nm laser, and record the absorbance of RNO at 430 nm with the light time. change value. The result is as Image 6 As shown, the absorbance of RNO decreased significantly after exposure to light, indicating that the complex produced singlet oxygen to oxidize RNO.

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 novel metal complex photosensitizer with broad-spectrum tumor phototherapy activity as well as a preparation method and application of the metal complex photosensitizer. Themetal complex photosensitizer is a complex with a structural formula shown in a formula (I). The photosensitizer has no toxicity to tumor cells or normal cells in the dark, but has very strong growthinhibition capability to the tumor cells under illumination and normal oxygen or anaerobic conditions. The photosensitizer disclosed by the invention is high in singlet oxygen quantum yield, has a very strong catalytic oxidation effect on NADH light, has important significance for researching high-efficiency and low-toxicity anti-tumor drugs, and lays experimental and theoretical foundations for clinically developing novel metal anti-tumor drugs.

Description

technical field [0001] The invention relates to the technical field of photodynamic therapy drugs, and more specifically, to a novel metal complex photosensitizer with broad-spectrum phototherapy activity for tumors and its preparation method and application. Background technique [0002] With the aggravation of environmental pollution and population aging, cancer has become a major disease that threatens human health. In 2015, the estimated number of new cancer cases and deaths in my country was 4.292 million and 2.814 million, respectively. According to the estimates of the World Health Organization, there will be 20 million new cancer cases worldwide in 2020, and at least 12 million people will die of cancer, and 70% of the cases will appear in developing countries. Anaerobic is one of the basic characteristics of aggressive malignant tumors and solid tumor microenvironment. Anaerobic promotes the expression of tumor hypoxia-inducible factors and the amplification of dru...

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): C07F15/00C09K11/06A61K41/00A61P35/00A61K31/555
CPCC07F15/0033C09K11/06A61K41/0057A61P35/00C09K2211/185
Inventor 黄怀义黄灿
Owner SUN YAT SEN 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