Rhodamine B modified semi-sandwich iridium complex with fluorescence characteristics as well as preparation method and application thereof

A technology of iridium complexes and fluorescent properties, applied in the field of chemical pharmaceuticals, can solve the problems of insufficient anti-cancer effects, unclear anti-cancer mechanisms, and unknown targets, and achieve excellent photophysical properties, photostability, and high yield , high anticancer activity

Active Publication Date: 2018-06-22
QUFU NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since the half-sandwich iridium complex itself has no fluorescent properties, the understanding of the anti-cancer effect of the half-sandwich iridium complex is not deep enough. poor selectivity among cancer cells

Method used

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  • Rhodamine B modified semi-sandwich iridium complex with fluorescence characteristics as well as preparation method and application thereof
  • Rhodamine B modified semi-sandwich iridium complex with fluorescence characteristics as well as preparation method and application thereof
  • Rhodamine B modified semi-sandwich iridium complex with fluorescence characteristics as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Weigh 0.5g IrCl 3 ·nH 2 4 parts of O were added to 4 inner tanks of the microwave digestion apparatus respectively, and 0.75 mL of 1,2,3,4,5-pentamethylcyclopentadiene and 20 mL of methanol were added to each tank, ultrasonicated, nitrogen gas was passed, and the lids of the tanks were closed , Assemble the main tank and the standard tank, set the parameters of the microwave digestion instrument, react with the microwave digestion instrument, filter the obtained product, and remove the unreacted IrCl 3 ·nH 2 0, the liquid is spin-dried, and the solid obtained is dissolved with dichloromethane together with the crystal in the inner tank, and ether is added, and the single crystal is cultivated by the diffusion method to obtain the orange-yellow iridium dimer (R in the formula (1) A 1 = methyl) product, yield 51.4%.

Embodiment 2

[0046] Weigh 0.5g IrCl 3 ·nH 2 4 parts of O were added to 4 inner tanks of the microwave digestion apparatus respectively, and 1.3g of 1-biphenyl, 2,3,4,5-tetramethylcyclopentadiene, 20mL of methanol were added to each tank, ultrasonically, and nitrogen , cover the tank lid, assemble the main tank and the standard tank, set the parameters of the microwave digestion instrument, react with the microwave digestion instrument, filter the obtained product, and remove the unreacted IrCl 3 ·nH 2 O, the liquid is spin-dried, and the obtained solid is dissolved with dichloromethane together with the crystals in the inner tank, and ether is added, and the single crystal is cultivated by the diffusion method to obtain the orange-yellow iridium dimer (R in formula (1) A 1 = biphenyl) product, yield 20.6%.

Embodiment 3

[0048] Synthesis of ligand L: Take 0.21g rhodamine B hydrazide and 0.10g 4-methyl-4'-formyl-2,2-bipyridine in a 100ml round bottom flask, add 30ml dichloromethane as solvent, add 1ml Formic acid, heat and reflux at 45°C for 24 hours, the solution turns from rose red to red, TCL detects the reaction process, new substances are produced, the liquid is spin-dried to red oil, add 1ml of methanol, put it in the refrigerator for a period of time, take it out , a beige solid was produced, suction filtered, the filter cake was washed several times with methanol, the filtrate was rose red, vacuum-dried, and the filter cake was taken to obtain a beige powder product with a yield of 49.67%.

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Abstract

The invention particularly relates to a rhodamine B modified semi-sandwich iridium complex with fluorescence characteristics as well as a preparation method and application thereof, and belongs to thefield of chemical pharmacy. The complex has a molecular structural formula shown in the description. The rhodamine B is creatively used for modifying the iridium complex; the high anti-cancer activity and the mitochondria targeting performance can be given to the whole complex; the selectivity can be realized on cancer cells; the ideal goals of action process visibility and real-time detection performance can be achieved; the important significance is realized on the medicine targeting performance study. The N^N is used as the two-tooth chelation anion ligand; a novel ion type iridium complexwith higher anti-cancer activity and fluorescence characteristics is synthesized; the complex has the good effect and high activity in anti-cancer and cell imaging aspects.

Description

technical field [0001] The invention relates to metal complexes, in particular to a rhodamine B-modified semi-sandwich iridium complex with fluorescent properties and a preparation method and application thereof, belonging to the field of chemical pharmacy. Background technique [0002] In medicine, cancer refers to malignant tumors originating from epithelial tissue, which is the most common type of malignant tumors. Generally speaking, "cancer" generally refers to all malignant tumors. Cancer is the second leading cause of death in the world after cardiovascular disease. Therefore, cancer has become one of the medical problems to be overcome urgently. Metal complexes are used in the treatment of about 50% of all tumors. Many metal complexes have anti-tumor activity and the effect of inducing tumor cell apoptosis. Cisplatin is one of the most widely used anti-cancer drugs. Cisplatin is a non-specific drug for the cell cycle and has cytotoxicity. The proliferation and synt...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/02A61P35/00C09K11/06A61K49/00
Inventor 刘哲马文丽郭丽华田梦李娟娟葛兴兴
Owner QUFU NORMAL UNIV
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